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Synthesis of Primary Amides via Copper-Catalyzed Aerobic Decarboxylative Ammoxidation of Phenylacetic Acids and α-Hydroxyphenylacetic Acids with Ammonia in Water

Qiuling Song*, Qiang Feng and Kai Yang

*Institute of Next Generation Matter Transformation, College of Chemical Engineering at Huaqiao University, 668 Jimei Boulevard, Xiamen, Fujian, 361021, P. R. China, Email: qsonghqu.edu.cn

Q. Song, Q. Feng, K. Yang, Org. Lett., 2014, 16, 624-627.

DOI: 10.1021/ol403586c (free Supporting Information)


Abstract

A Cu2O-catalyzed aerobic oxidative decarboxylative ammoxidation of phenylacetic acids and α-hydroxyphenylacetic acids enables the synthesis of various primary benzamides in good yields. This one-pot domino protocol combines decarboxylation, dioxygen activation, oxidative C-H bond functionalization, and amidation reactions.

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Key Words

amides, oxygen


ID: J54-Y2014