MIA-Directed 2‑Pyridione-Enabled Selective Ortho-C–H Arylation of Phenylalanine: A Mechanistic Study
The 2-methoxyiminoacyl-mediated arylation of substituted phenylalanines has been examined. Selective monoarylation at the ortho position was achieved using pyridone ligands which decelerate the arylation process. Density functional theory (DFT) study of a continuous C–H arylation process that includ...
Saved in:
| Published in | Journal of organic chemistry Vol. 86; no. 3; pp. 3096 - 3106 |
|---|---|
| Main Authors | , , , , |
| Format | Journal Article |
| Language | English |
| Published |
WASHINGTON
American Chemical Society
05.02.2021
Amer Chemical Soc |
| Subjects | |
| Online Access | Get full text |
Cover
Loading…
| Abstract | The 2-methoxyiminoacyl-mediated arylation of substituted phenylalanines has been examined. Selective monoarylation at the ortho position was achieved using pyridone ligands which decelerate the arylation process. Density functional theory (DFT) study of a continuous C–H arylation process that included the first and second arylation stage was performed. The computational result shows that the introduction of a pyridone ligand obviously disfavors the second arylation stage, which directly contributes to the selectivity between the mono/diarylated products. Furthermore, results of the kinetic isotope effect and a control experiment are agreed with DFT study. |
|---|---|
| AbstractList | The 2-methoxyiminoacyl-mediated arylation of substituted phenylalanines has been examined. Selective monoarylation at the ortho position was achieved using pyridone ligands which decelerate the arylation process. Density functional theory (DFT) study of a continuous C-H arylation process that included the first and second arylation stage was performed. The computational result shows that the introduction of a pyridone ligand obviously disfavors the second arylation stage, which directly contributes to the selectivity between the mono/diarylated products. Furthermore, results of the kinetic isotope effect and a control experiment are agreed with DFT study.The 2-methoxyiminoacyl-mediated arylation of substituted phenylalanines has been examined. Selective monoarylation at the ortho position was achieved using pyridone ligands which decelerate the arylation process. Density functional theory (DFT) study of a continuous C-H arylation process that included the first and second arylation stage was performed. The computational result shows that the introduction of a pyridone ligand obviously disfavors the second arylation stage, which directly contributes to the selectivity between the mono/diarylated products. Furthermore, results of the kinetic isotope effect and a control experiment are agreed with DFT study. The 2-methoxyiminoacyl-mediated arylation of substituted phenylalanines has been examined. Selective monoarylation at the ortho position was achieved using pyridone ligands which decelerate the arylation process. Density functional theory (DFT) study of a continuous C-H arylation process that included the first and second arylation stage was performed. The computational result shows that the introduction of a pyridone ligand obviously disfavors the second arylation stage, which directly contributes to the selectivity between the mono/diarylated products. Furthermore, results of the kinetic isotope effect and a control experiment are agreed with DFT study. The 2-methoxyiminoacyl-mediated arylation of substituted phenylalanines has been examined. Selective monoarylation at the position was achieved using pyridone ligands which decelerate the arylation process. Density functional theory (DFT) study of a continuous C-H arylation process that included the first and second arylation stage was performed. The computational result shows that the introduction of a pyridone ligand obviously disfavors the second arylation stage, which directly contributes to the selectivity between the mono/diarylated products. Furthermore, results of the kinetic isotope effect and a control experiment are agreed with DFT study. |
| Author | He, Yu-Peng Liu, Peng-Yu Meng, Yue-Ning Niu, Peng-Peng Yu, Fang |
| AuthorAffiliation | Key Laboratory of Petrochemical Catalytic Science and Technology |
| AuthorAffiliation_xml | – name: Key Laboratory of Petrochemical Catalytic Science and Technology |
| Author_xml | – sequence: 1 givenname: Peng-Peng surname: Niu fullname: Niu, Peng-Peng – sequence: 2 givenname: Peng-Yu surname: Liu fullname: Liu, Peng-Yu – sequence: 3 givenname: Yue-Ning surname: Meng fullname: Meng, Yue-Ning – sequence: 4 givenname: Fang orcidid: 0000-0001-7350-9260 surname: Yu fullname: Yu, Fang – sequence: 5 givenname: Yu-Peng orcidid: 0000-0002-0676-6627 surname: He fullname: He, Yu-Peng email: yupeng.he@lnpu.edu.cn |
| BackLink | https://www.ncbi.nlm.nih.gov/pubmed/33442983$$D View this record in MEDLINE/PubMed |
| BookMark | eNqNkk9vFCEYxompsdvq2ZuZo4mZLf-Z8bYZq23Spk3aOwGGydLMQgVGs7d-BeM37CeRdaceTBrlAi_P73mBl_cIHPjgLQBvEVwiiNGJMml5F8wSGogbgV-ABWIY1ryF9AAsIMS4JpiTQ3CU0h0sgzH2ChwSQiluG7IA68vzVf3JRWuy7Sv8-PDjehtd78ox9alXeiy7N3Yssvtmq6uY16HuHh9-nlWruB1VLmAVhup6bX0JR-Wdtx-rVXVpzboEKTtT3eSp374GLwc1Jvtmno_B7efT2-6svrj6ct6tLmpFOM81bwwTLWeaNRy1GlKm24EQ2FPVF0ELTAeqBOk1NtpyKAaDuBGI9AIT1JJj8H6f9j6Gr5NNWW5cMnYsN7NhShJzDtsGtkz8G6WigbTk5AV9N6OT3the3ke3UXErn-pYgA974LvVYUjGWW_sH6zUnaOGUch3qx3d_D_dufy7zF2YfC5WtreaGFKKdpBm1nNUbpQIyl1jyNIYsjSGnBuj-E7-8j0d97xjftJemKIv3_Ys_QvfxshX |
