Captodative olefins: methyl 2-aryloxy-3-dimethylaminopropenoates and their application in a new synthesis of benzofurans

被引:37
作者
Cruz, MD [1 ]
Tamariz, J [1 ]
机构
[1] Escuela Nacl Ciencias Biol, Dept Quim Organ, Inst Politecn Nacl, Mexico City 11340, DF, Mexico
关键词
captodative olefins; 2-aryloxy-3-dimethylaminopropenoates; benzofurans; cyclization; Lewis acid catalysis;
D O I
10.1016/j.tetlet.2004.01.073
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The beta-substituted captodative olefins methyl 2-aryloxy-3-dimethylaminopropenoates 4a-h were synthesized, via amino-methylenation of the corresponding 2-phenoxyacetic esters 9a-h. Lewis acid promoted intramolecular cyclization of alkenes 4 led to benzofurans 7a-h, in an efficient synthetic approach to the benzofuran frame. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2377 / 2380
页数:4
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