One‐pot Construction of Dibenzooxabicyclo[5.5.0]dodecanes
Under the open‐vessel atmosphere conditions, the one‐pot synthesis of bis‐sulfonyl dibenzooxabicyclo[5.5.0]dodecanes was developed by double substitution of 1,3‐dichloroacetone with arenesulfinic acid sodium salts, and C‐ and O‐alkylation of the resulting 1,3‐bis‐sulfonylacetones with 2 equivalents...
Saved in:
| Published in | Advanced synthesis & catalysis Vol. 364; no. 23; pp. 4110 - 4121 |
|---|---|
| Main Authors | , , |
| Format | Journal Article |
| Language | English |
| Published |
WEINHEIM
Wiley
08.12.2022
|
| Subjects | |
| Online Access | Get full text |
Cover
Loading…
| Abstract | Under the open‐vessel atmosphere conditions, the one‐pot synthesis of bis‐sulfonyl dibenzooxabicyclo[5.5.0]dodecanes was developed by double substitution of 1,3‐dichloroacetone with arenesulfinic acid sodium salts, and C‐ and O‐alkylation of the resulting 1,3‐bis‐sulfonylacetones with 2 equivalents of o‐bis(bromomethyl)arenes. A plausible mechanism is proposed and discussed. This high‐yielding protocol provides an intermolecular substitution and an intramolecular ring‐closure via the formations of three carbon−carbon single (C−C) bonds, two carbon−sulfur single (C−S) bonds, and one carbon−oxygen single (C−O) bond. |
|---|---|
| AbstractList | Under the open‐vessel atmosphere conditions, the one‐pot synthesis of bis‐sulfonyl dibenzooxabicyclo[5.5.0]dodecanes was developed by double substitution of 1,3‐dichloroacetone with arenesulfinic acid sodium salts, and C‐ and O‐alkylation of the resulting 1,3‐bis‐sulfonylacetones with 2 equivalents of o‐bis(bromomethyl)arenes. A plausible mechanism is proposed and discussed. This high‐yielding protocol provides an intermolecular substitution and an intramolecular ring‐closure via the formations of three carbon−carbon single (C−C) bonds, two carbon−sulfur single (C−S) bonds, and one carbon−oxygen single (C−O) bond. Under the open‐vessel atmosphere conditions, the one‐pot synthesis of bis‐sulfonyl dibenzooxabicyclo[5.5.0]dodecanes was developed by double substitution of 1,3‐dichloroacetone with arenesulfinic acid sodium salts, and C ‐ and O‐ alkylation of the resulting 1,3‐bis‐sulfonylacetones with 2 equivalents of o ‐bis(bromomethyl)arenes. A plausible mechanism is proposed and discussed. This high‐yielding protocol provides an intermolecular substitution and an intramolecular ring‐closure via the formations of three carbon−carbon single (C−C) bonds, two carbon−sulfur single (C−S) bonds, and one carbon−oxygen single (C−O) bond. magnified image Under the open-vessel atmosphere conditions, the one-pot synthesis of bis-sulfonyl dibenzooxabicyclo[5.5.0]dodecanes was developed by double substitution of 1,3-dichloroacetone with arenesulfinic acid sodium salts, and C- and O-alkylation of the resulting 1,3-bis-sulfonylacetones with 2 equivalents of o-bis(bromomethyl)arenes. A plausible mechanism is proposed and discussed. This high-yielding protocol provides an intermolecular substitution and an intramolecular ring-closure via the formations of three carbon carbon single (C-C) bonds, two carbon sulfur single (C-S) bonds, and one carbon oxygen single (C-O) bond. |
