A convenient one-pot synthesis of 2-benzimidazolyl-thioacetophenones and thiazolo[3,2-a]benzimidazoles

被引:24
|
作者
Sarhan, AEAO [1 ]
ElSherief, HAH [1 ]
Mahmoud, AM [1 ]
机构
[1] ASSIUT UNIV,FAC SCI,DEPT CHEM,ASSIUT 71516,EGYPT
关键词
D O I
10.1016/0040-4020(96)00569-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
2-Mercaptobenzimidazole (1) reacts with aromatic ketones 2a-d in acidified acetic acid giving 2-benzimidazolylthioacetophenones 3a-d. which on cyclization yield thiazolo[3,2-a]benzimidazoles 4a-d. Acetylation of 3a,d gave the N-acetyl derivatives 5a,d. Cyclization of 3a-d or 5d in acetic anhydride or acetic anhydride/pyridine mixture afforded 6a-d. While reaction of 1 with aliphatic or alicyclic ketones gave directly 2,3-disubstituted thiazolo[3.2-a]benzimidazoles 7a-f and 8a-d respectively. Copyright (C) 1996 Elsevier Science Ltd
引用
收藏
页码:10485 / 10496
页数:12
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