Mild and efficient synthesis of propargylamines by copper-catalyzed Mannich reaction

被引：92

作者：

Bieber, LW ^{[1
]}

da Silva, MF ^{[1
]}

机构：

[1] Univ Fed Pernambuco, Dept Quim Fundamental, BR-50670901 Recife, PE, Brazil

来源：

TETRAHEDRON LETTERS | 2004年 / 45卷 / 45期

关键词：

aminomethylation; terminal alkynes; primary and secondary amines;

D O I：

10.1016/j.tetlet.2004.09.079

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Terminal alkynes undergo mild and efficient aminomethylation with aqueous formaldehyde and secondary amines under CuI catalysis. In most cases high to nearly quantitative yields of tertiary propargylamines are obtained in DMSO solution at room temperature. Aromatic, aliphatic and silylated acetylenes as well as alkynols can be used. Primary amines are less reactive and satisfactory yields of secondary propargylamines are obtained only with phenylacetylene. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：8281 / 8283

页数：3

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