Photoredox-mediated remote C(sp 3 )–H heteroarylation of free alcohols
We report an efficient and economical method for remote δ C(sp 3 )–H heteroarylation of free aliphatic alcohols using a hypervalent iodine PFBI-OH oxidant under photoredox catalysis. The reaction sequence involves in situ alcoholysis of PFBI-OH with alcohol, generation of an alkoxy radical intermedi...
Saved in:
| Published in | Chemical science (Cambridge) Vol. 10; no. 3; pp. 688 - 693 |
|---|---|
| Main Authors | , , , |
| Format | Journal Article |
| Language | English |
| Published |
CAMBRIDGE
Royal Soc Chemistry
21.01.2019
Royal Society of Chemistry |
| Subjects | |
| Online Access | Get full text |
Cover
Loading…
| Abstract | We report an efficient and economical method for remote δ C(sp
3
)–H heteroarylation of free aliphatic alcohols using a hypervalent iodine PFBI-OH oxidant under photoredox catalysis. The reaction sequence involves
in situ
alcoholysis of PFBI-OH with alcohol, generation of an alkoxy radical intermediate by SET reduction, 1,5-HAT, and Minisci-type C–C bond formation. This method uses a slight excess of alcohols, can facilitate reaction at δ methyl and methylene positions, and has been successfully applied to modification of complex drug molecules. |
|---|---|
| AbstractList | We report an efficient and economical method for remote δ C(sp3)–H heteroarylation of free aliphatic alcohols using a hypervalent iodine PFBI-OH oxidant under photoredox catalysis. The reaction sequence involves in situ alcoholysis of PFBI-OH with alcohol, generation of an alkoxy radical intermediate by SET reduction, 1,5-HAT, and Minisci-type C–C bond formation. This method uses a slight excess of alcohols, can facilitate reaction at δ methyl and methylene positions, and has been successfully applied to modification of complex drug molecules. We report an efficient and economical method for remote δ C(sp 3 )–H heteroarylation of free aliphatic alcohols using a hypervalent iodine PFBI-OH oxidant under photoredox catalysis. The reaction sequence involves in situ alcoholysis of PFBI-OH with alcohol, generation of an alkoxy radical intermediate by SET reduction, 1,5-HAT, and Minisci-type C–C bond formation. This method uses a slight excess of alcohols, can facilitate reaction at δ methyl and methylene positions, and has been successfully applied to modification of complex drug molecules. We report an efficient and economical method for remote delta C(sp(3))-H heteroarylation of free aliphatic alcohols using a hypervalent iodine PFBI-OH oxidant under photoredox catalysis. The reaction sequence involves in situ alcoholysis of PFBI-OH with alcohol, generation of an alkoxy radical intermediate by SET reduction, 1,5-HAT, and Minisci-type C-C bond formation. This method uses a slight excess of alcohols, can facilitate reaction at d methyl and methylene positions, and has been successfully applied to modification of complex drug molecules. We report an efficient and economical method for remote δ C(sp3)-H heteroarylation of free aliphatic alcohols using a hypervalent iodine PFBI-OH oxidant under photoredox catalysis. The reaction sequence involves in situ alcoholysis of PFBI-OH with alcohol, generation of an alkoxy radical intermediate by SET reduction, 1,5-HAT, and Minisci-type C-C bond formation. This method uses a slight excess of alcohols, can facilitate reaction at δ methyl and methylene positions, and has been successfully applied to modification of complex drug molecules.We report an efficient and economical method for remote δ C(sp3)-H heteroarylation of free aliphatic alcohols using a hypervalent iodine PFBI-OH oxidant under photoredox catalysis. The reaction sequence involves in situ alcoholysis of PFBI-OH with alcohol, generation of an alkoxy radical intermediate by SET reduction, 1,5-HAT, and Minisci-type C-C bond formation. This method uses a slight excess of alcohols, can facilitate reaction at δ methyl and methylene positions, and has been successfully applied to modification of complex drug molecules. We report an efficient and economical method for remote δ C(sp )-H heteroarylation of free aliphatic alcohols using a hypervalent iodine PFBI-OH oxidant under photoredox catalysis. The reaction sequence involves alcoholysis of PFBI-OH with alcohol, generation of an alkoxy radical intermediate by SET reduction, 1,5-HAT, and Minisci-type C-C bond formation. This method uses a slight excess of alcohols, can facilitate reaction at δ methyl and methylene positions, and has been successfully applied to modification of complex drug molecules. We report an efficient and economical method for remote δ C(sp 3 )–H heteroarylation of free aliphatic alcohols using a hypervalent iodine PFBI-OH oxidant under photoredox catalysis. We report an efficient and economical method for remote δ C(sp 3 )–H heteroarylation of free aliphatic alcohols using a hypervalent iodine PFBI-OH oxidant under photoredox catalysis. The reaction sequence involves in situ alcoholysis of PFBI-OH with alcohol, generation of an alkoxy radical intermediate by SET reduction, 1,5-HAT, and Minisci-type C–C bond formation. This method uses a slight excess of alcohols, can facilitate reaction at δ methyl and methylene positions, and has been successfully applied to modification of complex drug molecules. |
| Author | Chen, Gong Hu, Xiafei Li, Guo-Xing He, Gang |
| AuthorAffiliation | a State Key Laboratory and Institute of Elemento-Organic Chemistry , College of Chemistry , Collaborative Innovation Center of Chemical Science and Engineering (Tianjin) , Nankai University , Tianjin 300071 , China . Email: gongchen@nankai.edu.cn b Department of Chemistry , The Pennsylvania State University , 104 Chemistry Building, University Park , PA 16802 , USA . Email: guc11@psu.edu |