| Author | Hsueh, Nai‐Chen Chang, Meng‐Yang Chen, Kuan‐Ting |
| Author_xml | – sequence: 1 givenname: Nai‐Chen surname: Hsueh fullname: Hsueh, Nai‐Chen organization: Kaohsiung Medical University – sequence: 2 givenname: Kuan‐Ting surname: Chen fullname: Chen, Kuan‐Ting organization: Kaohsiung Medical University – sequence: 3 givenname: Meng‐Yang orcidid: 0000-0002-1983-8570 surname: Chang fullname: Chang, Meng‐Yang email: mychang@kmu.edu.tw organization: National Pingtung University of Science and Technology |
| BookMark | eNqNkE9Lw0AQxRepYK1ePfcuibPZ3WQXTyX1HxR6UE8iYTPZwErcLdkUrSc_gp_RT2JKSwVB9DTv8H5vZt4hGTjvDCEnFGIKkJzpKmCcQJIAKMr3yJCmVEScpmqw0wIOyGEITwA0k1k2JOdzZz7fPxa-G-feha5dYme9G_t6PLWlcW_ev-rS4gob_yBiEcNj5SuD2plwRPZr3QRzvJ0jcn95cZdfR7P51U0-mUWYSMUjZIkwJagKZM0zBpSnSpaVVkzqCjLktamBc4qCs8qojBumNKDWKDSkTLAROd3kvpjS1wGtcWiKRWufdbsqAEBKmrJE9gpo75b_d-e20-t_c790XY_GGxRbH0Jr6h1GoVh3XKw7LnYd9wD_AeA2sGu1bX7H1PZE25jVH0uKyfQ2_2a_AFyOkYM |
| CitedBy_id | crossref_primary_10_1002_slct_202402188 crossref_primary_10_1007_s11051_023_05703_8 crossref_primary_10_1002_adsc_202400942 crossref_primary_10_1039_D4OB00488D |
| Cites_doi | 10.1038/s41598-019-44264-6 10.1021/acsomega.9b03152 10.1021/acs.jmedchem.8b01303 10.1021/cr300087g 10.1055/s-0036-1589518 10.1021/acscatal.6b00739 10.1021/acs.jmedchem.9b00551 10.1021/jo4001993 10.1016/j.tet.2014.01.005 10.1021/jm00131a005 10.1021/acs.joc.8b01443 10.1016/j.tet.2006.07.021 10.1039/D0OB01718C 10.1021/acs.joc.0c00346 10.1021/acs.joc.8b02726 10.1039/D0RA09759D 10.1039/C3OB41624K 10.3762/bjoc.9.20 10.1021/jo00374a023 10.1080/00397919808007042 10.1002/ejoc.202000403 10.1039/d0ra09759d 10.1039/c3ob41624k 10.1039/d0ob01718c |
| ContentType | Journal Article |
| Copyright | 2022 Wiley‐VCH GmbH |
| Copyright_xml | – notice: 2022 Wiley‐VCH GmbH |
| DBID | AAYXX CITATION 17B 1KM 1KN AHQBO BLEPL DTL EGQ |
| DOI | 10.1002/adsc.202200914 |
| DatabaseName | CrossRef Web of Knowledge Index Chemicus Current Chemical Reactions Web of Science - Science Citation Index Expanded - 2022 Web of Science Core Collection Science Citation Index Expanded Web of Science Primary (SCIE, SSCI & AHCI) |
| DatabaseTitle | CrossRef Web of Science |
| DatabaseTitleList | CrossRef Web of Science |
| Database_xml | – sequence: 1 dbid: 1KN name: Current Chemical Reactions url: https://proxy.k.utb.cz/login?url=https://www.webofscience.com/wos/woscc/search-with-editions?editions=WOS.CCR sourceTypes: Enrichment Source Index Database |
| DeliveryMethod | fulltext_linktorsrc |
| Discipline | Chemistry |
| EISSN | 1615-4169 |
| EndPage | 4121 |
| ExternalDocumentID | 000881632800001 10_1002_adsc_202200914 ADSC202200914 |
| Genre | article |