| CitedBy_id | crossref_primary_10_1021_acs_langmuir_0c03625 crossref_primary_10_1016_j_colsurfa_2022_128422 crossref_primary_10_1002_ejoc_202200728 crossref_primary_10_1016_j_tetlet_2021_153158 crossref_primary_10_1021_acs_joc_2c00085 crossref_primary_10_1038_s41598_024_81787_z crossref_primary_10_1021_acs_langmuir_2c02181 crossref_primary_10_1021_acs_joc_3c01460 crossref_primary_10_1002_ajoc_202400159 crossref_primary_10_1039_D1RA04669A crossref_primary_10_1055_a_2055_2313 |
| Cites_doi | 10.1038/s41586-018-0483-6 10.1002/anie.200906104 10.1039/D0CS00316F 10.1002/anie.201902126 10.1002/anie.201306625 10.1039/C9CC03967H 10.1021/acs.joc.9b01756 10.1021/acs.joc.9b01563 10.1002/anie.201915624 10.1002/cjoc.201900533 10.1002/anie.201703354 10.1021/ar5004626 10.1002/anie.201107334 10.1039/C6CS00220J 10.1039/b821092f 10.1002/cjoc.201900090 10.1021/ja512690x 10.1021/ol025851l 10.1021/jacs.6b11188 10.1021/cs300111b 10.1073/pnas.1903048116 10.1002/asia.201000908 10.1021/acs.jmedchem.9b00360 10.1126/science.1249198 10.1246/cl.2008.994 10.1021/ol102325f 10.1038/s41563-019-0286-7 10.1021/jm300165m 10.1021/jacs.9b01124 10.1021/acscatal.9b01412 10.1021/acscatal.6b01001 10.1021/acs.joc.0c00424 10.1002/anie.202000532 10.1039/C8SC03434F 10.1021/jacs.9b06746 10.1002/anie.200504450 10.1021/acs.jmedchem.7b01345 10.1038/nature24632 10.1038/s41557-020-0424-5 10.1002/anie.201306583 10.1002/anie.201601035 10.1038/s41557-019-0245-6 10.1002/anie.201900479 10.1021/acscatal.9b04768 10.1126/science.1182512 10.1038/s41586-019-1859-y 10.1021/jacs.7b01801 10.1021/jacs.5b08411 10.1021/ed058p32 10.1021/ol051216e 10.1021/jacs.5b04324 10.1038/nchem.2585 10.1126/science.aaf4434 10.1002/cssc.200900014 10.1002/anie.201710247 10.1002/anie.201701690 10.1021/jo050031i 10.1002/anie.201610580 10.1021/ja411683n 10.1021/acs.accounts.9b00621 10.1039/b805701j 10.1021/acscatal.7b03220 10.1021/ol503514t 10.1002/cjoc.202000075 10.1002/anie.201804528 10.1002/anie.202000632 10.1002/adsc.201900866 10.1021/jacs.0c01629 10.1016/j.isci.2019.06.037 10.1021/acs.chemrev.9b00495 10.1021/cr020033s 10.1039/C9SC04540F 10.1039/C7CS00615B 10.1002/cctc.201600039 10.1039/C9SC04482E 10.1021/jacs.8b01359 10.1002/anie.201804197 10.1021/acscatal.8b03014 10.1039/C5CC03187G 10.1039/c5cc03187g 10.1039/c8sc03434f 10.1038/NCHEM.2585 10.1039/c9sc04482e 10.1039/c9sc04540f 10.1039/c7cs00615b 10.1039/c6cs00220j 10.1039/c9cc03967h 10.1039/d0cs00316f |
| ContentType | Journal Article |
| Copyright | 2021 American Chemical
Society |
| Copyright_xml | – notice: 2021 American Chemical Society |
| DBID | AAYXX CITATION 17B 1KM BLEPL DTL EGQ HGBXW NPM 7X8 7S9 L.6 |
| DOI | 10.1021/acs.joc.0c02872 |
| DatabaseName | CrossRef Web of Knowledge Index Chemicus Web of Science Core Collection Science Citation Index Expanded Web of Science Primary (SCIE, SSCI & AHCI) Web of Science - Science Citation Index Expanded - 2021 PubMed MEDLINE - Academic AGRICOLA AGRICOLA - Academic |
| DatabaseTitle | CrossRef Web of Science PubMed MEDLINE - Academic AGRICOLA AGRICOLA - Academic |
| DatabaseTitleList | MEDLINE - Academic Web of Science AGRICOLA 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 | 1520-6904 |
| EndPage | 3106 |
| ExternalDocumentID | 33442983 000618540600063 10_1021_acs_joc_0c02872 e14011684 |
| Genre | Journal Article |
| GrantInformation_xml | – fundername: Innovative Talent Project of Educational Department of Liaoning Provincial grantid: LR2018019 – fundername: Key R&D Projects in Liaoning Province grantid: 2019JH2/10100005 – fundername: National Natural Science Foundation of China; National Natural Science Foundation of China (NSFC) grantid: 21978124 |
| GroupedDBID | - .K2 29L 55A 5RE 5VS 7~N 85S AABXI ABFLS ABMVS ABPPZ ABPTK ABUCX ABUFD ACGFS ACJ ACNCT ACS AEESW AENEX AFEFF ALMA_UNASSIGNED_HOLDINGS AQSVZ BAANH CJ0 CS3 D0L DU5 DZ EBS ED ED~ F20 F5P GNL IH2 IH9 IHE JG JG~ K2 LG6 P2P PZZ ROL RXW TAE TN5 UI2 UKR UPT VF5 VG9 VQA W1F WH7 X XFK YZZ --- -DZ -~X 4.4 53G AAHBH AAYXX ABBLG ABJNI ABLBI ABQRX ACBEA ACGFO ADHLV AGXLV AHGAQ CITATION CUPRZ GGK TAF XSW YQT ZCA 17B 1KM BLEPL DTL GROUPED_WOS_SCIENCE_CITATION_INDEX_EXPANDED GROUPED_WOS_WEB_OF_SCIENCE NPM 7X8 7S9 L.6 |
| ID | FETCH-LOGICAL-a366t-68c57965b58619b045b9f330d4ad579b724f4a73db2cbe607fc16c713d723193 |
| IEDL.DBID | ACS |
| ISICitedReferencesCount | 11 |
| ISICitedReferencesURI | https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=Summon&SrcAuth=ProQuest&DestApp=WOS&DestLinkType=CitingArticles&UT=000618540600063 |
| ISSN | 0022-3263 1520-6904 |
| IngestDate | Fri Jul 11 05:42:51 EDT 2025 Thu Jul 10 18:05:23 EDT 2025 Wed Mar 19 04:44:05 EDT 2025 Wed Aug 06 16:17:43 EDT 2025 Fri Aug 29 16:13:49 EDT 2025 Tue Jul 01 02:35:56 EDT 2025 Thu Apr 24 23:07:05 EDT 2025 Sun Feb 07 09:14:34 EST 2021 |
| IsPeerReviewed | true |
| IsScholarly | true |
| Issue | 3 |
| Language | English |
| License | https://doi.org/10.15223/policy-029 https://doi.org/10.15223/policy-037 https://doi.org/10.15223/policy-045 |
| LinkModel | DirectLink |
| LogoURL | https://exlibris-pub.s3.amazonaws.com/fromwos-v2.jpg |
| MergedId | FETCHMERGED-LOGICAL-a366t-68c57965b58619b045b9f330d4ad579b724f4a73db2cbe607fc16c713d723193 |
| Notes | ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23 |
| ORCID | 0000-0001-7350-9260 0000-0002-0676-6627 |
| PMID | 33442983 |
| PQID | 2478041936 |
| PQPubID | 23479 |
| PageCount | 11 |
