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Journal article

Metal-Free Reduction of Secondary and Tertiary N‑Phenyl Amides by Tris(pentafluorophenyl)boron-Catalyzed Hydrosilylation

Abstract

Tris(pentafluorophenyl)boron B(C6F5)3 is an effective catalyst for the hydrosilylative reduction of tertiary and N-phenyl secondary amides. It allows for the mild reduction of a variety of these amides in near quantitative yield, with minimal purification, at low temperatures, and with short reaction times. This reduction shows functional group tolerance for alkenes, nitro groups, and aryl halides, including aryl iodides.

Authors

Chadwick RC; Kardelis V; Lim P; Adronov A

Journal

The Journal of Organic Chemistry, Vol. 79, No. 16, pp. 7728–7733

Publisher

American Chemical Society (ACS)

Publication Date

August 15, 2014

DOI

10.1021/jo501299j

ISSN

0022-3263

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