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Synthesis of Amides by Mild Palladium-Catalyzed Aminocarbonylation of Arylsilanes with Amines Enabled by Copper(II) Fluoride

Jin Zhang*, Yanyan Hou, Yangmin Ma*, Michal Szostak*

*Shaanxi University of Science and Technology, Xi’an 710021, China; Rutgers University, Newark, New Jersey 07102, United States, Email: zhangjinsust.edu.cn, mym63sina.com, michal.szostakrutgers.edu

J. Zhang, Y. Hou, Y. Ma, M. Szostak, J. Org. Chem., 2019, 84, 120-127.

DOI: 10.1021/acs.joc.8b02874 (free Supporting Information)



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Abstract

A general Pd-catalyzed oxidative aminocarbonylation of arylsilanes under mild conditions is promoted by a commercially available copper(II) fluoride, which acts as a dual silane activator and mild oxidant. The reaction is tolerant of a wide range of arylsilanes and various sensitive halide functional groups as well as a broad scope of amines.

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Key Words

aminocarbonylation, copper salts


ID: J42-Y2019