| ParticipantIDs | crossref_citationtrail_10_1021_acs_joc_0c02872 proquest_miscellaneous_2478041936 acs_journals_10_1021_acs_joc_0c02872 pubmed_primary_33442983 webofscience_primary_000618540600063CitationCount webofscience_primary_000618540600063 crossref_primary_10_1021_acs_joc_0c02872 proquest_miscellaneous_2660980957 |
| ProviderPackageCode | JG~ 55A AABXI GNL VF5 7~N ACJ VG9 W1F ACS AEESW AFEFF .K2 ABMVS ABUCX IH9 BAANH AQSVZ ED~ UI2 CITATION AAYXX |
| PublicationCentury | 2000 |
| PublicationDate | 2021-02-05 |
| PublicationDateYYYYMMDD | 2021-02-05 |
| PublicationDate_xml | – month: 02 year: 2021 text: 2021-02-05 day: 05 |
| PublicationDecade | 2020 |
| PublicationPlace | WASHINGTON |
| PublicationPlace_xml | – name: WASHINGTON – name: United States |
| PublicationTitle | Journal of organic chemistry |
| PublicationTitleAbbrev | J ORG CHEM |
| PublicationTitleAlternate | J. Org. Chem |
| PublicationYear | 2021 |
| Publisher | American Chemical Society Amer Chemical Soc |
| Publisher_xml | – name: American Chemical Society – name: Amer Chemical Soc |
| References | ref9/cit9 ref45/cit45 ref3/cit3 ref27/cit27 ref63/cit63 ref56/cit56 ref16/cit16 ref52/cit52 ref23/cit23 ref8/cit8 ref31/cit31 ref59/cit59 ref2/cit2 ref77/cit77 ref34/cit34 ref71/cit71 ref37/cit37 ref20/cit20 ref48/cit48 ref60/cit60 ref74/cit74 ref17/cit17 ref10/cit10 ref35/cit35 ref53/cit53 ref19/cit19 ref21/cit21 ref42/cit42 ref46/cit46 ref49/cit49 ref13/cit13 ref61/cit61 ref75/cit75 ref67/cit67 ref24/cit24 ref38/cit38 ref50/cit50 ref64/cit64 ref78/cit78 ref54/cit54 ref6/cit6 ref36/cit36 ref18/cit18 ref65/cit65 ref79/cit79 ref11/cit11 ref25/cit25 ref29/cit29 ref72/cit72 ref76/cit76 ref32/cit32 ref39/cit39 ref14/cit14 ref57/cit57 ref5/cit5 ref51/cit51 ref43/cit43 ref28/cit28 ref40/cit40 ref68/cit68 ref26/cit26 ref55/cit55 ref73/cit73 ref69/cit69 ref12/cit12 ref15/cit15 ref62/cit62 ref66/cit66 ref41/cit41 ref58/cit58 ref22/cit22 ref33/cit33 ref4/cit4 ref30/cit30 ref47/cit47 ref1/cit1 ref44/cit44 ref70/cit70 ref7/cit7 Zhang, Q (WOS:000328437200017) 2013; 52 Liu, L (WOS:000503486800031) 2020; 11 Tong, HR (WOS:000506725100014) 2020; 10 Shao, Q (WOS:000527732000012) 2020; 53 Rej, S (WOS:000514255200005) 2020; 120 He, J (WOS:000332728500029) 2014; 343 Guin, S (WOS:000466593400023) 2019; 58 Chen, G (WOS:000351187200035) 2015; 137 Ackermann, L (WOS:000230213100081) 2005; 7 Smith, PA (WOS:000444437900033) 2018; 561 Cai, Q (WOS:000535034600001) 2020; 38 Xiao, LJ (WOS:000522744200001) 2020; 59 Shi, Y (WOS:000438195200057) 2018; 57 Zhou, T (WOS:000506417900001) 2020; 38 Simmons, EM (WOS:000301792000004) 2012; 51 Chen, G (WOS:000394998300008) 2017; 56 Garcia-Lopez, JA (WOS:000391778100006) 2016; 45 Bhunia, S (WOS:000419399800005) 2017; 56 Yuan, YC (WOS:000492118100017) 2019; 84 Cheng, LJ (WOS:000590395000004) 2020; 49 Liao, G (WOS:000476609500001) 2019; 55 Suzuki, I (WOS:000492118100025) 2019; 84 Qiu, XD (WOS:000402857800042) 2017; 56 Kozlowski, MC (WOS:000271033400018) 2009; 38 Liu, YY (WOS:000374763200007) 2016; 8 He, YP (WOS:000292097700037) 2011; 6 Ackermann, L (WOS:000267729400009) 2009; 2 Liu, XH (WOS:000392459300050) 2017; 139 Yang, YF (WOS:000404809600026) 2017; 139 Buettner, CS (WOS:000454835000004) 2019; 10 Oi, S (WOS:000228367100026) 2005; 70 Fu, WZ (WOS:000381236700002) 2016; 6 Shi, H (WOS:000517739200004) 2020; 12 Dastbarayardeh, N (WOS:000359613300023) 2015; 137 Zhang, H (WOS:000426804100060) 2018; 8 Yan, SY (WOS:000438195200054) 2018; 57 Feng, WH (WOS:000480503700008) 2019; 9 Kemker, I (WOS:000482545600006) 2019; 62 Daugulis, O (WOS:000353429400016) 2015; 48 Guan, DL (WOS:000422810800016) 2018; 61 Wasa, M (WOS:000274910100018) 2010; 49 Xia, GQ (WOS:000529988500024) 2020; 59 McGlacken, GP (WOS:000268184600021) 2009; 38 Ackermann, L (WOS:000236815700031) 2006; 45 Oi, S (WOS:000175585000038) 2002; 4 Chen, G (WOS:000382558900037) 2016; 353 Fan, MY (WOS:000326670800045) 2013; 52 Ma, XX (WOS:000530092400024) 2020; 85 He, YP (WOS:000349274200027) 2015; 17 Cheng, GJ (WOS:000330202300019) 2014; 136 He, G (WOS:000389225700011) 2016; 8 Xia, GQ (WOS:000468760800011) 2019; 11 Zhou, W (WOS:000361930000023) 2015; 137 MURDOCH, JR (WOS:A1981LB96900011) 1981; 58 Bhaskararao, B (WOS:000503486800020) 2020; 11 Su, B (WOS:000529959000024) 2020; 142 Horton, DA (WOS:000181603000008) 2003; 103 Luo, J (WOS:000471977400038) 2019; 58 Oi, S (WOS:000260051800048) 2008; 37 Zhang, J (WOS:000477767700022) 2019; 17 Lee, YC (WOS:000431035500005) 2018; 57 Zhang, SS (WOS:000356021300039) 2015; 51 Park, H (WOS:000447224100035) 2018; 8 Zhu, RY (WOS:000427910700019) 2018; 140 Geoghegan, P (WOS:000302387600014) 2012; 2 Zhang, Q (WOS:000471826400001) 2019; 37 Romero, EA (WOS:000492800500026) 2019; 141 Zhuang, Z (WOS:000654118600046) 2020; 577 Fan, MY (WOS:000377918400012) 2016; 55 Han, ZF (WOS:000303173600027) 2012; 55 Cong, GT (WOS:000461785400018) 2019; 18 Tu, Z (WOS:000486236700001) 2019; 361 Han, YQ (WOS:000462260400012) 2019; 141 Shang, M (WOS:000466446500018) 2019; 116 Fan, ZL (WOS:000512801300001) 2020; 59 Wang, DH (WOS:000273629700038) 2010; 327 Yang, GQ (WOS:000427057100010) 2018; 47 |
