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Title:
SOLVENT-FREE CROSS-COUPLING REACTION, AND PRODUCTION METHOD USING SAID REACTION
Document Type and Number:
WIPO Patent Application WO/2020/085396
Kind Code:
A1
Abstract:
A cross-coupling reaction method including: preparation of an aromatic compound (1) that has a leaving group; preparation of a compound (2) capable of a cross-coupling reaction, the compound (2) being selected from aromatic amino compounds (2-1), diboronic acid esters (2-2), aromatic boronic acids (2-3), aromatic compounds (2-4) that have hydroxyl groups, and aromatic compounds (2-5) that have thiol groups; and cross-coupling reaction of compound (1) and compound (2) without a solvent in the presence of a palladium catalyst, a base, and a compound (4) that has a carbon-carbon double bond or a carbon-carbon triple bond.

Inventors:
ITO HAJIME (JP)
KUBOTA KOJI (JP)
Application Number:
JP2019/041566
Publication Date:
April 30, 2020
Filing Date:
October 23, 2019
Export Citation:
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Assignee:
UNIV HOKKAIDO NAT UNIV CORP (JP)
International Classes:
C07C1/32; C07C15/14; C07C15/24; C07C17/275; C07C19/08; C07C41/22; C07C43/205; C07C45/68; C07C49/784; C07C67/343; C07C69/76; C07C209/10; C07C209/68; C07C211/48; C07C211/54; C07C211/58; C07C211/61; C07D209/88; C07D333/08; C07D333/36; C07D487/22; C07F5/02; C09B47/00; C07B61/00
Foreign References:
Other References:
JIANG, ZHI-JIANG ET AL.: "Liquid-Assisted Grinding Accelerating: Suzuki- Miyaura Reaction of Aryl Chlorides under High-Speed Ball-Milling Conditions", JOURNAL OF ORGANIC CHEMISTRY, vol. 81, no. 20, 2016, pages 10049 - 10055
SCHNEIDER, FRANZISKA ET AL.: "The Suzuki-Miyaura Reaction under Mechanochemical Conditions", ORGANIC PROCESS RESEARCH & DEVELOPMENT, vol. 13, no. 1, 2009, pages 44 - 48, XP055710687
SHAO, QIAO-LING ET AL.: "Solvent-free mechanochemical Buchwald-Hartwig amination of aryl chlorides without inert gas protection", TETRAHEDRON LETTERS, vol. 59, no. 23, 6 June 2018 (2018-06-06), pages 2277 - 2280, XP055710698
HERNANDEZ, J. G. ET AL.: "Useful chemical activation alternatives in solvent- free organic reactions", COMPREHENSIVE ORGANIC SYNTHESIS, vol. 9, 2014, pages 287 - 314
STOLLE, ACHIM ET AL.: "Solvent-free reactions of alkynes in ball mills: it is definitely more than mixing", PURE AND APPLIED CHEMISTRY, vol. 83, no. 7, 2011, pages 1343 - 1349, XP055710703
Attorney, Agent or Firm:
YAMAO, Norihito et al. (JP)
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