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Chromium-Catalyzed Activation of Acyl C-O Bonds with Magnesium for Amidation of Esters with Nitroarenes

Liang Ling, Changpeng Chen, Meiming Luo, Xiaoming Zeng*

*Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, China, Email: zengxiaomingscu.edu.cn

L. Ling, C. Chen, M. Luo, X. Zeng, Org. Lett., 2019, 21, 1912-1916.

DOI: 10.1021/acs.orglett.9b00554 (free Supporting Information)


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Abstract

A chromium-catalyzed activation of acyl C-O bonds with magnesium enables an amidation of esters with nitroarenes in the presence of chlorotrimethylsilane as additive. The reaction provides a step-economic strategy to the synthesis of important amide motifs using inexpensive and air-stable nitroarenes as amino sources.


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proposed mechanism



Key Words

amides, magnesium


ID: J54-Y2019