Copper-Catalyzed Silylation of C(sp3)-H Bonds Adjacent to Amide Nitrogen Atoms

被引：27

作者：

Feng, Jian-Jun ^{[1
]}

Oestreich, Martin ^{[1
]}

机构：

[1] Tech Univ Berlin, Inst Chem, Str 17 Juni 115, D-10623 Berlin, Germany

来源：

ORGANIC LETTERS | 2018年 / 20卷 / 14期

关键词：

ENANTIOSELECTIVE ADDITION; NUCLEOPHILIC SILICON; RADICAL CYCLIZATION; ROOM-TEMPERATURE; N-CHLOROAMINES; REAGENTS; SILYLBORANES; ACTIVATION; OXIDATION; AMINATION;

D O I：

10.1021/acs.orglett.8b01698

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A copper-catalyzed C-Si bond formation between N-halogenated amides and Si-B reagents is described. This oxidative coupling enables the silylation of C(sp(3))-H bonds alpha to an amide nitrogen atom. The utility of the new method is demonstrated for sulfonamides, and N-chlorination with tBuOCl and C-H silylation employing CuSCN/4,4'-dimethoxy-2,2'-bipyridine as catalyst can be performed without purification of the N-Cl intermediate.

引用

页码：4273 / 4276

页数：4

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