Nitration of Derivatives of Imidazo[1,5‐a]pyridine via C−H Functionalization with Fe(NO3)3 ⋅ 9H2O as a Promoter and a Nitro Source

Author:

Yang Xiaohan1,Wang Biqin1,Zhang Qian1,Szekely Aron2,Wu Mengxiang1,Li Yahong1ORCID

Affiliation:

1. College of Chemistry Chemical Engineering and Materials Science Soochow University Suzhou 215000 China

2. Department of Chemistry University of Waterloo Canada

Abstract

AbstractAn additive‐free, mild, and regioselective C(1)−H nitration of imidazo[1,5‐a]pyridine derivatives was developed. This protocol features the use of easily handled, commercially available, and nontoxic Fe(NO3)3 ⋅ 9H2O both as a nitration source and as a promoter, exhibits good functional group compatibility, and generates the desired nitrated products in acceptable to excellent yields. Mechanistic studies proposed that the nitration reaction may involve a radical C−H functionalization process.

Funder

National Natural Science Foundation of China

Publisher

Wiley

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