| GrantInformation_xml | – fundername: Ministry of Science and Technology of the Republic of China (Taiwan) funderid: 109-2113-M-037-014-MY3 – fundername: Ministry of Science and Technology of the Republic of China (Taiwan); Ministry of Science and Technology, Taiwan grantid: MOST 109-2113-M-037-014-MY3 |
| GroupedDBID | -~X 05W 0R~ 1L6 1OC 23M 33P 3SF 3WU 4.4 4ZD 50Y 52U 52V 5GY 5VS 66C 6P2 8-0 8-1 8UM A00 AAESR AAEVG AAHHS AAIHA AANLZ AAONW AAXRX AAYCA AAZKR ABCUV ABDBF ABIJN ABJNI ABLJU ABQWH ABXGK ACAHQ ACCFJ ACCZN ACGFS ACGOF ACMXC ACNCT ACPOU ACUHS ACXBN ACXQS ADBBV ADBTR ADEOM ADIZJ ADKYN ADMGS ADOZA ADXAS ADZMN ADZOD AEEZP AEIGN AEIMD AENEX AEQDE AEUQT AEUYR AFBPY AFFPM AFGKR AFPWT AFWVQ AFZJQ AHBTC AIACR AITYG AIURR AIWBW AJBDE ALMA_UNASSIGNED_HOLDINGS ALUQN ALVPJ AMBMR AMYDB ATUGU AZVAB BDRZF BFHJK BHBCM BMXJE BNHUX BOGZA BRXPI CS3 DCZOG DPXWK DR2 DRFUL DRMAN DRSTM EBS F5P FUBAC G-S GNP HBH HGLYW HHY HHZ HZ~ IX1 JPC KBYEO KQQ LATKE LAW LEEKS LITHE LOXES LUTES LYRES MEWTI MRFUL MRMAN MRSTM MSFUL MSMAN MSSTM MXFUL MXMAN MXSTM MY~ NNB O66 O9- OIG P2P P2W P4E QRW R.K RJQFR ROL RWI RX1 RYL SUPJJ TUS V2E W99 WBKPD WH7 WIH WIJ WIK WJL WOHZO WXSBR WYJ XPP XV2 ~S- AAMNL AAYXX AEYWJ AGHNM CITATION 17B 1KM 1KN 1OB AAMMB AEFGJ AGXDD AIDQK AIDYY BLEPL DTL GROUPED_WOS_SCIENCE_CITATION_INDEX_EXPANDED GROUPED_WOS_WEB_OF_SCIENCE |
| ID | FETCH-LOGICAL-c2894-c325eb09d08f473014698bda938ad07c4fef0441c543de974e39a0caac5a06353 |
| IEDL.DBID | DR2 |
| ISICitedReferencesCount | 5 |
| ISICitedReferencesURI | https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=Summon&SrcAuth=ProQuest&DestApp=WOS&DestLinkType=CitingArticles&UT=000881632800001 |
| ISSN | 1615-4150 |
| IngestDate | Wed Aug 06 10:44:22 EDT 2025 Fri Aug 29 16:26:26 EDT 2025 Tue Jul 01 04:10:06 EDT 2025 Thu Apr 24 23:06:56 EDT 2025 Wed Jan 22 16:22:21 EST 2025 |
| IsPeerReviewed | true |
| IsScholarly | true |
| Issue | 23 |
| Keywords | Nucleophilic substitution Annulation Alkylation One-pot reaction Polycycles |
| Language | English |
| LinkModel | DirectLink |
| LogoURL | https://exlibris-pub.s3.amazonaws.com/fromwos-v2.jpg |
| MergedId | FETCHMERGED-LOGICAL-c2894-c325eb09d08f473014698bda938ad07c4fef0441c543de974e39a0caac5a06353 |
| ORCID | 0000-0002-1983-8570 |
| PageCount | 12 |
| ParticipantIDs | webofscience_primary_000881632800001 webofscience_primary_000881632800001CitationCount wiley_primary_10_1002_adsc_202200914_ADSC202200914 crossref_primary_10_1002_adsc_202200914 crossref_citationtrail_10_1002_adsc_202200914 |
| ProviderPackageCode | CITATION AAYXX |
| PublicationCentury | 2000 |
| PublicationDate | December 8, 2022 2022-12-08 |
| PublicationDateYYYYMMDD | 2022-12-08 |
| PublicationDate_xml | – month: 12 year: 2022 text: December 8, 2022 day: 08 |
| PublicationDecade | 2020 |
| PublicationPlace | WEINHEIM |
| PublicationPlace_xml | – name: WEINHEIM |
| PublicationTitle | Advanced synthesis & catalysis |
| PublicationTitleAbbrev | ADV SYNTH CATAL |