| AuthorAffiliation_xml | – name: b Department of Chemistry , The Pennsylvania State University , 104 Chemistry Building, University Park , PA 16802 , USA . Email: guc11@psu.edu – name: a State Key Laboratory and Institute of Elemento-Organic Chemistry , College of Chemistry , Collaborative Innovation Center of Chemical Science and Engineering (Tianjin) , Nankai University , Tianjin 300071 , China . Email: gongchen@nankai.edu.cn |
| Author_xml | – sequence: 1 givenname: Guo-Xing surname: Li fullname: Li, Guo-Xing organization: State Key Laboratory and Institute of Elemento-Organic Chemistry, College of Chemistry, Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Nankai University, Tianjin 300071 – sequence: 2 givenname: Xiafei surname: Hu fullname: Hu, Xiafei organization: State Key Laboratory and Institute of Elemento-Organic Chemistry, College of Chemistry, Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Nankai University, Tianjin 300071 – sequence: 3 givenname: Gang surname: He fullname: He, Gang organization: State Key Laboratory and Institute of Elemento-Organic Chemistry, College of Chemistry, Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Nankai University, Tianjin 300071 – sequence: 4 givenname: Gong orcidid: 0000-0002-5067-9889 surname: Chen fullname: Chen, Gong organization: State Key Laboratory and Institute of Elemento-Organic Chemistry, College of Chemistry, Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Nankai University, Tianjin 300071 |
| BackLink | https://www.ncbi.nlm.nih.gov/pubmed/30774869$$D View this record in MEDLINE/PubMed |
| BookMark | eNqNks9u1DAQxi1UREvphQdAkbgUUGD8J7ZzQaIRsEiVQALOluNM2FTZeGs7UG68A2_Ik-BltwtUHPDFI83vG3-embvkYPITEnKfwlMKvH7W6PcNCMrF2S1yxHJUyorXB_uYwSE5ifEC8uGcVkzdIYcclBJa1kdk8W7pkw_Y-atyhd1gE3ZFwJVPWDSncV3w4tGPb98XxRITBm_D19GmwU-F74s-IBZ2dH7px3iP3O7tGPFkdx-Tj69efmgW5fnb12-aF-elEyBT6bpOqkrYTkPLay2xhbp1GkFZQG6tAMsEIoCWjkmJwNq-bpVGhbqlqPkxeb6tu57bbNjhlIIdzToMq2zOeDuYvzPTsDSf_Gcjuai4ULnA6a5A8JczxmRWQ3Q4jnZCP0fDqOZUV5xu0Ic30As_hyl_L1NSiQqqWmTqwZ-O9laum5yBJ1vgC7a-j27AyeEey3MRleIg2GZELNP6_-lmSL_G0fh5SlkKW6kLPsaAvXG7fO7EMBoKZrMz5vfOZMnjG5Lrl_4B_wQyq75_ |
| CitedBy_id | crossref_primary_10_1039_D3GC03292B crossref_primary_10_1002_anie_202112364 crossref_primary_10_1039_C9QO00786E crossref_primary_10_1021_acs_orglett_1c04365 crossref_primary_10_1021_acs_orglett_9b02234 crossref_primary_10_1039_D4QO01179A crossref_primary_10_1021_acs_chemrev_0c00278 crossref_primary_10_1055_a_2216_4594 crossref_primary_10_1021_acs_orglett_8b03865 crossref_primary_10_1021_acs_orglett_4c01643 crossref_primary_10_1039_D2QO00332E crossref_primary_10_1039_D4QO00077C crossref_primary_10_1002_anie_201914557 crossref_primary_10_1002_chem_202403841 crossref_primary_10_1002_ange_202007187 crossref_primary_10_1021_acs_orglett_3c03855 crossref_primary_10_1021_jacs_9b13171 crossref_primary_10_1039_D4QO01265H crossref_primary_10_1016_j_checat_2021_05_005 crossref_primary_10_1039_D0SC01471K crossref_primary_10_2174_1385272824999201230211157 crossref_primary_10_1021_acs_chemrev_1c00749 crossref_primary_10_1002_anie_201806631 crossref_primary_10_1021_acs_joc_2c02461 crossref_primary_10_1002_ange_202009995 crossref_primary_10_1016_j_ccr_2023_215522 crossref_primary_10_1039_D3GC05089K crossref_primary_10_1039_D0QO01238F crossref_primary_10_1021_acs_orglett_0c02912 crossref_primary_10_1039_C8CS00883C crossref_primary_10_1002_ajoc_202200131 crossref_primary_10_1002_ejoc_201900406 crossref_primary_10_1021_acs_joc_0c00250 crossref_primary_10_1021_acs_orglett_2c02210 crossref_primary_10_1038_s41467_019_12722_4 crossref_primary_10_1021_acs_chemrev_1c00256 crossref_primary_10_1039_D0CS00774A crossref_primary_10_1021_acs_joc_2c02498 crossref_primary_10_1016_j_xcrp_2022_100763 crossref_primary_10_1021_acs_orglett_0c03058 crossref_primary_10_1021_acscatal_3c00230 crossref_primary_10_1021_acs_orglett_1c01385 crossref_primary_10_1016_j_trechm_2022_03_006 crossref_primary_10_1021_acs_orglett_1c01020 crossref_primary_10_1021_acs_orglett_9b01552 crossref_primary_10_1039_C9GC00414A crossref_primary_10_1002_chem_202300882 crossref_primary_10_1039_D4QO01522C crossref_primary_10_1002_anie_202000632 crossref_primary_10_1002_ejoc_202300993 crossref_primary_10_1021_acs_chemrev_2c00478 crossref_primary_10_1021_acs_orglett_4c01078 crossref_primary_10_1021_jacs_9b05932 crossref_primary_10_1039_C9CC04785A crossref_primary_10_59761_RCR5123 crossref_primary_10_1021_jacs_3c00760 crossref_primary_10_1039_D0SC04542J crossref_primary_10_1021_jacs_4c07125 crossref_primary_10_1021_acs_orglett_0c03944 crossref_primary_10_1021_jacs_0c05025 crossref_primary_10_1039_D0OB00854K crossref_primary_10_1039_C8CC08594C crossref_primary_10_1002_ejoc_201900786 crossref_primary_10_1007_s11426_024_2107_3 crossref_primary_10_1039_D0QO00248H crossref_primary_10_1021_acs_orglett_9b03524 crossref_primary_10_1002_ange_202000632 crossref_primary_10_1002_adsc_202300909 crossref_primary_10_1021_acs_joc_9b00972 crossref_primary_10_1002_adsc_201900283 crossref_primary_10_1039_D3CS00889D crossref_primary_10_1039_C9OB02424G crossref_primary_10_1039_D4QO01245C crossref_primary_10_1002_adsc_201900975 crossref_primary_10_1021_acs_orglett_4c03875 crossref_primary_10_1021_acs_orglett_8b04104 crossref_primary_10_1039_D2GC01144A crossref_primary_10_1039_D2GC02030K crossref_primary_10_1021_acs_joc_1c01424 crossref_primary_10_1021_acscatal_2c04417 crossref_primary_10_1021_acs_orglett_3c01624 crossref_primary_10_1038_s41467_019_12216_3 crossref_primary_10_1021_acs_orglett_3c03401 crossref_primary_10_1002_ange_201914557 crossref_primary_10_1039_D1CC06885G crossref_primary_10_1039_D3QO00878A crossref_primary_10_1021_acs_chemrev_1c00220 crossref_primary_10_1039_D5QO00135H crossref_primary_10_1021_acscatal_2c02997 crossref_primary_10_1021_acs_orglett_2c00593 crossref_primary_10_1021_acscatal_9b00563 crossref_primary_10_1002_chem_201902918 crossref_primary_10_1016_j_tetlet_2021_153601 crossref_primary_10_6023_cjoc202104024 crossref_primary_10_1002_ejoc_202000289 crossref_primary_10_1038_s41467_021_22382_y crossref_primary_10_1021_acscatal_9b03798 crossref_primary_10_1039_D4QO01607F crossref_primary_10_1002_ange_202112364 crossref_primary_10_1002_ange_201806631 crossref_primary_10_1002_cssc_202201241 crossref_primary_10_1002_anie_202009995 crossref_primary_10_1002_cctc_202401550 crossref_primary_10_1039_D2SC00764A crossref_primary_10_1021_acs_orglett_9b03652 crossref_primary_10_1039_D2QO00528J crossref_primary_10_1021_acs_orglett_1c03488 crossref_primary_10_3390_molecules29143281 crossref_primary_10_1002_adsc_202300416 crossref_primary_10_1021_acs_chemrev_4c00094 crossref_primary_10_1002_ejoc_201901421 crossref_primary_10_1021_acscatal_3c05150 crossref_primary_10_1021_acs_joc_1c03021 crossref_primary_10_6023_cjoc202406034 crossref_primary_10_1039_C9OB00244H crossref_primary_10_1016_j_checat_2022_07_002 crossref_primary_10_1021_acs_orglett_9b01755 crossref_primary_10_1039_D0QO01042A crossref_primary_10_1039_D0QO01325K crossref_primary_10_1021_acs_joc_9b02502 crossref_primary_10_1002_anie_202007187 |
