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在类巴比耶条件下α-支链胺的三组分合成

Three-component synthesis of alpha-branched amines under Barbier-like conditions.

作者信息

Le Gall Erwan, Haurena Caroline, Sengmany Stéphane, Martens Thierry, Troupel Michel

机构信息

Electrochimie et Synthèse Organique, Institut de Chimie et des Matériaux Paris Est-UMR 7182 CNRS-Université Paris 12, 2-8 rue Henri Dunant, 94320 Thiais, France.

出版信息

J Org Chem. 2009 Oct 16;74(20):7970-3. doi: 10.1021/jo901704s.

DOI:10.1021/jo901704s
PMID:19769334
Abstract

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 diarylmethylamines, 1,2-diarylethylamines, alpha- or beta-amino esters, benzylamines, and beta-arylethylamines.

摘要

通过在有机卤化物、醛衍生物和胺之间进行简便的三组分曼尼希型反应,制备了一系列α-支链胺。该实验方法以其简单性为特点,使用锌粉原位生成有机锌试剂。我们表明,这种类似巴比耶的方法是合成二芳基甲胺、1,2-二芳基乙胺、α-或β-氨基酯、苄胺和β-芳基乙胺的有用途径。

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