Three-Component Synthesis of α-Branched Amines under Barbier-like Conditions

被引：49
|
作者：
Le Gall, Erwan [1 ]
Haurena, Caroline [1 ]
Sengmany, Stephane [1 ]
Martens, Thierry [1 ]
Troupel, Michel [1 ]
机构：
[1] Univ Paris 12, CNRS, ICMPE, UMR7182, F-94320 Thiais, France
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2009年 / 74卷 / 20期
关键词：
MANNICH-TYPE REACTIONS; AROMATIC ORGANOZINC REAGENTS; ONE-POT PROCEDURE; MULTICOMPONENT REACTIONS; ENANTIOSELECTIVE SYNTHESIS; STEREOSELECTIVE SYNTHESIS; FUNCTIONALIZED ARYLZINC; ORGANOBORONIC ACIDS; EFFICIENT SYNTHESIS; CHIRAL AMINES;
D O I：
10.1021/jo901704s
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An array of alpha-branched amines has been prepared by using an expedient three-component Mannich-type reaction among organic halides, aldehyde derivatives, and amines. The experimental procedure, which is characterized by its simplicity, employs zinc dust for the in situ generation of organozinc reagents. We show that this Barbier-like protocol constitutes a useful entry to diaryl-methylamines, 1,2-diarylethylamines, alpha- or beta-amino esters, benzylamines, and beta-arylethylamines.
引用
收藏
页码：7970 / 7973
页数：4
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