| Cites_doi | 10.1021/acs.chemrev.5b00662 10.1039/C8CC02642D 10.1002/anie.201504559 10.1039/C6CC09725A 10.1002/anie.201006368 10.1039/C6SC02653B 10.1002/anie.201209584 10.1002/ejoc.201501405 10.1021/ol100472t 10.1039/c1md00134e 10.1039/C7SC02773G 10.1038/nature14885 10.1038/s41467-018-05014-w 10.1021/cr300503r 10.1002/anie.201709025 10.1021/jacs.5b13066 10.1002/anie.196405251 10.1021/ja111152z 10.1002/anie.201509073 10.1016/S0040-4020(01)97191-1 10.1002/anie.201607305 10.1039/C6OB00596A 10.1021/ja01495a061 10.1021/acs.orglett.5b00861 10.1002/anie.201611897 10.1002/ajoc.201800197 10.1021/acs.chemrev.5b00547 10.1002/ejoc.201403479 10.1021/jacs.6b08856 10.1021/jacs.7b13131 10.1016/S0040-4039(01)90085-1 10.1021/ja413208y 10.1002/cctc.201300666 10.1021/ol2003572 10.1002/anie.201510973 10.1016/j.tetlet.2018.04.060 10.1201/9781420007282 10.1002/anie.201510014 10.1002/anie.200500115 10.1039/B913880N 10.1002/anie.201505111 10.1021/acs.orglett.7b03938 10.3987/REV-88-SR1 10.1002/anie.200702313 10.1038/nature11680 10.1038/s41467-018-05522-9 10.1021/acs.joc.6b01449 10.1021/ja00221a051 10.1126/science.1207661 10.1039/C5SC04169D 10.1021/acs.chemrev.6b00620 10.1021/ol201774b 10.1039/c6ob00596a 10.1039/c6sc02653b 10.1039/c5sc04169d 10.1039/b913880n 10.1039/c7sc02773g 10.1039/c8cc02642d 10.1039/c6cc09725a |
| ContentType | Journal Article |
| Copyright | Copyright Royal Society of Chemistry 2019 This journal is © The Royal Society of Chemistry 2019 2019 |
| Copyright_xml | – notice: Copyright Royal Society of Chemistry 2019 – notice: This journal is © The Royal Society of Chemistry 2019 2019 |
| DBID | AAYXX CITATION 17B 1KM AAWJD BLEPL DTL EGQ NPM 7SR 8BQ 8FD JG9 7X8 5PM |
| DOI | 10.1039/C8SC04134B |
| DatabaseName | CrossRef Web of Knowledge Index Chemicus Web of Science - Science Citation Index Expanded - 2019 Web of Science Core Collection Science Citation Index Expanded Web of Science Primary (SCIE, SSCI & AHCI) PubMed Engineered Materials Abstracts METADEX Technology Research Database Materials Research Database MEDLINE - Academic PubMed Central (Full Participant titles) |
| DatabaseTitle | CrossRef Web of Science PubMed Materials Research Database Engineered Materials Abstracts Technology Research Database METADEX MEDLINE - Academic |
| DatabaseTitleList | Materials Research Database CrossRef Web of Science MEDLINE - Academic PubMed |
| Database_xml | – sequence: 1 dbid: NPM name: PubMed url: https://proxy.k.utb.cz/login?url=http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?db=PubMed sourceTypes: Index Database – sequence: 2 dbid: 1KM name: Index Chemicus url: https://proxy.k.utb.cz/login?url=https://www.webofscience.com/wos/woscc/search-with-editions?editions=WOS.IC sourceTypes: Enrichment Source Index Database |
| DeliveryMethod | fulltext_linktorsrc |
| Discipline | Chemistry |
| EISSN | 2041-6539 |
| EndPage | 693 |
| ExternalDocumentID | PMC6345347 30774869 000457304200002 10_1039_C8SC04134B |
| Genre | Journal Article |
| GrantInformation_xml | – fundername: National Natural Science Foundation of China; National Natural Science Foundation of China (NSFC) grantid: 21672105; 21725204; 91753124 – fundername: Natural Science Foundation of Tianjin grantid: 18JCZDJC32800 |
| GroupedDBID | 0-7 0R~ 53G 705 7~J AAEMU AAFWJ AAIWI AAJAE AARTK AAXHV AAYXX ABEMK ABIQK ABPDG ABXOH ACGFS ACIWK ADBBV ADMRA AEFDR AENEX AESAV AFLYV AFPKN AGEGJ AGRSR AHGCF AKBGW ALMA_UNASSIGNED_HOLDINGS ANUXI AOIJS APEMP AUDPV AZFZN BCNDV BLAPV BSQNT C6K CITATION D0L EE0 EF- F5P GROUPED_DOAJ H13 HYE HZ~ H~N O-G O9- OK1 PGMZT R7C R7D RAOCF RCNCU RNS RPM RRC RSCEA RVUXY SKA SKF SKH SKJ SKM SKR SKZ SLC SLF SLH 17B 1KM BLEPL DTL GROUPED_WOS_SCIENCE_CITATION_INDEX_EXPANDED GROUPED_WOS_WEB_OF_SCIENCE NPM 7SR 8BQ 8FD JG9 7X8 5PM |
| ID | FETCH-LOGICAL-c406t-cdd6754ad80b3986eb09bc8e07a0e3aa40a24ee0086c266e02bf9b78e7e8b1e83 |
| ISICitedReferencesCount | 131 |
| ISICitedReferencesURI | https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=Summon&SrcAuth=ProQuest&DestApp=WOS&DestLinkType=CitingArticles&UT=000457304200002 |
| ISSN | 2041-6520 |
| IngestDate | Thu Aug 21 18:20:39 EDT 2025 Fri Jul 11 16:10:26 EDT 2025 Mon Jul 14 09:57:41 EDT 2025 Thu Apr 03 06:57:40 EDT 2025 Wed Aug 06 07:31:08 EDT 2025 Fri Aug 29 15:45:00 EDT 2025 Tue Jul 01 03:46:23 EDT 2025 Thu Apr 24 22:54:20 EDT 2025 |
| IsDoiOpenAccess | false |
| IsOpenAccess | true |
| IsPeerReviewed | true |
| IsScholarly | true |
| Issue | 3 |
| Keywords | FUNCTIONALIZATION REAGENT CATALYSIS MINISCI REACTION ALKYLATION GENERATION RADICALS EFFICIENT CARBOXYLIC-ACIDS DECARBOXYLATIVE ALKYNYLATION |
| Language | English |
| License | This article is freely available. This article is licensed under a Creative Commons Attribution Non Commercial 3.0 Unported Licence (CC BY-NC 3.0) |
| LinkModel | OpenURL |
| LogoURL | https://exlibris-pub.s3.amazonaws.com/fromwos-v2.jpg |
| MergedId | FETCHMERGED-LOGICAL-c406t-cdd6754ad80b3986eb09bc8e07a0e3aa40a24ee0086c266e02bf9b78e7e8b1e83 |
| Notes | ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 14 content type line 23 |
| ORCID | 0000-0002-5067-9889 |