| PublicationYear | 2022 |
| Publisher | Wiley |
| Publisher_xml | – name: Wiley |
| References | 2018; 7 2016; 6 2019; 9 2020; 5 1998; 28 2014; 70 2019; 62 2019; 84 2006; 62 1989; 32 2021; 11 1986; 51 2020; 85 2013; 78 2013; 113 2018; 50 2018; 83 2014; 12 2013; 9 2020; 18 e_1_2_6_31_2 e_1_2_6_10_1 e_1_2_6_30_1 e_1_2_6_19_2 e_1_2_6_12_2 e_1_2_6_13_2 e_1_2_6_11_2 e_1_2_6_32_2 e_1_2_6_16_2 e_1_2_6_17_1 e_1_2_6_18_1 e_1_2_6_14_2 Moger M. (e_1_2_6_9_2) 2018; 7 e_1_2_6_15_2 e_1_2_6_20_2 e_1_2_6_21_1 e_1_2_6_8_2 e_1_2_6_29_2 e_1_2_6_4_2 e_1_2_6_5_1 e_1_2_6_3_2 e_1_2_6_7_1 e_1_2_6_6_1 e_1_2_6_24_2 e_1_2_6_23_2 e_1_2_6_22_2 e_1_2_6_2_1 e_1_2_6_28_2 e_1_2_6_27_1 e_1_2_6_25_2 e_1_2_6_26_1 Chang, MY (WOS:000455286100039) 2019; 84 Reddy, RJ (WOS:000626753100010) 2021; 11 (000881632800001.1) 1000 Snyder, NL (WOS:000240818100001) 2006; 62 Bera, K (WOS:000329551100006) 2014; 12 Lavoisier-Gallo, T (WOS:000074351900016) 1998; 28 CROWELL, TA (WOS:A1989AX29400005) 1989; 32 Aziz, J (WOS:000592313200019) 2020; 18 Smith, JM (WOS:000461537000005) 2019; 62 MATAKA, S (WOS:A1986F049300023) 1986; 51 (000881632800001.20) 1000 Lin, QQ (WOS:000512741900014) 2020; 5 Matsuda, T (WOS:000317327800053) 2013; 78 Dastan, A (WOS:000422936300002) 2018; 50 Villuri, BK (WOS:000444364600057) 2018; 83 Tanwar, G (WOS:000469011800052) 2019; 9 Wang, JG (WOS:000331023700004) 2014; 70 Ylijoki, KEO (WOS:000316243600021) 2013; 113 Chao, T (WOS:000607535100038) 2020; 85 Murár, M (WOS:000314334400001) 2013; 9 Niu, HC (WOS:000471834500023) 2019; 62 Casanova, N (WOS:000375894500074) 2016; 6 Liang, S (WOS:000533439400001) 2020; 2020 Moger, M. (000881632800001.7) 2018; 7 |
| References_xml | – volume: 70 start-page: 1412 year: 2014 end-page: 1417 publication-title: Tetrahedron – volume: 62 start-page: 9301 year: 2006 end-page: 9320 publication-title: Tetrahedron – volume: 9 start-page: 173 year: 2013 end-page: 179 publication-title: Beilstein J. Org. Chem. – volume: 6 start-page: 3349 year: 2016 end-page: 3353 publication-title: ACS Catal. – volume: 7 year: 2018 publication-title: Org. Med. Chem. IJ – volume: 78 start-page: 3329 year: 2013 end-page: 3335 publication-title: J. Org. Chem. – volume: 85 start-page: 5559 year: 2020 end-page: 5569 publication-title: J. Org. Chem. – volume: 28 start-page: 2259 year: 1998 end-page: 2269 publication-title: Synth. Commun. – volume: 62 start-page: 5594 year: 2019 end-page: 5615 publication-title: J. Med. Chem. – volume: 9 start-page: 7904 year: 2019 publication-title: Sci. Rep. – volume: 11 start-page: 9130 year: 2021 end-page: 9221 publication-title: RSC Adv. – volume: 32 start-page: 2436 year: 1989 end-page: 2442 publication-title: J. Med. Chem. – volume: 84 start-page: 443 year: 2019 end-page: 449 publication-title: J. Org. Chem. – volume: 18 start-page: 9136 year: 2020 end-page: 9159 publication-title: Org. Biomol. Chem. – volume: 62 start-page: 2256 year: 2019 end-page: 2264 publication-title: J. Med. Chem. – volume: 