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

被引：75

作者：

Chadwick, Ryan C. ^{[1
]}

Kardelis, Vladimir ^{[1
]}

Lim, Philip ^{[1
]}

Adronov, Alex ^{[1
]}

机构：

[1] McMaster Univ, Dept Chem, Hamilton, ON L8S 4M1, Canada

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2014年 / 79卷 / 16期

基金：

加拿大自然科学与工程研究理事会;

关键词：

CATALYZED REDUCTION; CHEMOSELECTIVE REDUCTION; B(C6F5)(3)-CATALYZED HYDROSILATION; LEWIS-ACID; AMINES; MILD; HYDROGENATION; ALCOHOLS; CARBOXAMIDES; CONVENIENT;

D O I：

10.1021/jo501299j

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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.

引用

页码：7728 / 7733

页数：6

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