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Synthesis of Secondary Aromatic Amides via Pd-Catalyzed Aminocarbonylation of Aryl Halides Using Carbamoylsilane as an Amide Source

Wenting Tong, Pei Cao, Yanhong Liu and Jianxin Chen*

*College of Chemistry and Materials Science, Shanxi Normal University, Lin fen 041004, PR China, Email: jjxxcc2002yahoo.com

W. Tong, P. Cao, Y. Liu, J. Chen, J. Org. Chem., 2017, 82, 11603-11608.

DOI: 10.1021/acs.joc.7b01028 (free Supporting Information)



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Abstract

The use of N-methoxymethyl-N-organylcarbamoyl(trimethyl)silanes as secondary amides source enables a direct transformation of aryl halides into the corresponding secondary aromatic amides via palladium-catalyzed aminocarbonylation. The reaction tolerates a broad range of functional groups except for steric hindrance.

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proposed mechanism



Key Words

benzamides


ID: J42-Y2017