Isoquinoline formation by a novel photochemical intermolecular cycloaddition of 1,1-diphenylethene derivatives to 1,4-dicyanobenzene

被引：9
|
作者：
Ishii, H
Imai, Y
Hirano, T [1 ]
Maki, S
Niwa, H
Ohashi, M
机构：
[1] Univ Electrocommun, Dept Appl Phys & Chem, Chofu, Tokyo 1828585, Japan
[2] Kanagawa Univ, Dept Mat Sci, Hiratsuka, Kanagawa 2591293, Japan
来源：
TETRAHEDRON LETTERS | 2000年 / 41卷 / 33期
关键词：
photochemistry; electron transfer; isoquinolines; cycloadditions;
D O I：
10.1016/S0040-4039(00)01078-9
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Phenanthrene-sensitized photoreaction of 1,1-diphenylethene (DPE) derivatives and 1,4-dicyanobenzene (DCNB) in benzene leads to a novel intermolecular cycloaddition to give isoquinoline derivatives as a novel synthetic method. The feasibility of this reaction was dependent upon the side chain structure of DPE derivatives, which would regulate the stability of radical cation DPE+. in a highly polar exciplex, and/or a contact radical ion pair, by hyperconjugation or neighboring group participation. (C) 2000 Elsevier Science Ltd. All rights reserved.
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页码：6467 / 6471
页数：5
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