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Palladium-Catalyzed Coupling of Terminal Alkynes with Benzyl Ammonium Salts

Silin Xu, Zhenming Zhang, Chunyu Han, Wenkai Hu, Tiwen Xiao, Yanan Yuan and Junfeng Zhao*

*College of Chemistry and Chemical Engineering, Jiangxi Normal University, Nanchang 330022, People's Republic of China, Email: zhaojfjxnu.edu.cn

S. Xu, Z. Zhang, C. Han, W. Hu, T. Xiao, Y. Yuan, J. Zhao, J. Org. Chem., 2019, 84, 12157-12164.

DOI: 10.1021/acs.joc.9b01877 (free Supporting Information)



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Abstract

A highly efficient palladium-catalyzed Sonogashira coupling of benzylic ammonium salts with terminal alkynes provides a series of internal alkyne derivatives in good yields. The reaction offers a broad substrate scope and high functional group tolerance.

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proposed mechanism



Key Words

benzylation, alkynylation, Sonogashira coupling


ID: J42-Y2019