General approach to the coupling of organoindium reagents with imines via copper catalysis

被引：48

作者：

Black, DA ^{[1
]}

Arndtsen, BA ^{[1
]}

机构：

[1] McGill Univ, Dept Chem, Montreal, PQ H3A 2K6, Canada

来源：

ORGANIC LETTERS | 2006年 / 8卷 / 10期

关键词：

D O I：

10.1021/ol060277p

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A copper-catalyzed three-component coupling of organoindium reagents with imines and acid chlorides is described. This mild carbon-carbon bond forming reaction requires only one-third of an equivalent of indium reagent to proceed in high yield, with the sole byproduct being indium trichloride. The reaction demonstrates broad generality, with aryl-, heteroaryl-, vinyl-, and alkylindiums, as well as functionalized imines and acid chlorides, all providing alpha-substituted amides or N-protected amines in a single step.

引用

页码：1991 / 1993

页数：3

共 51 条

[1]

Alonso F, 1997, RRD ORG CHEM, V1, P397

[2]

[Anonymous], 1996, PALLADIUM REAGENTS C

[3] CARBOINDATION OF ALKYNES - REGIOSELECTIVE AND STEREOSELECTIVE ALLYLATION OF CARBON-CARBON TRIPLE BONDS OF ALKYNOLS BY ALLYLIC INDIUM REAGENTS [J].