| References_xml | – ident: ref1/cit1 doi: 10.1038/s41586-018-0483-6 – ident: ref19/cit19 doi: 10.1002/anie.200906104 – ident: ref35/cit35 doi: 10.1039/D0CS00316F – ident: ref54/cit54 doi: 10.1002/anie.201902126 – ident: ref29/cit29 doi: 10.1002/anie.201306625 – ident: ref10/cit10 doi: 10.1039/C9CC03967H – ident: ref13/cit13 doi: 10.1021/acs.joc.9b01756 – ident: ref15/cit15 doi: 10.1021/acs.joc.9b01563 – ident: ref60/cit60 doi: 10.1002/anie.201915624 – ident: ref56/cit56 doi: 10.1002/cjoc.201900533 – ident: ref24/cit24 doi: 10.1002/anie.201703354 – ident: ref67/cit67 doi: 10.1021/ar5004626 – ident: ref78/cit78 doi: 10.1002/anie.201107334 – ident: ref9/cit9 doi: 10.1039/C6CS00220J – ident: ref8/cit8 doi: 10.1039/b821092f – ident: ref68/cit68 doi: 10.1002/cjoc.201900090 – ident: ref57/cit57 doi: 10.1021/ja512690x – ident: ref20/cit20 doi: 10.1021/ol025851l – ident: ref12/cit12 doi: 10.1021/jacs.6b11188 – ident: ref30/cit30 doi: 10.1021/cs300111b – ident: ref44/cit44 doi: 10.1073/pnas.1903048116 – ident: ref3/cit3 doi: 10.1002/asia.201000908 – ident: ref5/cit5 doi: 10.1021/acs.jmedchem.9b00360 – ident: ref40/cit40 doi: 10.1126/science.1249198 – ident: ref18/cit18 doi: 10.1246/cl.2008.994 – ident: ref26/cit26 doi: 10.1021/ol102325f – ident: ref11/cit11 doi: 10.1038/s41563-019-0286-7 – ident: ref4/cit4 doi: 10.1021/jm300165m – ident: ref53/cit53 doi: 10.1021/jacs.9b01124 – ident: ref71/cit71 doi: 10.1021/acscatal.9b01412 – ident: ref31/cit31 doi: 10.1021/acscatal.6b01001 – ident: ref63/cit63 doi: 10.1021/acs.joc.0c00424 – ident: ref49/cit49 doi: 10.1002/anie.202000532 – ident: ref77/cit77 doi: 10.1039/C8SC03434F – ident: ref51/cit51 doi: 10.1021/jacs.9b06746 – ident: ref22/cit22 doi: 10.1002/anie.200504450 – ident: ref2/cit2 doi: 10.1021/acs.jmedchem.7b01345 – ident: ref42/cit42 doi: 10.1038/nature24632 – ident: ref45/cit45 doi: 10.1038/s41557-020-0424-5 – ident: ref65/cit65 doi: 10.1002/anie.201306583 – ident: ref38/cit38 doi: 10.1002/anie.201601035 – ident: ref43/cit43 doi: 10.1038/s41557-019-0245-6 – ident: ref72/cit72 doi: 10.1002/anie.201900479 – ident: ref73/cit73 doi: 10.1021/acscatal.9b04768 – ident: ref47/cit47 doi: 10.1126/science.1182512 – ident: ref46/cit46 doi: 10.1038/s41586-019-1859-y – ident: ref50/cit50 doi: 10.1021/jacs.7b01801 – ident: ref37/cit37 doi: 10.1021/jacs.5b08411 – ident: ref76/cit76 doi: 10.1021/ed058p32 – ident: ref16/cit16 doi: 10.1021/ol051216e – ident: ref21/cit21 doi: 10.1021/jacs.5b04324 – ident: ref70/cit70 doi: 10.1038/nchem.2585 – ident: ref41/cit41 doi: 10.1126/science.aaf4434 – ident: ref23/cit23 doi: 10.1002/cssc.200900014 – ident: ref36/cit36 doi: 10.1002/anie.201710247 – ident: ref32/cit32 doi: 10.1002/anie.201701690 – ident: ref17/cit17 doi: 10.1021/jo050031i – ident: ref58/cit58 doi: 10.1002/anie.201610580 – ident: ref62/cit62 doi: 10.1021/ja411683n – ident: ref34/cit34 doi: 10.1021/acs.accounts.9b00621 – ident: ref7/cit7 doi: 10.1039/b805701j – ident: ref64/cit64 doi: 10.1021/acscatal.7b03220 – ident: ref66/cit66 doi: 10.1021/ol503514t – ident: ref39/cit39 doi: 10.1002/cjoc.202000075 – ident: ref14/cit14 doi: 10.1002/anie.201804528 – ident: ref48/cit48 doi: 10.1002/anie.202000632 – ident: ref28/cit28 doi: 10.1002/adsc.201900866 – ident: ref75/cit75 doi: 10.1021/jacs.0c01629 – ident: ref79/cit79 doi: 10.1016/j.isci.2019.06.037 – ident: ref69/cit69 doi: 10.1021/acs.chemrev.9b00495 – ident: ref6/cit6 doi: 10.1021/cr020033s – ident: ref74/cit74 doi: 10.1039/C9SC04540F – ident: ref33/cit33 doi: 10.1039/C7CS00615B – ident: ref27/cit27 doi: 10.1002/cctc.201600039 – ident: ref55/cit55 doi: 10.1039/C9SC04482E – ident: ref59/cit59 doi: 10.1021/jacs.8b01359 – ident: ref52/cit52 doi: 10.1002/anie.201804197 – ident: ref61/cit61 doi: 10.1021/acscatal.8b03014 – ident: ref25/cit25 doi: 10.1039/C5CC03187G – volume: 85 start-page: 5995 year: 2020 ident: WOS:000530092400024 article-title: Computational Study on Why and How of Nonconventional meta-C-H Arylation of Electron-Rich Arenes via Pd/Quinoxaline-Based Ligand/Norbornene Cooperative Catalysis publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/acs.joc.0c00424 – volume: 38 start-page: 2447 year: 2009 ident: WOS:000268184600021 article-title: Recent advances in aryl-aryl bond formation by direct arylation publication-title: CHEMICAL SOCIETY REVIEWS doi: 10.1039/b805701j – volume: 7 start-page: 3123 year: 2005 ident: WOS:000230213100081 article-title: Phosphine oxides as preligands in ruthenium-catalyzed arylations via C-H bond functionalization using aryl chlorides publication-title: ORGANIC LETTERS doi: 10.1021/ol051216e – volume: 17 start-page: 496 year: 2015 ident: WOS:000349274200027 article-title: Assembly of Indoline-2-carboxylate-Embodied Dipeptides via Pd-Catalyzed C(sp(2))-H Bond Direct Functionalization publication-title: ORGANIC LETTERS doi: 10.1021/ol503514t – volume: 2 start-page: 546 year: 2009 ident: WOS:000267729400009 article-title: Ruthenium-Catalyzed Direct Arylations of N-Aryl 1,2,3-Triazoles with Aryl Chlorides as Electrophiles publication-title: CHEMSUSCHEM doi: 10.1002/cssc.200900014 – volume: 37 start-page: 647 year: 2019 ident: WOS:000471826400001 article-title: From Reactivity and Regioselectivity to Stereoselectivity: An Odyssey of Designing PIP Amine and Related Directing Groups for C-H Activation publication-title: CHINESE JOURNAL OF CHEMISTRY doi: 10.1002/cjoc.201900090 – volume: 84 start-page: 12975 year: 2019 ident: WOS:000492118100025 article-title: Selective Monoarylation of Aromatic Ketones via C-H Bond Cleavage by Trialkylphosphine Ruthenium Catalysts publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/acs.joc.9b01756 – volume: 51 start-page: 10240 year: 2015 ident: WOS:000356021300039 article-title: Cp*Rh(III) and Cp*Ir(III)-catalysed redox-neutral C-H arylation with quinone diazides: quick and facile synthesis of arylated phenols