One-pot synthesis of polyfunctionalized α,β-unsaturated nitriles from nitroalkanes

被引：10

作者：

Ballini, R ^{[1
]}

Fiorini, D ^{[1
]}

Gil, MV ^{[1
]}

Palmieri, A ^{[1
]}

机构：

[1] Univ Camerino, Dipartimento Sci Chim, I-62032 Camerino, Italy

来源：

TETRAHEDRON LETTERS | 2003年 / 44卷 / 50期

关键词：

nitriles; alpha; beta-unsaturated; nitroalkanes; one-pot synthesis; Michael addition;

D O I：

10.1016/j.tetlet.2003.09.211

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction of nitroalkanes with 2-chloro-3-phenylsulfonylpropanenitrile, in the presence of three equivalents of DBU at -10degreesC, allows the synthesis of polyfunctionalized alpha,beta-unsaturated nitrites. The method proceeds through three different reactions carried out in a tandem sequence, allowing the one-pot formation of the alpha,beta-unsaturated nitrites, generally, with complete E stereochemistry. (C) 2003 Elsevier Ltd. All rights reserved.

引用

页码：9033 / 9034

页数：2