| OpenAccessLink | http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=Summon&SrcAuth=ProQuest&DestApp=WOS&DestLinkType=FullRecord&UT=000457304200002 |
| PMID | 30774869 |
| PQID | 2167450594 |
| PQPubID | 2047492 |
| PageCount | 6 |
| ParticipantIDs | pubmed_primary_30774869 webofscience_primary_000457304200002 pubmedcentral_primary_oai_pubmedcentral_nih_gov_6345347 proquest_miscellaneous_2183185317 proquest_journals_2167450594 crossref_primary_10_1039_C8SC04134B webofscience_primary_000457304200002CitationCount crossref_citationtrail_10_1039_C8SC04134B |
| ProviderPackageCode | CITATION AAYXX |
| PublicationCentury | 2000 |
| PublicationDate | 2019-01-21 |
| PublicationDateYYYYMMDD | 2019-01-21 |
| PublicationDate_xml | – month: 01 year: 2019 text: 2019-01-21 day: 21 |
| PublicationDecade | 2010 |
| PublicationPlace | CAMBRIDGE |
| PublicationPlace_xml | – name: CAMBRIDGE – name: England – name: Cambridge |
| PublicationTitle | Chemical science (Cambridge) |
| PublicationTitleAbbrev | CHEM SCI |
| PublicationTitleAlternate | Chem Sci |
| PublicationYear | 2019 |
| Publisher | Royal Soc Chemistry Royal Society of Chemistry |
| Publisher_xml | – name: Royal Soc Chemistry – name: Royal Society of Chemistry |
| References | Fujiwara (C8SC04134B-(cit9a)/*[position()=1]) 2011; 133 Wang (C8SC04134B-(cit11)/*[position()=1]) 2018; 7 Yi (C8SC04134B-(cit2f)/*[position()=1]) 2017; 117 Heusler (C8SC04134B-(cit3b)/*[position()=1]) 1964; 3 Le Vaillant (C8SC04134B-(cit15c)/*[position()=1]) 2015; 54 Li (C8SC04134B-(cit14c)/*[position()=1]) 2016; 55 Jia (C8SC04134B-(cit12a)/*[position()=1]) 2016; 138 Wang (C8SC04134B-(cit9g)/*[position()=1]) 2016; 14 Beckwith (C8SC04134B-(cit3d)/*[position()=1]) 1988; 110 Li (C8SC04134B-(cit10)/*[position()=1]) 2016; 7 Jia (C8SC04134B-(cit1c)/*[position()=1]) 2018; 54 Zhang (C8SC04134B-(cit3f)/*[position()=1]) 2016; 55 Quattrini (C8SC04134B-(cit9h)/*[position()=1]) 2017; 53 Fang (C8SC04134B-(cit9f)/*[position()=1]) 2015 Richardson (C8SC04134B-(cit16)/*[position()=2]) 2007; 46 Zhou (C8SC04134B-(cit15b)/*[position()=1]) 2015; 54 Zhu (C8SC04134B-(cit6)/*[position()=1]) 2018; 9 Dohi (C8SC04134B-(cit2c)/*[position()=1]) 2014; 6 Yan (C8SC04134B-(cit2d)/*[position()=1]) 2016; 138 Wu (C8SC04134B-(cit7)/*[position()=2]) 2018; 9 Neubert (C8SC04134B-(cit17c)/*[position()=1]) 2015; 17 Nikolaev (C8SC04134B-(cit18c)/*[position()=1]) 2018; 20 Jin (C8SC04134B-(cit9e)/*[position()=1]) 2015; 525 Wang (C8SC04134B-(cit3g)/*[position()=1]) 2016; 55 Shaw (C8SC04134B-(cit13c)/*[position()=1]) 2016; 81 Li (C8SC04134B-(cit19)/*[position()=1]) 2017; 8 Ravelli (C8SC04134B-(cit2e)/*[position()=1]) 2016; 116 Concepción (C8SC04134B-(cit3c)/*[position()=1]) 1984; 25 Barton (C8SC04134B-(cit3a)/*[position()=1]) 1960; 82 Fujiwara (C8SC04134B-(cit9c)/*[position()=1]) 2012; 492 Minisci (C8SC04134B-(cit8a)/*[position()=1]) 1989; 28 Correia (C8SC04134B-(cit17b)/*[position()=1]) 2011; 13 Hu (C8SC04134B-(cit5)/*[position()=1]) 2018; 140 Huang (C8SC04134B-(cit15a)/*[position()=1]) 2014; 136 Bume (C8SC04134B-(cit18b)/*[position()=1]) 2016 Newhouse (C8SC04134B-(cit2a)/*[position()=1]) 2011; 50 White (C8SC04134B-(cit2b)/*[position()=1]) 2012; 335 Jia (C8SC04134B-(cit12b)/*[position()=1]) 2017; 56 Wang (C8SC04134B-(cit15d)/*[position()=1]) 2016; 7 Antonchick (C8SC04134B-(cit9d)/*[position()=1]) 2013; 52 Wu (C8SC04134B-(cit18d)/*[position()=1]) 2018; 57 Narayanam (C8SC04134B-(cit13a)/*[position()=1]) 2011; 40 Luo (C8SC04134B-(cit4)/*[position()=1]) 2007 Molander (C8SC04134B-(cit9b)/*[position()=1]) 2011; 13 Stateman (C8SC04134B-(cit1a)/*[position()=1]) 2018 Duncton (C8SC04134B-(cit8b)/*[position()=1]) 2011; 2 Ren (C8SC04134B-(cit18a)/*[position()=1]) 2016; 55 Kundu (C8SC04134B-(cit3e)/*[position()=1]) 2010; 12 Guo (C8SC04134B-(cit1b)/*[position()=1]) 2018; 59 Yoshimura (C8SC04134B-(cit14b)/*[position()=1]) 2016; 116 Prier (C8SC04134B-(cit13b)/*[position()=1]) 2013; 113 Wirth (C8SC04134B-(cit14a)/*[position()=1]) 2005; 44 Minisci (C8SC04134B-(cit17a)/*[position()=1]) 1985; 41 Prier, CK (WOS:000321810600018) 2013; 113 Le Vaillant, F (WOS:000363389400038) 2015; 54 Molander, GA (WOS:000288691600071) 2011; 13 Richardson, RD (WOS:000249296900031) 2007; 46 Bume, DD (WOS:000368022100005) 2016; 2016 Huang, HC (WOS:000331343300024) 2014; 136 Luo, Y.R. (000457304200002.25) 2007 Quattrini, MC (WOS:000395874700007) 2017; 53 Wang, DC (WOS:000375610600003) 2016; 14 Yan, M (WOS:000384952100001) 2016; 138 HEUSLER, K (WOS:A19644297A00010) 1964; 3 Hu, AH (WOS:000424851500012) 2018; 140 Jin, J (WOS:000360594100030) 2015; 525 Guo, JJ (WOS:000432879500001) 2018; 59 Wang, YX (WOS:000372614800027) 2016; 7 Li, GX (WOS:000384311700014) 2016; 7 Shaw, MH (WOS:000381847600002) 2016; 81 Zhu, YC (WOS:000437677800002) 2018; 9 Correia, CA (WOS:000294242600027) 2011; 13 Zhang, J (WOS:000369854000052) 2016; 55 Li, YF (WOS:000373133000004) 2016; 55 Antonchick, AP (WOS:000316340700040) 2013; 52 MINISCI, F (WOS:A1989T260100073) 1989; 28 BARTON, DHR (WOS:A1960WB33700061) 1960; 82 Yi, H (WOS:000405642800014) 2017; 117 Ravelli, D (WOS:000383410100007) 2016; 116 Fujiwara, Y (WOS:000311893400052) 2012; 492 Li, GX (WOS:000411730500058) 2017; 8 Wang, JH (WOS:000438338100014) 2018; 7 Duncton, MAJ (WOS:000299066700001) 2011; 2 Jia, KF (WOS:000395566600043) 2017; 56 Dohi, T (WOS:000330636800004) 2014; 6 Ren, RG (WOS:000370655700043) 2016; 55 Wu, XX (WOS:000423494500038) 2018; 57 Jia, KF (WOS:000435114200002) 2018; 54 Fujiwara, Y (WOS:000288410100020) 2011; 133 Wang, CY (WOS:000385718300022) 2016; 55 Fang, L (WOS:000351207100006) 2015; 2015 Kundu, R (WOS:000278062600005) 2010; 12 Yoshimura, A (WOS:000371947300010) 2016; 116 MINISCI, F (WOS:A1985AST1500021) 1985; 41 Neubert, TD (WOS:000354908300018) 2015; 17 Wirth, T (WOS:000229918200002) 2005; 44 Wu, XX (WOS:000442270200005) 2018; 9 CONCEPCION, JI (WOS:A1984SP58500026) 1984; 25 Narayanam, JMR (WOS:000285390900008) 2011; 40 Newhouse, T (WOS:000289264200005) 2011; 50 BECKWITH, ALJ (WOS:A1988P073900051) 1988; 110 Nikolaev, A (WOS:000424729800076) 2018; 20 Zhou, QQ (WOS:000363389400037) 2015; 54 Stateman, L. M. (000457304200002.39) 2018 White, MC (WOS:000300356400030) 2012; 335 Jia, KF (WOS:000370215400011) 2016; 138 |
