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Decarbonylative Liebeskind-Srogl Reductive Pyridination of Aromatic Thioesters by Cobalt Catalysis
Chen He1, Wei Yao1, Xinmiao Huang1
1Key Laboratory of Chemical Biology and Traditional Chinese Medicine Research (Ministry of Education), Key Laboratory of Phytochemical R&D of Hunan Province, and Key Laboratory of the Assembly and Application of Organic Functional Molecules of Hunan Province, Institute of Interdisciplinary Studies, College of Chemistry and Chemical Engineering, Hunan Normal University, 410081 Changsha, P. R. China.
Abstract:
Palladium-catalyzed nondecarbonylative Liebeskind-Srogl reactions of aryl thioesters have evolved as a powerful tool for the synthesis of ketones. In sharp contrast, decarbonylative Liebeskind-Srogl coupling remains a huge challenge. Herein, we present a cobalt-catalyzed decarbonylative Liebeskind-Srogl reductive pyridination of aromatic thioesters with pyridinyl phosphonium salts. The catalytic protocol provides an alternative route for the efficient synthesis of C4-arylated pyridines from easily available starting materials with wide substrate scope, good functional group tolerance, and chemoselectivity.
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