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
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
收藏
页码:9033 / 9034
页数:2
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