publication-title: CHEMICAL COMMUNICATIONS doi: 10.1039/c5cc03187g – volume: 8 start-page: 1470 year: 2016 ident: WOS:000374763200007 article-title: Tunable Di- and Mono-gamma-C-H Arylation of Phenylacetamides by Palladium-Catalyzed Domino Reactions publication-title: CHEMCATCHEM doi: 10.1002/cctc.201600039 – volume: 10 start-page: 83 year: 2019 ident: WOS:000454835000004 article-title: Mechanistic investigation into the C( sp3)- H acetoxylation of morpholinones publication-title: CHEMICAL SCIENCE doi: 10.1039/c8sc03434f – volume: 137 start-page: 9877 year: 2015 ident: WOS:000359613300023 article-title: Monoselective o-C-H Functionalizations of Mandelic Acid and alpha-Phenylglycine publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/jacs.5b04324 – volume: 361 start-page: 4989 year: 2019 ident: WOS:000486236700001 article-title: Tunable Single and Double gamma-C-H Arylation of Phenylacetamides Directed by o-Aminophenols publication-title: ADVANCED SYNTHESIS & CATALYSIS doi: 10.1002/adsc.201900866 – volume: 38 start-page: 879 year: 2020 ident: WOS:000535034600001 article-title: Ullmann-Ma Reaction: Development, Scope and Applications in Organic Synthesis(dagger) publication-title: CHINESE JOURNAL OF CHEMISTRY doi: 10.1002/cjoc.202000075 – volume: 103 start-page: 893 year: 2003 ident: WOS:000181603000008 article-title: The combinatorial synthesis of bicyclic privileged structures or privileged substructures publication-title: CHEMICAL REVIEWS doi: 10.1021/cr020033s – volume: 139 start-page: 8514 year: 2017 ident: WOS:000404809600026 article-title: The Origins of Dramatic Differences in Five-Membered vs Six-Membered Chelation of Pd(II) on Efficiency of C(sp(3))-H Bond Activation publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/jacs.7b01801 – volume: 52 start-page: 13588 year: 2013 ident: WOS:000328437200017 article-title: Stereoselective Synthesis of Chiral alpha-Amino-beta-Lactams through Palladium(II)-Catalyzed Sequential Monoarylation/Amidation of C(sp(3))-H Bonds publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201306625 – volume: 8 start-page: 1131 year: 2016 ident: WOS:000389225700011 article-title: Benzazetidine synthesis via palladium-catalysed intramolecular C-H amination publication-title: NATURE CHEMISTRY doi: 10.1038/NCHEM.2585 – volume: 11 start-page: 290 year: 2020 ident: WOS:000503486800031 article-title: Synthesis of amino acids and peptides with bulky side chains via ligand-enabled carboxylate-directed gamma-C(sp(3))-H arylation publication-title: CHEMICAL SCIENCE doi: 10.1039/c9sc04482e – volume: 58 start-page: 32 year: 1981 ident: WOS:A1981LB96900011 article-title: WHAT IS THE RATE-LIMITING STEP OF A MULTISTEP REACTION publication-title: JOURNAL OF CHEMICAL EDUCATION – volume: 17 start-page: 256 year: 2019 ident: WOS:000477767700022 article-title: Pd-Catalyzed Aerobic Oxidative Heck Cross-Coupling for the Straightforward Construction of Indole delta-Lactams publication-title: ISCIENCE doi: 10.1016/j.isci.2019.06.037 – volume: 49 start-page: 1275 year: 2010 ident: WOS:000274910100018 article-title: Pd-0/PR3-Catalyzed Arylation of Nicotinic and Isonicotinic Acid Derivatives publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.200906104 – volume: 56 start-page: 16136 year: 2017 ident: WOS:000419399800005 article-title: Selected Copper-Based Reactions for C-N, C-O, C-S, and C-C Bond Formation publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201701690 – volume: 84 start-page: 12893 year: 2019 ident: WOS:000492118100017 article-title: Site-Selective Ruthenium-Catalyzed C-H Bond Arylations with Boronic Acids: Exploiting Isoindolinones as a Weak Directing Group publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/acs.joc.9b01563 – volume: 38 start-page: 3193 year: 2009 ident: WOS:000271033400018 article-title: Total synthesis of chiral biaryl natural products by asymmetric biaryl coupling publication-title: CHEMICAL SOCIETY REVIEWS doi: 10.1039/b821092f – volume: 11 start-page: 208 year: 2020 ident: WOS:000503486800020 article-title: Is silver a mere terminal oxidant in palladium catalyzed C-H bond activation reactions? publication-title: CHEMICAL SCIENCE doi: 10.1039/c9sc04540f – volume: 53 start-page: 833 year: 2020 ident: WOS:000527732000012 article-title: From Pd(OAc)(2) to Chiral Catalysts: The Discovery and Development of Bifunctional Mono-N-Protected Amino Acid Ligands for Diverse C-H Functionalization Reactions publication-title: ACCOUNTS OF CHEMICAL RESEARCH doi: 10.1021/acs.accounts.9b00621 – volume: 353 start-page: 1023 year: 2016 ident: WOS:000382558900037 article-title: Ligand-accelerated enantioselective methylene C(sp(3))-H bond activation publication-title: SCIENCE doi: 10.1126/science.aaf4434 – volume: 8 start-page: 9292 year: 2018 ident: WOS:000447224100035 article-title: Ligand-Enabled, Palladium-Catalyzed beta-C(sp(3))-H Arylation of Weinreb Amides publication-title: ACS CATALYSIS doi: 10.1021/acscatal.8b03014 – volume: 327 start-page: 315 year: 2010 ident: WOS:000273629700038 article-title: Ligand-Enabled Reactivity and Selectivity in a Synthetically Versatile Aryl C-H Olefination publication-title: SCIENCE doi: 10.1126/science.1182512 – volume: 38 start-page: 242 year: 2020 ident: WOS:000506417900001 article-title: Synthesis of Chiral beta-Lactams by Pd-Catalyzed Enantioselective Amidation of Methylene C(sp(3))-H Bonds publication-title: CHINESE JOURNAL OF CHEMISTRY doi: 10.1002/cjoc.201900533 – volume: 56 start-page: 7233 year: 2017 ident: WOS:000402857800042 article-title: Rhodium(I)-Catalyzed Tertiary Phosphine Directed C-H Arylation: Rapid Construction of Ligand Libraries publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201703354 – volume: 4 start-page: 1783 year: 2002 ident: WOS:000175585000038 article-title: Ruthenium complex catalyzed direct ortho arylation and alkenylation of aromatic Imines with organic halides publication-title: ORGANIC LETTERS doi: 10.1021/ol025851l – volume: 62 start-page: 7417 year: 2019 ident: WOS:000482545600006 article-title: Cyclization of RGD Peptides by Suzuki-Miyaura Cross-Coupling publication-title: JOURNAL OF MEDICINAL CHEMISTRY doi: 10.1021/acs.jmedchem.9b00360 – volume: 343 start-page: 1216 year: 2014 ident: WOS:000332728500029 article-title: Ligand-Controlled C(sp(3))-H Arylation and Olefination in Synthesis of Unnatural Chiral alpha-Amino Acids publication-title: SCIENCE doi: 10.1126/science.1249198 – volume: 137 start-page: 3338 year: 2015 ident: WOS:000351187200035 article-title: Ligand-Enabled beta-C-H Arylation of alpha-Amino Acids Using a Simple and Practical Auxiliary publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja512690x – volume: 52 start-page: 12152 year: 2013 ident: WOS:000326670800045 article-title: Palladium-Catalyzed Direct Functionalization of 2-Aminobutanoic Acid Derivatives: Application of a Convenient and Versatile Auxiliary publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201306583 – volume: 11 start-page: 571 year: 2019 ident: WOS:000468760800011 article-title: Reversing conventional site-selectivity in C(sp(3))-H bond activation publication-title: NATURE CHEMISTRY doi: 10.1038/s41557-019-0245-6 – volume: 58 start-page: 6708 year: 2019 ident: WOS:000471977400038 article-title: Enantioselective Synthesis of Biaryl Atropisomers by Pd-Catalyzed C-H Olefination using Chiral Spiro Phosphoric Acid Ligands publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201902126 – volume: 45 start-page: 2619 year: 2006 ident: WOS:000236815700031 article-title: Catalytic arylation reactions by C-H bond activation with aryl tosylates publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.200504450 – volume: 2 start-page: 573 year: 2012 ident: WOS:000302387600014 article-title: Hydroxyamide-Based Ligands and Their Use in the Asymmetric Catalysis of Key Organic Transformations publication-title: ACS CATALYSIS doi: 10.1021/cs300111b – volume: 47 start-page: 1783 year: 2018 ident: WOS:000427057100010 article-title: Renaissance of pyridine-oxazolines as chiral ligands for asymmetric catalysis publication-title: CHEMICAL SOCIETY REVIEWS doi: 10.1039/c7cs00615b – volume: 55 start-page: 6211 year: 2016 ident: WOS:000377918400012 article-title: CuI/Oxalamide Catalyzed Couplings of (Hetero)aryl Chlorides and Phenols for Diaryl Ether Formation publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201601035 – volume: 57 start-page: 5212 year: 2018 ident: WOS:000431035500005 article-title: Ligand-Directed Divergent Synthesis of Carbo- and Heterocyclic Ring Systems publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201710247 – volume: 139 start-page: 888 year: 2017 ident: WOS:000392459300050 article-title: Diverse ortho-C(sp(2))-H Functionalization of Benzaldehydes Using Transient Directing Groups publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/jacs.6b11188 – volume: 70 start-page: 3113 year: 2005 ident: WOS:000228367100026 article-title: Ortho-selective direct cross-coupling reaction of 2-aryloxazolines and 2-arylimidazolines with aryl and alkenyl halides catalyzed by ruthenium complexes publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/jo050031i – volume: 9 start-page: 6672 year: 2019 ident: WOS:000480503700008 article-title: y Mechanism of the Palladium-Catalyzed C(sp(3))-H Arylation of Aliphatic Amines: Unraveling the Crucial Role of Silver(I) Additives publication-title: ACS CATALYSIS doi: 10.1021/acscatal.9b01412 – volume: 18 start-page: 390 year: 2019 ident: WOS:000461785400018 article-title: A high-rate and long-life organic-oxygen battery publication-title: NATURE MATERIALS doi: 10.1038/s41563-019-0286-7 – volume: 136 start-page: 894 year: 2014 ident: WOS:000330202300019 article-title: Role of N-Acyl Amino Acid Ligands in Pd(II)-Catalyzed Remote C-H Activation of Tethered Arenes publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja411683n – volume: 45 start-page: 6766 year: 2016 ident: WOS:000391778100006 article-title: Synthesis of biaryls using aryne intermediates publication-title: CHEMICAL SOCIETY REVIEWS doi: 10.1039/c6cs00220j – volume: 142 start-page: 7912 year: 2020 ident: WOS:000529959000024 article-title: Palladium-Catalyzed Oxidation of beta-C(sp(3))-H Bonds of Primary Alkylamines through a Rare Four-Membered Palladacycle Intermediate publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/jacs.0c01629 – volume: 10 start-page: 114 year: 2020 ident: WOS:000506725100014 article-title: Asymmetric Synthesis of beta-Lactam via Palladium-Catalyzed Enantioselective Intramolecular C(sp(3))-H Amidation publication-title: ACS CATALYSIS doi: 10.1021/acscatal.9b04768 – volume: 48 start-page: 1053 year: 2015 ident: WOS:000353429400016 article-title: Bidentate, Monoanionic Auxiliary-Directed Functionalization of Carbon-Hydrogen Bonds publication-title: ACCOUNTS OF CHEMICAL RESEARCH doi: 10.1021/ar5004626 – volume: 57 start-page: 9093 