5 start-page: 1840 year: 2020 end-page: 1850 publication-title: ACS Omega – volume: 113 start-page: 2244 year: 2013 end-page: 2266 publication-title: Chem. Rev. – volume: 50 start-page: 391 year: 2018 end-page: 439 publication-title: Synthesis – volume: 83 start-page: 10241 year: 2018 end-page: 10247 publication-title: J. Org. Chem. – volume: 51 start-page: 4618 year: 1986 end-page: 4622 publication-title: J. Org. Chem. – volume: 12 start-page: 57 year: 2014 end-page: 61 publication-title: Org. Biomol. Chem. – ident: e_1_2_6_16_2 doi: 10.1038/s41598-019-44264-6 – ident: e_1_2_6_26_1 – ident: e_1_2_6_18_1 – ident: e_1_2_6_17_1 doi: 10.1021/acsomega.9b03152 – ident: e_1_2_6_25_2 doi: 10.1021/acs.jmedchem.8b01303 – ident: e_1_2_6_3_2 doi: 10.1021/cr300087g – ident: e_1_2_6_8_2 doi: 10.1055/s-0036-1589518 – ident: e_1_2_6_31_2 doi: 10.1021/acscatal.6b00739 – ident: e_1_2_6_7_1 – ident: e_1_2_6_15_2 doi: 10.1021/acs.jmedchem.9b00551 – ident: e_1_2_6_12_2 doi: 10.1021/jo4001993 – ident: e_1_2_6_32_2 doi: 10.1016/j.tet.2014.01.005 – ident: e_1_2_6_19_2 doi: 10.1021/jm00131a005 – ident: e_1_2_6_11_2 doi: 10.1021/acs.joc.8b01443 – ident: e_1_2_6_2_1 – ident: e_1_2_6_30_1 – ident: e_1_2_6_4_2 doi: 10.1016/j.tet.2006.07.021 – ident: e_1_2_6_10_1 – ident: e_1_2_6_23_2 doi: 10.1039/D0OB01718C – ident: e_1_2_6_27_1 – ident: e_1_2_6_14_2 doi: 10.1021/acs.joc.0c00346 – ident: e_1_2_6_21_1 – ident: e_1_2_6_13_2 doi: 10.1021/acs.joc.8b02726 – ident: e_1_2_6_5_1 doi: 10.1021/acs.jmedchem.9b00551 – volume: 7 year: 2018 ident: e_1_2_6_9_2 publication-title: Org. Med. Chem. IJ – ident: e_1_2_6_22_2 doi: 10.1039/D0RA09759D – ident: e_1_2_6_6_1 doi: 10.1039/C3OB41624K – ident: e_1_2_6_20_2 doi: 10.3762/bjoc.9.20 – ident: e_1_2_6_28_2 doi: 10.1021/jo00374a023 – ident: e_1_2_6_29_2 doi: 10.1080/00397919808007042 – ident: e_1_2_6_24_2 doi: 10.1002/ejoc.202000403 – volume: 51 start-page: 4618 year: 1986 ident: WOS:A1986F049300023 article-title: ON THE CONFORMATION OF BENZO-ANNELATED BICYCLO[4.4.1]UNDECANES, BICYCLO[5.5.1]TRIDECANES, AND A BICYCLO[5.4.1]DODECANE publication-title: JOURNAL OF ORGANIC CHEMISTRY – volume: 62 start-page: 9301 year: 2006 ident: WOS:000240818100001 article-title: Recent developments in the synthesis of oxepines publication-title: TETRAHEDRON doi: 10.1016/j.tet.2006.07.021 – volume: 11 start-page: 9130 year: 2021 ident: WOS:000626753100010 article-title: Synthesis and applications of sodium sulfinates (RSO2Na): a powerful building block for the synthesis of organosulfur compounds publication-title: RSC ADVANCES doi: 10.1039/d0ra09759d – volume: 7 year: 2018 ident: 000881632800001.7 publication-title: Org. Med. Chem. IJ – volume: 12 start-page: 57 year: 2014 ident: WOS:000329551100006 article-title: FeCl3-catalyzed synthesis of functionally diverse dibenzo[b,f]oxepines and benzo[b]oxepines via alkyne-aldehyde metathesis publication-title: ORGANIC & BIOMOLECULAR CHEMISTRY doi: 10.1039/c3ob41624k – volume: 85 start-page: 5559 year: 2020 ident: WOS:000607535100038 article-title: Synthesis of Dibenzosuberones Bearing an Isoxazole Group via Palladium-Catalyzed Intramolecular C-H/C-Br Bond Cross-Coupling of Ortho-Aroylated 3,5-Diarylisoxazoles publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/acs.joc.0c00346 – volume: 18 start-page: 9136 year: 2020 ident: WOS:000592313200019 article-title: An update on the use of sulfinate derivatives as versatile coupling partners in organic chemistry publication-title: ORGANIC & BIOMOLECULAR CHEMISTRY doi: 10.1039/d0ob01718c – volume: 113 start-page: 2244 year: 2013 ident: WOS:000316243600021 article-title: [5+2] Cycloaddition Reactions in Organic and Natural Product Synthesis publication-title: CHEMICAL REVIEWS doi: 10.1021/cr300087g – volume: 70 start-page: 1412 year: 2014 ident: WOS:000331023700004 article-title: Synthesis of substituted naphthalenes from α-substituted ketones and 1,2-bis(halomethyl)benzenes including a rearrangement aromatization of benzo[c]oxepine publication-title: TETRAHEDRON doi: 10.1016/j.tet.2014.01.005 – volume: 62 start-page: 2256 year: 2019 ident: WOS:000461537000005 article-title: Alkyl Sulfinates: Radical Precursors Enabling Drug Discovery publication-title: JOURNAL OF MEDICINAL CHEMISTRY doi: 10.1021/acs.jmedchem.8b01303 – volume: 83 start-page: 10241 year: 2018 ident: WOS:000444364600057 article-title: Copper-Catalyzed Cascade Synthesis of 2-Aryl-3-cyanobenzofuran and Dibenzo[b,f]oxepine-10-carbonitrile Derivatives publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/acs.joc.8b01443 – year: 1000 ident: 000881632800001.1 publication-title: Review articles on synthesis of seven-membered ring and the benzofused derivatives – volume: 5 start-page: 1840 year: 2020 ident: WOS:000512741900014 article-title: 1,3-Dichloroacetone: A Robust Reagent for Preparing Bicyclic Peptides publication-title: ACS OMEGA doi: 10.1021/acsomega.9b03152 – volume: 28 start-page: 2259 year: 1998 ident: WOS:000074351900016 article-title: Practical preparation and reactivity of valuable functionalized cyclic α,α′-ketodiesters publication-title: SYNTHETIC COMMUNICATIONS – volume: 50 start-page: 391 year: 2018 ident: WOS:000422936300002 article-title: The Dibenzosuberenone Scaffold as a Privileged Substructure: From Synthesis to Application publication-title: SYNTHESIS-STUTTGART doi: 10.1055/s-0036-1589518 – volume: 9 start-page: ARTN 7904 year: 2019 ident: WOS:000469011800052 article-title: Target identification, screening and in vivo evaluation of pyrrolone-fused benzosuberene compounds against human epilepsy using Zebrafish model of pentylenetetrazol-induced seizures publication-title: SCIENTIFIC REPORTS doi: 10.1038/s41598-019-44264-6 – volume: 32 start-page: 2436 year: 1989 ident: WOS:A1989AX29400005 article-title: 3-SULFONYL-1-CARBA-1-DETHIACEPHEMS publication-title: JOURNAL OF MEDICINAL CHEMISTRY – year: 1000 ident: 000881632800001.20 