A novel (3+2) photocycloaddition of electron-deficient alkenes to diarylvinylidenecyclopropanes: regioselective formation of vinylidenecyclopentanes

被引:53
作者
Mizuno, K
Sugita, H
Hirai, T
Maeda, H
Otsuji, Y
Yasuda, M
Hashiguchi, M
Shima, K
机构
[1] Univ Osaka Prefecture, Grad Sch Engn, Dept Appl Chem, Osaka 5998531, Japan
[2] Miyazaki Univ, Fac Engn, Dept Mat Sci, Miyazaki 8892192, Japan
关键词
(3+2) photocycloaddition; vinylidenecyclopropane; electron-deficient alkene; vinylidenecyclopentane; 1,3-biradical;
D O I
10.1016/S0040-4039(01)00462-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Irradiation of a benzene solution containing 1-diphenylvinylidene-2,2,3,3-tetramethylcyclopropane and an excess of acrylonitrile in the presence of Michler's ketone afforded 2-cyano-1-diphenylvinylidene-4,4,5,5-tetramethylcyclopentane in high yield. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:3363 / 3366
页数:4
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