year: 2018 ident: WOS:000438195200054 article-title: Palladium(II)-Catalyzed Enantioselective Arylation of Unbiased Methylene C(sp(3))-H Bonds Enabled by a 2-Pyridinylisopropyl Auxiliary and Chiral Phosphoric Acids publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201804197 – volume: 61 start-page: 286 year: 2018 ident: WOS:000422810800016 article-title: Extra Sugar on Vancomycin: New Analogues for Combating Multidrug-Resistant Staphylococcus aureus and Vancomycin-Resistant Enterococci publication-title: JOURNAL OF MEDICINAL CHEMISTRY doi: 10.1021/acs.jmedchem.7b01345 – volume: 58 start-page: 5633 year: 2019 ident: WOS:000466593400023 article-title: Iterative Arylation of Amino Acids and Aliphatic Amines via delta-C(sp(3))-H Activation: Experimental and Computational Exploration publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201900479 – volume: 59 start-page: 4770 year: 2020 ident: WOS:000512801300001 article-title: Rational Development of Remote C-H Functionalization of Biphenyl: Experimental and Computational Studies publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201915624 – volume: 51 start-page: 3066 year: 2012 ident: WOS:000301792000004 article-title: On the Interpretation of Deuterium Kinetic Isotope Effects in C?H Bond Functionalizations by Transition-Metal Complexes publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201107334 – volume: 561 start-page: 189 year: 2018 ident: WOS:000444437900033 article-title: Optimized arylomycins are a new class of Gram-negative antibiotics publication-title: NATURE doi: 10.1038/s41586-018-0483-6 – volume: 140 start-page: 3564 year: 2018 ident: WOS:000427910700019 article-title: Ligand-Enabled gamma-C(sp(3))-H Activation of Ketones publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/jacs.8b01359 – volume: 59 start-page: 7783 year: 2020 ident: WOS:000529988500024 article-title: Ligand-Enabled beta-Methylene C(sp(3))-H Arylation of Masked Aliphatic Alcohols publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.202000632 – volume: 137 start-page: 11942 year: 2015 ident: WOS:000361930000023 article-title: CuI/Oxalic Diamide Catalyzed Coupling Reaction of (Hetero)Aryl Chlorides and Amines publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/jacs.5b08411 – volume: 57 start-page: 9108 year: 2018 ident: WOS:000438195200057 article-title: Oxidative C-H/C-H Cross-Coupling Reactions between N-Acylanilines and Benzamides Enabled by a Cp*-Free RhCl3/TFA Catalytic System publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201804528 – volume: 116 start-page: 8721 year: 2019 ident: WOS:000466446500018 article-title: Modular, stereocontrolled C-beta-H/C-alpha-C activation of alkyl carboxylic acids publication-title: PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA doi: 10.1073/pnas.1903048116 – volume: 59 start-page: 9594 year: 2020 ident: WOS:000522744200001 article-title: Pd-II-Catalyzed Enantioselective C(sp(3))-H Arylation of Cyclobutyl Ketones Using a Chiral Transient Directing Group publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.202000532 – volume: 141 start-page: 16726 year: 2019 ident: WOS:000492800500026 article-title: Understanding the Activity and Enantioselectivity of Acetyl-Protected Aminoethyl Quinoline Ligands in Palladium-Catalyzed beta-C(sp(3))-H Bond Arylation Reactions publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/jacs.9b06746 – volume: 37 start-page: 994 year: 2008 ident: WOS:000260051800048 article-title: Ortho-selective Arylation of Arylazoles with Aryl Bromides Catalyzed by Ruthenium Complexes publication-title: CHEMISTRY LETTERS doi: 10.1246/cl.2008.994 – volume: 55 start-page: 8514 year: 2019 ident: WOS:000476609500001 article-title: Recent advances in the synthesis of axially chiral biaryls via transition metal-catalysed asymmetric C-H functionalization publication-title: CHEMICAL COMMUNICATIONS doi: 10.1039/c9cc03967h – volume: 577 start-page: 656 year: 2020 ident: WOS:000654118600046 article-title: Lactonization as a general route to beta-C(sp(3))-H functionalization publication-title: NATURE doi: 10.1038/s41586-019-1859-y – volume: 8 start-page: 2173 year: 2018 ident: WOS:000426804100060 article-title: Regioselective Palladium-Catalyzed C-H Bond Trifluoroethylation of Indoles: Exploration and Mechanistic Insight publication-title: ACS CATALYSIS doi: 10.1021/acscatal.7b03220 – volume: 55 start-page: 3945 year: 2012 ident: WOS:000303173600027 article-title: Lead Optimization Studies on FimH Antagonists: Discovery of Potent and Orally Bioavailable Ortho-Substituted Biphenyl Mannosides publication-title: JOURNAL OF MEDICINAL CHEMISTRY doi: 10.1021/jm300165m – volume: 56 start-page: 1506 year: 2017 ident: WOS:000394998300008 article-title: Ligand-Enabled beta-C-H Arylation of alpha-Amino Acids Without Installing Exogenous Directing Groups publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201610580 – volume: 6 start-page: 4814 year: 2016 ident: WOS:000381236700002 article-title: Chiral Monophosphorus Ligands for Asymmetric Catalytic Reactions publication-title: ACS CATALYSIS doi: 10.1021/acscatal.6b01001 – volume: 141 start-page: 4558 year: 2019 ident: WOS:000462260400012 article-title: Pd(II)-Catalyzed Enantioselective Alkynylation of Unbiased Methylene C(sp(3))-H Bonds Using 3,3 '-Fluorinated-BINOL as a Chiral Ligand publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/jacs.9b01124 – volume: 6 start-page: 1546 year: 