| References_xml | – volume: 116 start-page: 9850 year: 2016 ident: C8SC04134B-(cit2e)/*[position()=1] publication-title: Chem. Rev. doi: 10.1021/acs.chemrev.5b00662 – volume: 54 start-page: 6105 year: 2018 ident: C8SC04134B-(cit1c)/*[position()=1] publication-title: Chem. Commun. doi: 10.1039/C8CC02642D – volume: 54 start-page: 11196 year: 2015 ident: C8SC04134B-(cit15b)/*[position()=1] publication-title: Angew. Chem., Int. Ed. doi: 10.1002/anie.201504559 – volume: 53 start-page: 2335 year: 2017 ident: C8SC04134B-(cit9h)/*[position()=1] publication-title: Chem. Commun. doi: 10.1039/C6CC09725A – volume: 50 start-page: 3362 year: 2011 ident: C8SC04134B-(cit2a)/*[position()=1] publication-title: Angew. Chem., Int. Ed. doi: 10.1002/anie.201006368 – volume: 7 start-page: 6407 year: 2016 ident: C8SC04134B-(cit10)/*[position()=1] publication-title: Chem. Sci. doi: 10.1039/C6SC02653B – volume: 52 start-page: 3267 year: 2013 ident: C8SC04134B-(cit9d)/*[position()=1] publication-title: Angew. Chem., Int. Ed. doi: 10.1002/anie.201209584 – start-page: 26 year: 2016 ident: C8SC04134B-(cit18b)/*[position()=1] publication-title: Eur. J. Org. Chem. doi: 10.1002/ejoc.201501405 – volume: 12 start-page: 2460 year: 2010 ident: C8SC04134B-(cit3e)/*[position()=1] publication-title: Org. Lett. doi: 10.1021/ol100472t – volume: 2 start-page: 1135 year: 2011 ident: C8SC04134B-(cit8b)/*[position()=1] publication-title: Med. Chem. Commun. doi: 10.1039/c1md00134e – volume: 8 start-page: 7180 year: 2017 ident: C8SC04134B-(cit19)/*[position()=1] publication-title: Chem. Sci. doi: 10.1039/C7SC02773G – volume: 525 start-page: 87 year: 2015 ident: C8SC04134B-(cit9e)/*[position()=1] publication-title: Nature doi: 10.1038/nature14885 – volume: 9 start-page: 2625 year: 2018 ident: C8SC04134B-(cit6)/*[position()=1] publication-title: Nat. Commun. doi: 10.1038/s41467-018-05014-w – volume: 113 start-page: 5322 year: 2013 ident: C8SC04134B-(cit13b)/*[position()=1] publication-title: Chem. Rev. doi: 10.1021/cr300503r – volume: 57 start-page: 1640 year: 2018 ident: C8SC04134B-(cit18d)/*[position()=1] publication-title: Angew. Chem., Int. Ed. doi: 10.1002/anie.201709025 – volume: 138 start-page: 1514 year: 2016 ident: C8SC04134B-(cit12a)/*[position()=1] publication-title: J. Am. Chem. Soc. doi: 10.1021/jacs.5b13066 – volume: 3 start-page: 525 year: 1964 ident: C8SC04134B-(cit3b)/*[position()=1] publication-title: Angew. Chem., Int. Ed. doi: 10.1002/anie.196405251 – volume: 133 start-page: 3292 year: 2011 ident: C8SC04134B-(cit9a)/*[position()=1] publication-title: J. Am. Chem. Soc. doi: 10.1021/ja111152z – volume: 55 start-page: 4436 year: 2016 ident: C8SC04134B-(cit14c)/*[position()=1] publication-title: Angew. Chem., Int. Ed. doi: 10.1002/anie.201509073 – volume: 41 start-page: 4157 year: 1985 ident: C8SC04134B-(cit17a)/*[position()=1] publication-title: Tetrahedron doi: 10.1016/S0040-4020(01)97191-1 – volume: 55 start-page: 13495 year: 2016 ident: C8SC04134B-(cit3g)/*[position()=1] publication-title: Angew. Chem., Int. Ed. doi: 10.1002/anie.201607305 – volume: 14 start-page: 4189 year: 2016 ident: C8SC04134B-(cit9g)/*[position()=1] publication-title: Org. Biomol. Chem. doi: 10.1039/C6OB00596A – volume: 82 start-page: 2640 year: 1960 ident: C8SC04134B-(cit3a)/*[position()=1] publication-title: J. Am. Chem. Soc. doi: 10.1021/ja01495a061 – volume: 17 start-page: 2362 year: 2015 ident: C8SC04134B-(cit17c)/*[position()=1] publication-title: Org. Lett. doi: 10.1021/acs.orglett.5b00861 – start-page: 1569 year: 2018 ident: C8SC04134B-(cit1a)/*[position()=1] publication-title: Synthesis – volume: 56 start-page: 2478 year: 2017 ident: C8SC04134B-(cit12b)/*[position()=1] publication-title: Angew. Chem., Int. Ed. doi: 10.1002/anie.201611897 – volume: 7 start-page: 1307 year: 2018 ident: C8SC04134B-(cit11)/*[position()=1] publication-title: Asian J. Org. Chem. doi: 10.1002/ajoc.201800197 – volume: 116 start-page: 3328 year: 2016 ident: C8SC04134B-(cit14b)/*[position()=1] publication-title: Chem. Rev. doi: 10.1021/acs.chemrev.5b00547 – start-page: 1910 year: 2015 ident: C8SC04134B-(cit9f)/*[position()=1] publication-title: Eur. J. Org. Chem. doi: 10.1002/ejoc.201403479 – volume: 138 start-page: 12692 year: 2016 ident: C8SC04134B-(cit2d)/*[position()=1] publication-title: J. Am. Chem. Soc. doi: 10.1021/jacs.6b08856 – volume: 140 start-page: 1612 year: 2018 ident: C8SC04134B-(cit5)/*[position()=1] publication-title: J. Am. Chem. Soc. doi: 10.1021/jacs.7b13131 – volume: 25 start-page: 1953 year: 1984 ident: C8SC04134B-(cit3c)/*[position()=1] publication-title: Tetrahedron Lett. doi: 10.1016/S0040-4039(01)90085-1 – volume: 136 start-page: 2280 year: 2014 ident: C8SC04134B-(cit15a)/*[position()=1] publication-title: J. Am. Chem. Soc. doi: 10.1021/ja413208y – volume: 6 start-page: 76 year: 2014 ident: C8SC04134B-(cit2c)/*[position()=1] publication-title: ChemCatChem doi: 10.1002/cctc.201300666 – volume: 13 start-page: 1852 year: 2011 ident: C8SC04134B-(cit9b)/*[position()=1] publication-title: Org. Lett. doi: 10.1021/ol2003572 – volume: 55 start-page: 2866 year: 2016 ident: C8SC04134B-(cit18a)/*[position()=1] publication-title: Angew. Chem., Int. Ed. doi: 10.1002/anie.201510973 – volume: 59 start-page: 2103 year: 2018 ident: C8SC04134B-(cit1b)/*[position()=1] publication-title: Tetrahedron Lett. doi: 10.1016/j.tetlet.2018.04.060 – volume-title: Comprehensive Handbook of Chemical Bond Energies year: 2007 ident: C8SC04134B-(cit4)/*[position()=1] doi: 10.1201/9781420007282 – volume: 55 start-page: 1872 year: 2016 ident: C8SC04134B-(cit3f)/*[position()=1] publication-title: Angew. Chem., Int. Ed. doi: 10.1002/anie.201510014 – volume: 44 start-page: 3656 year: 2005 ident: C8SC04134B-(cit14a)/*[position()=1] publication-title: Angew. Chem., Int. Ed. doi: 