Organic Letters 2018-04-10

Nitrate-promoted Selective C–H Fluorination of Benzamides and Benzeneacetamides

Xing-Qian Ning, Shao-Jie Lou, Yang-Jie Mao, Zhen-Yuan Xu, Dan-Qian Xu

Index: 10.1021/acs.orglett.8b00793

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Abstract

A versatile and site-selective nitrate-promoted C–H bond fluorination using various weak coordinating amides as intrinsic directing groups was developed. Diverse tertiary and secondary amides underwent selective aromatic C–H bond fluorination, which features broad substrate scope, good regioselectivity, and mild conditions. Moreover, the late-stage C–H bond fluorination of the challenging benzeneacetamides via distal directing was reported for the first time.