Mild Metal-Free Hydrosilylation of Secondary Amides to Amines

Pei-Qiang Huang*, Qi-Wei Lang and Yan-Rong Wang

*Department of Chemistry, Fujian Provincial Key Laboratory of Chemical Biology, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen, Fujian 361005, PR China, Email: pqhuangxmu.edu.cn

P.-Q. Huang, Q.-W. Lang, Y.-R. Wang, J. Org. Chem., 2016, 81, 4235-4243.

DOI: 10.1021/acs.joc.6b00572

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Abstract

The combination of amide activation by Tf₂O with B(C₆F₅)₃-catalyzed hydrosilylation with TMDS enables a one-pot reduction of secondary amides to amines under mild conditions with broad applicability and excellent chemoselectivity for many sensitive functional groups.

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Key Words

reduction of amides, TMDS

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ID: J42-Y2016