publication-title: CCDC 2064291 (2a), 2064292 (4a), 2064293 (4m), 2064294 (4x), 2064295 (6a-1), 2064296 (6c-1) and 2064297 (8j) contain the supplementary crystallographic data for this paper – volume: 62 start-page: 5594 year: 2019 ident: WOS:000471834500023 article-title: Structure Guided Design, Synthesis, and Biological Evaluation of Novel Benzosuberene Analogues as Inhibitors of Tubulin Polymerization publication-title: JOURNAL OF MEDICINAL CHEMISTRY doi: 10.1021/acs.jmedchem.9b00551 – volume: 78 start-page: 3329 year: 2013 ident: WOS:000317327800053 article-title: Synthesis of Dibenzoheteropines of Group 13-16 Elements via Ring-Closing Metathesis publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/jo4001993 – volume: 2020 start-page: 4664 year: 2020 ident: WOS:000533439400001 article-title: Recent Advances in the Synthesis and Direct Application of Sulfinate Salts publication-title: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY doi: 10.1002/ejoc.202000403 – volume: 6 start-page: 3349 year: 2016 ident: WOS:000375894500074 article-title: Palladium(II)-Catalyzed Annulation between ortho-Alkenylphenols and Allenes. Key Role of the Metal Geometry in Determining the Reaction Outcome publication-title: ACS CATALYSIS doi: 10.1021/acscatal.6b00739 – volume: 84 start-page: 443 year: 2019 ident: WOS:000455286100039 article-title: Intramolecular Benzannulation of 3-Sulfonyl-2-benzylchromen-4-ones: Synthesis of Sulfonyl Dibenzooxabicyclo[3.3.1]nonanes publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/acs.joc.8b02726 – volume: 9 start-page: 173 year: 2013 ident: WOS:000314334400001 article-title: Synthesis of 5-(ethylsulfonyl)-2-methoxyaniline: An important pharmacological fragment of VEGFR2 and other inhibitors publication-title: BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY doi: 10.3762/bjoc.9.20 |
| SSID | ssj0017877 |
| Score | 2.4175513 |
| Snippet | Under the open‐vessel atmosphere conditions, the one‐pot synthesis of bis‐sulfonyl dibenzooxabicyclo[5.5.0]dodecanes was developed by double substitution of... Under the open-vessel atmosphere conditions, the one-pot synthesis of bis-sulfonyl dibenzooxabicyclo[5.5.0]dodecanes was developed by double substitution of... |
| Source | Web of Science |
| SourceID | webofscience crossref wiley |
| SourceType | Enrichment Source Index Database Publisher |
| StartPage | 4110 |
| SubjectTerms | Alkylation Annulation Chemistry Chemistry, Applied Chemistry, Organic Nucleophilic substitution One-pot reaction Physical Sciences Polycycles Science & Technology |
| Title | One‐pot Construction of Dibenzooxabicyclo[5.5.0]dodecanes |
| URI | https://onlinelibrary.wiley.com/doi/abs/10.1002%2Fadsc.202200914 http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=Summon&SrcAuth=ProQuest&DestApp=WOS&DestLinkType=FullRecord&UT=000881632800001 |
| Volume | 364 |
| WOS | 000881632800001 |
| WOSCitedRecordID | wos000881632800001 |
| hasFullText | 1 |