10.1002/anie.200500115 – volume: 40 start-page: 102 year: 2011 ident: C8SC04134B-(cit13a)/*[position()=1] publication-title: Chem. Soc. Rev. doi: 10.1039/B913880N – volume: 54 start-page: 11200 year: 2015 ident: C8SC04134B-(cit15c)/*[position()=1] publication-title: Angew. Chem., Int. Ed. doi: 10.1002/anie.201505111 – volume: 20 start-page: 796 year: 2018 ident: C8SC04134B-(cit18c)/*[position()=1] publication-title: Org. Lett. doi: 10.1021/acs.orglett.7b03938 – volume: 28 start-page: 489 year: 1989 ident: C8SC04134B-(cit8a)/*[position()=1] publication-title: Heterocycles doi: 10.3987/REV-88-SR1 – volume: 46 start-page: 6529 year: 2007 ident: C8SC04134B-(cit16)/*[position()=2] publication-title: Angew. Chem., Int. Ed. doi: 10.1002/anie.200702313 – volume: 492 start-page: 95 year: 2012 ident: C8SC04134B-(cit9c)/*[position()=1] publication-title: Nature doi: 10.1038/nature11680 – volume: 9 start-page: 3343 year: 2018 ident: C8SC04134B-(cit7)/*[position()=2] publication-title: Nat. Commun. doi: 10.1038/s41467-018-05522-9 – volume: 81 start-page: 6898 year: 2016 ident: C8SC04134B-(cit13c)/*[position()=1] publication-title: J. Org. Chem. doi: 10.1021/acs.joc.6b01449 – volume: 110 start-page: 4415 year: 1988 ident: C8SC04134B-(cit3d)/*[position()=1] publication-title: J. Am. Chem. Soc. doi: 10.1021/ja00221a051 – volume: 335 start-page: 807 year: 2012 ident: C8SC04134B-(cit2b)/*[position()=1] publication-title: Science doi: 10.1126/science.1207661 – volume: 7 start-page: 2679 year: 2016 ident: C8SC04134B-(cit15d)/*[position()=1] publication-title: Chem. Sci. doi: 10.1039/C5SC04169D – volume: 117 start-page: 9016 year: 2017 ident: C8SC04134B-(cit2f)/*[position()=1] publication-title: Chem. Rev. doi: 10.1021/acs.chemrev.6b00620 – volume: 13 start-page: 4581 year: 2011 ident: C8SC04134B-(cit17b)/*[position()=1] publication-title: Org. Lett. doi: 10.1021/ol201774b – volume: 525 start-page: 87 year: 2015 ident: WOS:000360594100030 article-title: Alcohols as alkylating agents in heteroarene C-H functionalization publication-title: NATURE doi: 10.1038/nature14885 – volume: 28 start-page: 489 year: 1989 ident: WOS:A1989T260100073 article-title: RECENT DEVELOPMENTS OF FREE-RADICAL SUBSTITUTIONS OF HETEROAROMATIC BASES publication-title: HETEROCYCLES – volume: 81 start-page: 6898 year: 2016 ident: WOS:000381847600002 article-title: Photoredox Catalysis in Organic Chemistry publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/acs.joc.6b01449 – volume: 54 start-page: 11200 year: 2015 ident: WOS:000363389400038 article-title: Room-Temperature Decarboxylative Alkynylation of Carboxylic Acids Using Photoredox Catalysis and EBX Reagents publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201505111 – volume: 50 start-page: 3362 year: 2011 ident: WOS:000289264200005 article-title: If C-H Bonds Could Talk: Selective C-H Bond Oxidation publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201006368 – volume: 116 start-page: 9850 year: 2016 ident: WOS:000383410100007 article-title: Carbon-Carbon Bond Forming Reactions via Photogenerated Intermediates publication-title: CHEMICAL REVIEWS doi: 10.1021/acs.chemrev.5b00662 – volume: 12 start-page: 2460 year: 2010 ident: WOS:000278062600005 article-title: Copper-Catalyzed Remote sp(3) C-H Chlorination of Alkyl Hydroperoxides publication-title: ORGANIC LETTERS doi: 10.1021/ol100472t – volume: 116 start-page: 3328 year: 2016 ident: WOS:000371947300010 article-title: Advances in Synthetic Applications of Hypervalent Iodine Compounds publication-title: CHEMICAL REVIEWS doi: 10.1021/acs.chemrev.5b00547 – volume: 138 start-page: 1514 year: 2016 ident: WOS:000370215400011 article-title: Visible-Light-Induced Alkoxyl Radical Generation Enables Selective C(sp(3))-C(sp(3)) Bond Cleavage and Functionalizations publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/jacs.5b13066 – volume: 14 start-page: 4189 year: 2016 ident: WOS:000375610600003 article-title: Synthesis of cycloalkyl substituted purine nucleosides via a metal-free radical route publication-title: ORGANIC & BIOMOLECULAR CHEMISTRY doi: 10.1039/c6ob00596a – volume: 20 start-page: 796 year: 2018 ident: WOS:000424729800076 article-title: The Acid-Free Cyclopropanol-Minisci Reaction Reveals the Catalytic Role of Silver-Pyridine Complexes publication-title: ORGANIC LETTERS doi: 10.1021/acs.orglett.7b03938 – volume: 335 start-page: 807 year: 2012 ident: WOS:000300356400030 article-title: Adding Aliphatic C-H Bond Oxidations to Synthesis publication-title: SCIENCE doi: 10.1126/science.1207661 – volume: 59 start-page: 2103 year: 2018 ident: WOS:000432879500001 article-title: Photocatalytic alkoxy radical-mediated transformations publication-title: TETRAHEDRON LETTERS doi: 10.1016/j.tetlet.2018.04.060 – volume: 136 start-page: 2280 year: 2014 ident: WOS:000331343300024 article-title: Visible-Light-Induced Chemoselective Deboronative Alkynylation under Biomolecule-Compatible Conditions publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja413208y – volume: 17 start-page: 2362 year: 2015 ident: WOS:000354908300018 article-title: Radical Mediated C-H Functionalization of 3,6-Dichloropyridazine: Efficient Access to Novel Tetrahydropyridopyridazines publication-title: ORGANIC LETTERS doi: 10.1021/acs.orglett.5b00861 – volume: 56 start-page: 2478 year: 2017 ident: WOS:000395566600043 article-title: Selective Carbonyl-C(sp(3)) Bond Cleavage To Construct Ynamides, Ynoates, and Ynones by Photoredox Catalysis publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201611897 – volume: 82 start-page: 2640 year: 1960 ident: WOS:A1960WB33700061 article-title: A NEW PHOTOCHEMICAL REACTION publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY – volume: 138 start-page: 12692 year: 2016 ident: WOS:000384952100001 article-title: Radicals: Reactive Intermediates with Translational Potential publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/jacs.6b08856 – volume: 52 start-page: 3267 year: 2013 ident: WOS:000316340700040 