1,5-ELECTROCYCLIZATION OF 1-ALKYL-3-[(2Z)-2,4-DIARYL-4-OXOBUT-2-EN-1-YL]-1H-BENZIMIDAZOL-3-IUM BROMIDES

被引：2
|
作者：
Potikha, L. M. [1 ]
Turelyk, A. R. [1 ]
Kovtunenko, V. A. [1 ]
机构：
[1] Taras Shevchenko Natl Univ, UA-01033 Kiev, Ukraine
来源：
CHEMISTRY OF HETEROCYCLIC COMPOUNDS | 2011年 / 47卷 / 04期
关键词：
benzimidazolium ylide; pyrido[1,2-a]benzimidazole; pyrrolo[1,2-a]benzimidazole; 1,5-electrocyclization; DERIVATIVES;
D O I：
10.1007/s10593-011-0780-6
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Cyclization of 1-alkyl-3-[(2Z)-2,4-diaryl-4-oxobut-2-en-1-yl]-1H-benzimidazol-3-ium bromides occurs in the presence of MeONa at a reduced temperature of 5-10 degrees C via a 1,5-electrocyclization mechanism to give 3a,4-dihydro-3H-pyrrolo[1,2-a]benzimidazoles. These are unstable under the reaction conditions and are readily converted to {1-[2-(alkylamino)phenyl]-4-phenyl-1H-pyrrol-3-yl}(phenyl)methanones.
引用
收藏
页码：452 / 455
页数：4
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