| inHoldings | 1 |
| isFullTextHit | |
| isPrint | |
| link | http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwpV1LS8NAEF6kF734FuuLHAqe0m6S3XaDp5JaiqCCWiiIhNlHoFiSQiNoT_4Ef6O_xN2kiY0git4SmIXJzmzm28nm-xBqKCC-ihxmEweb1g0Vti9lW29VBHOU70EkTb_j8qo9GJKLER0t_cWf80OUDTezMrL3tVngwGetT9JQkDNDQeia9n6mZG0ObBlUdFPyRzk6GzN1FV22tTMUF6yN2G1Vh1eqUqUCVUFrVnX6GwgKf_PDJo_Np5Q3xfwLleN_HmgTrS8gqdXNc2gLrah4G60GhRLcDjq7jtX769s0SS2j71kwzlpJZPXGXMXzJHkGPhYvYpLc0yZt4geZSKWDpma7aNg_vwsG9kJ0wRZ670Vs4blUcexLzCJilr-RmOQSfI-BxB1BIhVhjaEEJZ5UejeiPB-wABAUNNyh3h6qxUms9pHFOr7wueq0JQChEnhEAFNgjtDZQYSoI7uY9FAsGMmNMMYkzLmU3dBMSVhOSR2dlvbTnIvjW8vGcgxLa4N4mEagLsu-atSR8xuzYOGbYQlI68jNgviDB2G3dxuUdwd_GXSI1sx1dnaGHaGajq461ggo5SdZln8AT3D8Wg |
| linkProvider | Wiley-Blackwell |
| linkToHtml | http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwpV1LS8NAEB5ED_XiW6zPHARPaTfJbrvBU2mV-gZtQRAJ-wqIkghW0J78Cf5Gf4k7SROtIIoeE2ZhsjOb-Xay-T6AbSNoaGKPu9Qj2Lphyg21btitiuKeCQMRa-x3nJw2un16eMmK04T4L0zOD1E23HBlZO9rXODYkK5_sIYK_YAchD7291HKegplvZE-v3NeMkh5Nh8zfRVbuK07jBS8jcSvj48fq0tjNWgctmZ1Z38WZOFxftzktvY4kDU1_ELm-K9HmoOZESp1WnkazcOESRag0i7E4BZh9ywxby-v9-nAQYnPgnTWSWOncyNNMkzTJyFv1LO6S69YjdXItU61sXEzD0vQ39_rtbvuSHfBVXb7RV0V-MxIEmrCY4pvAFSZlFqEAReaNBWNTUwsjFKMBtrYDYkJQkGUEIoJi3hYsAyTSZqYFXB4M1ShNM2GFoIyLWRMBWGCe8omCFWqCm4x65EakZKjNsZdlNMp-xFOSVROSRV2Svv7nI7jW8vtz0EsrRH0cAtCfZ592KiC9xuz9sg3JAoYVMHPoviDB1Grc9Eur1b_MmgLKt3eyXF0fHB6tAbTeD87SsPXYdJG2mxYQDSQm1nKvwMgPwCF |
| linkToPdf | http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwpV3bSsQwEB1kBfXFu1ivfRB86m7aJrsJPi2ti3fFCwgiJU1SWJR2wRV0n_wEv9EvMWm31RVE0ceWCUwzk87JND0HYEtxzFTiUge7yLRuiHCYlE29VRHUVczniTT9juOT5t4VPrgm15_-4i_4IaqGm1kZ-fvaLPCeTBofpKFcPhgKQs-0942S9ThuImbEG8LzikDK1emYy6vouq29IaikbUReY3T8SFkaKUGjqDUvO50Z4KXDxWmTu_pjP66LwRcux_880SxMDzGp3S6SaA7GVDoPk0EpBbcAO6epent57WV92wh8lpSzdpbYYTdW6SDLnnjcFc_iPrshdVJHtzKTSkdNPSzCVWf3MthzhqoLjtCbL-wI3yMqRkwimmCz_o3GZCw58ymXqCVwohKkQZQg2JdKb0eUzzgSnAvCNd4h_hLU0ixVy2DTFhMsVq2m5BwTyeMEc0Q4dYVODyyEBU456ZEYUpIbZYz7qCBT9iIzJVE1JRZsV_a9gozjW8utzzGsrA3koRqCejT_rGGB-xuzYOiboQnoW-DlQfzBg6gdXgTV1cpfBm3CxFnYiY72Tw5XYcrczs_R0DWo6UCrdY2G-vFGnvDvFo3_JQ |
| 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=One%E2%80%90pot+Construction+of+Dibenzooxabicyclo%5B5.5.0%5Ddodecanes&rft.jtitle=Advanced+synthesis+%26+catalysis&rft.au=Hsueh%2C+Nai%E2%80%90Chen&rft.au=Chen%2C+Kuan%E2%80%90Ting&rft.au=Chang%2C+Meng%E2%80%90Yang&rft.date=2022-12-08&rft.issn=1615-4150&rft.eissn=1615-4169&rft.volume=364&rft.issue=23&rft.spage=4110&rft.epage=4121&rft_id=info:doi/10.1002%2Fadsc.202200914&rft.externalDBID=n%2Fa&rft.externalDocID=10_1002_adsc_202200914 |
| thumbnail_l | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/lc.gif&issn=1615-4150&client=summon |
| thumbnail_m | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/mc.gif&issn=1615-4150&client=summon |
| thumbnail_s | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/sc.gif&issn=1615-4150&client=summon |