Title:
PRODUCTION METHOD OF ARYLTHIOL ESTER COMPOUND
Document Type and Number:
WIPO Patent Application WO/2022/186305
Kind Code:
A1
Abstract:
The present invention provides a production method by which an arylthiol ester compound can be quickly synthesized at a high yield under mild conditions. The present invention pertains to a production method of an arylthiol ester compound represented by general formula (1) that comprises subjecting a diazonium compound represented by general formula (2) and a thiol ester compound represented by general formula (3) to a Sandmeyer-type coupling reaction with the use of a catalyst to give the arylthiol ester compound [in the formulae: A1 and A2 independently represent an optionally substituted aryl group or an optionally substituted heteroaryl group; X1 represents a monovalent anion; and M1 represents a monovalent cation].
Inventors:
OKAZOE TAKASHI (JP)
GATZENMEIER TIM (JP)
NOZAKI KYOKO (JP)
GATZENMEIER TIM (JP)
NOZAKI KYOKO (JP)
Application Number:
PCT/JP2022/008983
Publication Date:
September 09, 2022
Filing Date:
March 02, 2022
Export Citation:
Assignee:
AGC INC (JP)
UNIV TOKYO (JP)
UNIV TOKYO (JP)
International Classes:
C07C327/28
Other References:
"ORGANIC REACTIONS.", 1 January 1999, NEW YORK, NY : JOHN WILEY & SONS. , US , ISBN: 978-0-471-34888-7, article ROSSI, ROBERTO A.; PIERINI, ADRIANA B.; SANTIAGO, ANA N.: "Aromatic substitution by the SRN1 reaction", pages: 1 - 53, XP009153163
CHRISTIAN MATHEIS, VICTORIA WAGNER, LUKAS J. GOOSSEN: "Sandmeyer-Type Trifluoromethylthiolation and Trifluoromethylselenolation of (Hetero)Aromatic Amines Catalyzed by Copper", CHEMISTRY - A EUROPEAN JOURNAL, JOHN WILEY & SONS, INC, DE, vol. 22, no. 1, 4 January 2016 (2016-01-04), DE, pages 79 - 82, XP055526867, ISSN: 0947-6539, DOI: 10.1002/chem.201503524
VERA GONZALO, MANGEANT REYNALD, STIEBING SILVIA, BERHAULT YOHANN, FABIS FRÉDÉRIC, CAILLY THOMAS, COLLOT VALÉRIE: "Thiofunctionalization of Electron‐Rich Heteroarenes through Magnesiation and Trapping with Octasulfur", ADVANCED SYNTHESIS AND CATALYSIS, vol. 363, no. 22, 23 November 2021 (2021-11-23), pages 5099 - 5105, XP055963043, ISSN: 1615-4150, DOI: 10.1002/adsc.202100869
KOVÁCS SZABOLCS, BAYARMAGNAI BILGUUN, AILLERIE ALEXANDRE, GOOSSEN LUKAS J.: "Practical Reagents and Methods for Nucleophilic and Electrophilic Phosphorothiolations", ADVANCED SYNTHESIS AND CATALYSIS, vol. 360, no. 10, 16 May 2018 (2018-05-16), pages 1913 - 1918, XP055963046, ISSN: 1615-4150, DOI: 10.1002/adsc.201701549
CHRISTIAN MATHEIS, VICTORIA WAGNER, LUKAS J. GOOSSEN: "Sandmeyer-Type Trifluoromethylthiolation and Trifluoromethylselenolation of (Hetero)Aromatic Amines Catalyzed by Copper", CHEMISTRY - A EUROPEAN JOURNAL, JOHN WILEY & SONS, INC, DE, vol. 22, no. 1, 4 January 2016 (2016-01-04), DE, pages 79 - 82, XP055526867, ISSN: 0947-6539, DOI: 10.1002/chem.201503524
VERA GONZALO, MANGEANT REYNALD, STIEBING SILVIA, BERHAULT YOHANN, FABIS FRÉDÉRIC, CAILLY THOMAS, COLLOT VALÉRIE: "Thiofunctionalization of Electron‐Rich Heteroarenes through Magnesiation and Trapping with Octasulfur", ADVANCED SYNTHESIS AND CATALYSIS, vol. 363, no. 22, 23 November 2021 (2021-11-23), pages 5099 - 5105, XP055963043, ISSN: 1615-4150, DOI: 10.1002/adsc.202100869
KOVÁCS SZABOLCS, BAYARMAGNAI BILGUUN, AILLERIE ALEXANDRE, GOOSSEN LUKAS J.: "Practical Reagents and Methods for Nucleophilic and Electrophilic Phosphorothiolations", ADVANCED SYNTHESIS AND CATALYSIS, vol. 360, no. 10, 16 May 2018 (2018-05-16), pages 1913 - 1918, XP055963046, ISSN: 1615-4150, DOI: 10.1002/adsc.201701549
Attorney, Agent or Firm:
SHIGA INTERNATIONAL PATENT OFFICE (JP)
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