共 11 条
[11]
UCHIDA T, 1976, SYNTHESIS-STUTTGART, P209
THERMAL-REACTION OF BENZIMIDAZOLIUM N-ALLYLIDES
被引：19
作者：
MATSUDA, Y
YAMASHITA, M
TAKAHASHI, K
IDE, S
TORISU, K
FURUNO, K
机构：
[1] School of Pharmaceutical Sciences, Nagasaki University, Nagasaki, 852
关键词：
D O I：
10.3987/COM-91-S35
中图分类号：
O62 [有机化学];
学科分类号：
070303 ;
081704 ;
摘要：
The reaction of benzimidazolium salt (3) and polarized olefins (1a,b,d and 2c) with K2CO3 in CHCl3 gave the corresponding benzimidazolium N-allylides (4a-d). Thermolyses of N-allylides (4a,b) in refluxing xylene afforded the 1,5-dipolar cyclization product, benzopyrroloimidazole (5a), whereas heating of N-allylides (4c,d) resulted in back-donated 1,6-cyclization to give the mesomeric betaines, benzimidazopyridiniumides (7a,b). Treatment of 3 and 2a with K2CO3 in CHCl3 yield directly benzopyrroloimidazole (5b), while similar treatment of 3 with 1c or 2b gave benzopyrrolopyrazines (6a,b).
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页码：295 / 302
页数：8
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