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A BEt3-Base Catalyst for Amide Reduction with Silane

Wubing Yao, Huaquan Fang, Qiaoxing He, Dongjie Peng, Guixia Liu, Zheng Huang*

*Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China, Email: huangzhsioc.ac.cn

W. Yao, H. Fang, Q. He, D. Peng, G. Liu, Z. Huang, J. Org. Chem., 2019, 84, 6084-6093.

DOI: 10.1021/acs.joc.9b00277 (free Supporting Information)


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Abstract

The combination of triethylborane with an alkali metal base catalyzes the reduction of amides with silanes to form amines under mild conditions. In addition, a selective transformation of secondary amides to aldimines and primary amides to nitriles can also be achieved.

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Key Words

reduction of amides, phenylsilane


ID: J42-Y2019