Highly stereocontrolled [2+2] cycloaddition versus unprecedented imino-ene reactions of imino-ketenimines

被引：15

作者：

Alajarín, M ^{[1
]}

Vidal, A ^{[1
]}

Tovar, F ^{[1
]}

Sánchez-Andrada, P ^{[1
]}

机构：

[1] Univ Murcia, Dept Quim Organ, Fac Quim, E-30100 Murcia, Spain

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 35期

关键词：

ketenimines; imines; cycloadditions; ene reactions;

D O I：

10.1016/S0040-4039(02)01261-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

N-[(2-Benzylideneamino)phenyl]-C-methylketenimines undergo intramolecular cyclization via two different reaction pathways, a [2+2] cycloaddition and a rare imino-ene reaction, to yield azeto[1,2-a]benznnidazoles and 2-(alpha-styryl)benzimidazoles, respectively. The results are interpreted in terms of a two-step mechanism involving two stereoisomeric conjugated betaines as intermediates. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：6259 / 6261

页数：3

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