article-title: Direct Selective Oxidative Cross-Coupling of Simple Alkanes with Heteroarenes publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201209584 – volume: 2 start-page: 1135 year: 2011 ident: WOS:000299066700001 article-title: Minisci reactions: Versatile CH-functionalizations for medicinal chemists publication-title: MEDCHEMCOMM doi: 10.1039/c1md00134e – volume: 46 start-page: 6529 year: 2007 ident: WOS:000249296900031 article-title: Tetrafluoro-IBA and-IBX: Hypervalent iodine reagents publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.200702313 – volume: 55 start-page: 13495 year: 2016 ident: WOS:000385718300022 article-title: Catalytic Asymmetric C-sp3-H Functionalization under Photoredox Conditions by Radical Translocation and Stereocontrolled Alkene Addition publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201607305 – volume: 6 start-page: 76 year: 2014 ident: WOS:000330636800004 article-title: New Site-Selective Organoradical Based on Hypervalent Iodine Reagent for Controlled Alkane sp(3) C-H Oxidations publication-title: CHEMCATCHEM doi: 10.1002/cctc.201300666 – volume: 117 start-page: 9016 year: 2017 ident: WOS:000405642800014 article-title: Recent Advances in Radical C-H Activation/Radical Cross-Coupling publication-title: CHEMICAL REVIEWS doi: 10.1021/acs.chemrev.6b00620 – volume: 55 start-page: 1872 year: 2016 ident: WOS:000369854000052 article-title: Generation of Alkoxyl Radicals by Photoredox Catalysis Enables Selective C(sp(3))-H Functionalization under Mild Reaction Conditions publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201510014 – volume: 3 start-page: 525 year: 1964 ident: WOS:A19644297A00010 article-title: INTRAMOLECULAR FREE-RADICAL REACTIONS publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION – volume: 57 start-page: 1640 year: 2018 ident: WOS:000423494500038 article-title: Tertiary-Alcohol-Directed Functionalization of Remote C(sp(3))-H Bonds by Sequential Hydrogen Atom and Heteroaryl Migrations publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201709025 – volume: 55 start-page: 2866 year: 2016 ident: WOS:000370655700043 article-title: C-C Bond-Forming Strategy by Manganese-Catalyzed Oxidative Ring-Opening Cyanation and Ethynylation of Cyclobutanol Derivatives publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201510973 – volume: 133 start-page: 3292 year: 2011 ident: WOS:000288410100020 article-title: Practical C-H Functionalization of Quinones with Boronic Acids publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja111152z – volume: 140 start-page: 1612 year: 2018 ident: WOS:000424851500012 article-title: delta-Selective Functionalization of Alkanols Enabled by Visible-Light-Induced Ligand-to-Metal Charge Transfer publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/jacs.7b13131 – year: 2007 ident: 000457304200002.25 publication-title: Comprehensive Handbook of Chemical Bond Energies – volume: 9 start-page: ARTN 2625 year: 2018 ident: WOS:000437677800002 article-title: Silver-catalyzed remote Csp(3)-H functionalization of aliphatic alcohols publication-title: NATURE COMMUNICATIONS doi: 10.1038/s41467-018-05014-w – start-page: 1569 year: 2018 ident: 000457304200002.39 publication-title: Synthesis – volume: 113 start-page: 5322 year: 2013 ident: WOS:000321810600018 article-title: Visible Light Photoredox Catalysis with Transition Metal Complexes: Applications in Organic Synthesis publication-title: CHEMICAL REVIEWS doi: 10.1021/cr300503r – volume: 7 start-page: 6407 year: 2016 ident: WOS:000384311700014 article-title: Photoredox-mediated Minisci C-H alkylation of N-heteroarenes using boronic acids and hypervalent iodine publication-title: CHEMICAL SCIENCE doi: 10.1039/c6sc02653b – volume: 2016 start-page: 26 year: 2016 ident: WOS:000368022100005 article-title: Tandem C-C Bond Cleavage of Cyclopropanols and Oxidative Aromatization by Manganese(IV) Oxide in a Direct C-H to C-C Functionalization of Heteroaromatics publication-title: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY doi: 10.1002/ejoc.201501405 – volume: 7 start-page: 2679 year: 2016 ident: WOS:000372614800027 article-title: A visible-light-promoted radical reaction system for azidation and halogenation of tertiary aliphatic C-H bonds publication-title: CHEMICAL SCIENCE doi: 10.1039/c5sc04169d – volume: 55 start-page: 4436 year: 2016 ident: WOS:000373133000004 article-title: Cyclic Hypervalent Iodine Reagents for Atom-Transfer Reactions: Beyond Trifluoromethylation publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201509073 – volume: 7 start-page: 1307 year: 2018 ident: WOS:000438338100014 article-title: Photoredox-Mediated Minisci Alkylation of N-Heteroarenes using Carboxylic Acids and Hypervalent Iodine publication-title: ASIAN JOURNAL OF ORGANIC CHEMISTRY doi: 10.1002/ajoc.201800197 – volume: 40 start-page: 102 year: 2011 ident: WOS:000285390900008 article-title: Visible light photoredox catalysis: applications in organic synthesis publication-title: CHEMICAL SOCIETY REVIEWS doi: 10.1039/b913880n – volume: 492 start-page: 95 year: 2012 ident: WOS:000311893400052 article-title: Practical and innate carbon-hydrogen functionalization of heterocycles publication-title: NATURE doi: 10.1038/nature11680 – volume: 8 start-page: 7180 year: 2017 ident: WOS:000411730500058 article-title: A unified photoredox-catalysis strategy for C(sp(3))-H hydroxylation and amidation using hypervalent iodine publication-title: CHEMICAL SCIENCE doi: 10.1039/c7sc02773g – volume: 54 start-page: 6105 year: 2018 ident: WOS:000435114200002 article-title: Visible-light-induced alkoxyl radical generation for inert chemical bond cleavage/functionalization publication-title: CHEMICAL COMMUNICATIONS doi: 10.1039/c8cc02642d – volume: 54 start-page: 11196 year: 2015 ident: WOS:000363389400037 article-title: Decarboxylative Alkynylation and Carbonylative Alkynylation of Carboxylic Acids Enabled by Visible-Light Photoredox Catalysis publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201504559 – volume: 110 start-page: 4415 year: 1988 ident: WOS:A1988P073900051 article-title: GENERATION OF ALKOXY RADICALS FROM N-ALKOXYPYRIDINETHIONES publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY – volume: 44 start-page: 3656 year: 2005 ident: WOS:000229918200002 article-title: Hypervalent iodine chemistry in synthesis: Scope and new directions publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION – volume: 9 start-page: ARTN 3343 year: 2018 ident: WOS:000442270200005 article-title: Metal-free alcohol-directed regioselective heteroarylation of remote unactivated C(sp(3))-H bonds publication-title: NATURE COMMUNICATIONS doi: 10.1038/s41467-018-05522-9 – volume: 25 start-page: 1953 year: 1984 ident: WOS:A1984SP58500026 article-title: INTRAMOLECULAR HYDROGEN ABSTRACTION - IODOSOBENZENE DIACETATE, AN EFFICIENT AND CONVENIENT REAGENT FOR ALKOXY RADICAL GENERATION publication-title: TETRAHEDRON LETTERS – volume: 53 start-page: 2335 year: 2017 ident: WOS:000395874700007 article-title: Versatile cross-dehydrogenative coupling of heteroaromatics and hydrogen donors via decatungstate photocatalysis publication-title: CHEMICAL COMMUNICATIONS doi: 10.1039/c6cc09725a – volume: 2015 start-page: 1910 year: 2015 ident: WOS:000351207100006 article-title: Benzoyl Peroxide Promoted Radical ortho-Alkylation of Nitrogen Heteroaromatics with Simple Alkanes and Alcohols publication-title: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY doi: 10.1002/ejoc.201403479 – volume: 41 start-page: 4157 year: 1985 ident: WOS:A1985AST1500021 article-title: POLAR EFFECTS IN FREE-RADICAL REACTIONS - NEW SYNTHETIC DEVELOPMENTS IN THE FUNCTIONALIZATION OF HETEROAROMATIC BASES BY NUCLEOPHILIC RADICALS publication-title: TETRAHEDRON – volume: 13 start-page: 1852 year: 2011 ident: WOS:000288691600071 article-title: Direct Alkylation of Heteroaryls Using Potassium Alkyl- and Alkoxymethyltrifluoroborates publication-title: ORGANIC LETTERS doi: 10.1021/ol2003572 – volume: 13 start-page: 4581 year: 2011 ident: WOS:000294242600027 article-title: Palladium-Catalyzed Minisci Reaction with Simple Alcohols publication-title: ORGANIC LETTERS doi: 10.1021/ol201774b |
| SSID | ssj0000331527 |
| Score | 2.5746164 |
| Snippet | We report an efficient and economical method for remote δ C(sp
3
)–H heteroarylation of free aliphatic alcohols using a hypervalent iodine PFBI-OH oxidant... We report an efficient and economical method for remote delta C(sp(3))-H heteroarylation of free aliphatic alcohols using a hypervalent iodine PFBI-OH oxidant... We report an efficient and economical method for remote δ C(sp )-H heteroarylation of free aliphatic alcohols using a hypervalent iodine PFBI-OH oxidant under... We report an efficient and economical method for remote δ C(sp3)–H heteroarylation of free aliphatic alcohols using a hypervalent iodine PFBI-OH oxidant under... We report an efficient and economical method for remote δ C(sp3)-H heteroarylation of free aliphatic alcohols using a hypervalent iodine PFBI-OH oxidant under... |
| Source | Web of Science |
| SourceID | pubmedcentral proquest pubmed webofscience crossref |
| SourceType | Open Access Repository Aggregation Database Index Database Enrichment Source |
| StartPage | 688 |
| SubjectTerms | Alcohol Aliphatic alcohols Aliphatic compounds Chemistry Chemistry, Multidisciplinary Iodine Photoredox catalysis Physical Sciences Science & Technology |
| Title | Photoredox-mediated remote C(sp 3 )–H heteroarylation of free alcohols |
| URI | http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=Summon&SrcAuth=ProQuest&DestApp=WOS&DestLinkType=FullRecord&UT=000457304200002 https://www.ncbi.nlm.nih.gov/pubmed/30774869 https://www.proquest.com/docview/2167450594 https://www.proquest.com/docview/2183185317 https://pubmed.ncbi.nlm.nih.gov/PMC6345347 |
| Volume | 10 |
| WOS | 000457304200002 |
| WOSCitedRecordID | wos000457304200002 |
| hasFullText | 1 |
| inHoldings | 1 |
| isFullTextHit | |
| isPrint | |
| link | http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwnV1Lb9NAEF6FVoJeEG8MpTKiB6rKYHvX9voIFm2EKKqgQeEU7dpjNVKJozwk4MQ_4MA_5Jcwu16vnTSH0osVrSfeZObz7szsPAjZD6UMODDleoPSY2hieGlJhSfzqIgpK1BDVcnJJx_j_oC9H0bDXu93J2ppuZCv8p8b80quI1UcQ7mqLNn_kKx9KA7gZ5QvXlHCeL2SjE_PKzSZoai-ezoDRGmPM0Dmw2GGmuN8qtyoTTgD7aNWiFysxOzHhVUUyxnAoaj75M67mqqtJNAk_qjj3ibBq-M_-KDDAY6XlTdsdkGNEjU6HIsSxq27VVOKliozqSHHlRkz7geV8RR4Yet-qJ0cTYSpjiAxferahSz0EQtxFNbnL9AdqwsZ2ZXY7yCOdpbVuG79Z3bouO6peGnx96mqnZrzeY4Pp2xlh0DBTb9pGOCiljBe94dZK7V9epIhPiPKkhtkO0S7AxfO7U9fBsOv1m3nU2oaAdt_1RS9penrdu4dcrOZaFXjuWTGbI7GXdOAtLZzdofcNmaK-6bG3F3Sg8k9csty_T452oA9t8aem71E5B38_fWn764hzq1KVyHObRD3gAyO3p1lfc_05PByVP0WXl4UaGIyUXBf0pTHIP1U5hz8RPhAhWC-CBmAspRz1P3AD2WZyoRDAlwGwOlDsjWpJvCYuFAUNE_zOEUrmhVFICI_gCAuRSx5yWTgkIOGb6PcFKxXfVMuRjpwgqajjH_ONLvfOuSFpZ3WZVo2Uu027B-Z13g-ClUeTqTKFjnkub2N3FQnZ2IC1VLRcFVlAHVthzyqpWWnacTskGRFjpZAFXBfvTMZn-tC7gZsDtnvStx-UdtbifI3KuCFDgmuQpYZVqmaFosn1_5RT8lO-7rvkq3FbAnPUP9eyD3tt9ozb8Y_adrbkg |
| linkProvider | Royal Society of Chemistry |
| openUrl | ctx_ver=Z39.88-2004&ctx_enc=info%3Aofi%2Fenc%3AUTF-8&rfr_id=info%3Asid%2Fsummon.serialssolutions.com&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.atitle=Photoredox-mediated+remote+C%28sp3%29%E2%80%93H+heteroarylation+of+free+alcohols&rft.jtitle=Chemical+science+%28Cambridge%29&rft.au=Li%2C+Guo-Xing&rft.au=Hu%2C+Xiafei&rft.au=He%2C+Gang&rft.au=Chen%2C+Gong&rft.date=2019-01-21&rft.pub=Royal+Society+of+Chemistry&rft.issn=2041-6520&rft.eissn=2041-6539&rft.volume=10&rft.issue=3&rft.spage=688&rft.epage=693&rft_id=info:doi/10.1039%2Fc8sc04134b&rft_id=info%3Apmid%2F30774869&rft.externalDocID=PMC6345347 |
| thumbnail_l | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/lc.gif&issn=2041-6520&client=summon |
| thumbnail_m | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/mc.gif&issn=2041-6520&client=summon |
| thumbnail_s | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/sc.gif&issn=2041-6520&client=summon |