2011 ident: WOS:000292097700037 article-title: Biphenomycin B and Derivatives: Total Synthesis and Translation Inhibition publication-title: CHEMISTRY-AN ASIAN JOURNAL doi: 10.1002/asia.201000908 – volume: 12 start-page: 399 year: 2020 ident: WOS:000517739200004 article-title: Differentiation and functionalization of remote C-H bonds in adjacent positions publication-title: NATURE CHEMISTRY doi: 10.1038/s41557-020-0424-5 – volume: 49 start-page: 8036 year: 2020 ident: WOS:000590395000004 article-title: C-C and C-X coupling reactions of unactivated alkyl electrophiles using copper catalysis publication-title: CHEMICAL SOCIETY REVIEWS doi: 10.1039/d0cs00316f – volume: 120 start-page: 1788 year: 2020 ident: WOS:000514255200005 article-title: Bidentate Directing Groups: An Efficient Tool in C-H Bond Functionalization Chemistry for the Expedient Construction of C-C Bonds publication-title: CHEMICAL REVIEWS doi: 10.1021/acs.chemrev.9b00495 |
| SSID | ssj0000555 |
| Score | 2.4077306 |
| Snippet | The 2-methoxyiminoacyl-mediated arylation of substituted phenylalanines has been examined. Selective monoarylation at the ortho position was achieved using... The 2-methoxyiminoacyl-mediated arylation of substituted phenylalanines has been examined. Selective monoarylation at the position was achieved using pyridone... |
| Source | Web of Science |
| SourceID | proquest pubmed webofscience crossref acs |
| SourceType | Aggregation Database Index Database Enrichment Source Publisher |
| StartPage | 3096 |
| SubjectTerms | arylation Chemistry Chemistry, Organic density functional theory isotopes ligands organic chemistry phenylalanine Physical Sciences pyridones Science & Technology |
| Title | MIA-Directed 2‑Pyridione-Enabled Selective Ortho-C–H Arylation of Phenylalanine: A Mechanistic Study |
| URI | http://dx.doi.org/10.1021/acs.joc.0c02872 http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=Summon&SrcAuth=ProQuest&DestApp=WOS&DestLinkType=FullRecord&UT=000618540600063 https://www.ncbi.nlm.nih.gov/pubmed/33442983 https://www.proquest.com/docview/2478041936 https://www.proquest.com/docview/2660980957 |
| Volume | 86 |
| WOS | 000618540600063 |
| WOSCitedRecordID | wos000618540600063 |
| hasFullText | 1 |
| inHoldings | 1 |
| isFullTextHit | |
| isPrint | |
| link | http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwjV1Lb9QwELZQOcCFN3RLQUbqgYtDYseP9LaKWi1IC5VapN4iPxIttMqiTfawPfUvIP5hfwljJ5sCS6HHJGMntsczn-PxNwjtKfAiSmtLwBVUJKU2I0owSeKMGk8nlTjn_3dMP4rJ5_TDKT-9Jov-cwefJu-0baKvcxvFFlyhBGt7lwol_TprnB9fG13O-UAMTgUbWHw2KvBuyDa_u6ENbPlXNxRczuHDLlirCUyFPtLkLFq2JrIXmzyO_2_NI_SgB5543GnKY3SnrJ-ge_k639tTNJu-H5POApYO06vL70erxRfnmYzIQThh5fBxyJoDBhJ_WrSzOcmvLn9MoM5VF1GH5xU-mpU1XJ7rGvDrPh7jaekPFwc-aOyjFlfP0MnhwUk-IX0eBqKZEC0RyvoTq9xwBcstAyDQZBVjsUu1gwdG0rRKtWTOUGtKEcvKJsLC6tdJQI8Ze462avjWbYQrUfGkVKkWWZVyTQ0vQVZmmipnpY5HaA86qOinUVOEHXKaFN1NW_S9NkLRevAK21OZ-4wa5zcXeDsU-NaxeNws-matDQUMgN8-0XU5XzYFTQNZU8bEP2SEiDMFsFWO0ItOlYYXMpaC81cMGvmrbg3PA5xUgKBFAI4jlNxGLO_b7ykM2p3b9d9LdJ_60BwffM530Va7WJavAFu15nWYVT8B-Zccxg |
| linkProvider | American Chemical Society |
| linkToHtml | http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwlV1Lb9QwELaqcigX3tDlaaQeuHhJ_IrDbRW12kK3FHWReov8SLRAlUWb7GE59S8g_mF_CWMnmwKlqBzj2I6fM5_jmW8Q2lGgRZTWloAqKAmnNiVKsoREKTWeTip2zv_vmBzK8Uf-9kScbKBo7QsDjaihpjpc4l-wC8SvfdrnuR1GFjRiAkL3BkAR6o9bo-z4QvYKIXp-cCpZT-ZzqQKvjWz9uza6BDH_qo2C5tm7jT70bQ4GJ1-Gy8YM7bc_6Bz_p1N30K0OhuJRu27uoo2iuoe2snX0t_toNtkfkVYeFg7T87PvR6vFJ-d5jchu8Ldy-DjE0AFxid8vmtmcZOdnP8ZQ56q1r8PzEh_NigoeT3UFaPYNHuFJ4V2NAzs09jaMqwdourc7zcaki8pANJOyIVJZ778qjFBw-DIACU1aMhY5rh28MAnlJdcJc4ZaU8goKW0sLZyFXQJYMmUP0WYFbd1GuJSliAvFtUxLLjQ1ooC8SaqpcjbR0QDtwADl3aaq83BfTuO8TbR5N2oDNFzPYW47YnMfX-P06gKv-gJfW06Pq7O-XC-KHCbAX6boqpgv65zyQN2UMvmPPFJGqQIQmwzQo3ZF9R9kjAMUUAw6-esS698HcKkAT8sAIwcovk62rOu_JzRoHl9v_F6grfF0cpAf7B--e4JuUm-0483SxVO02SyWxTNAXY15HjbaTzM4JSc |
| linkToPdf | http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwlV1Jb9QwFLZQkYAL-zKsRuqBi4fEWxxuo9DRFJgyUlupt8hLogGqTDXJHIZT_wLiH_aX8OxkwlKKyjGO7Xh5fu9z_N5nhLYVWBGltSVgCkrCqU2JkiwhUUqNp5OKnfP_O6Z7cnLI3x2Joy4ozMfCQCNqqKkOh_h-VZ-4smMYiF_79M8LO4wsWMUEFO9Vf2jnt1yjbP-n_hVC9BzhVLKe0OdcBd4i2fp3i3QOZv7VIgXrM76FDvt2B6eTL8NVY4b26x-Ujv_bsdvoZgdH8aiVnzvoSlHdRdezzS1w99B8ujsirV4sHKZnp99m6-Un5_mNyE6Iu3J4P9ylA2oTf1w28wXJzk6_T6DOdetnhxclns2LCh6PdQWo9g0e4WnhQ44DSzT2vozr--hgvHOQTUh3OwPRTMqGSGV9HKswQsEmzAA0NGnJWOS4dvDCJJSXXCfMGWpNIaOktLG0sCd2CWDKlD1AWxW09RHCpSxFXCiuZVpyoakRBeRNUk2Vs4mOBmgbBijvFledh3NzGudtos27URug4WYec9sRnPt7No4vLvCqL3DScntcnPXlRjBymAB_qKKrYrGqc8oDhVPK5D_ySBmlCsBsMkAPW6nqP8gYB0igGHTyVzHr3weQqQBXywAnByi-TLas678nNmgeX278XqBrs7fj_MPu3vsn6Ab1vjveO108RVvNclU8A_DVmOdhrf0Ao6Ynqg |
| 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=MIA-Directed+2-Pyridione-Enabled+Selective+Ortho+-C-H+Arylation+of+Phenylalanine%3A+A+Mechanistic+Study&rft.jtitle=Journal+of+organic+chemistry&rft.au=Niu%2C+Peng-Peng&rft.au=Liu%2C+Peng-Yu&rft.au=Meng%2C+Yue-Ning&rft.au=Yu%2C+Fang&rft.date=2021-02-05&rft.eissn=1520-6904&rft.volume=86&rft.issue=3&rft.spage=3096&rft_id=info:doi/10.1021%2Facs.joc.0c02872&rft_id=info%3Apmid%2F33442983&rft.externalDocID=33442983 |
| thumbnail_l | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/lc.gif&issn=0022-3263&client=summon |
| thumbnail_m | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/mc.gif&issn=0022-3263&client=summon |
| thumbnail_s | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/sc.gif&issn=0022-3263&client=summon |