Tetrahedron

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

AEWAO Sarhan, HAH El-Sherief, AM Mahmoud

Index: Sarhan, Abd El-Wareth A.O.; El-Sherief, Hasan A.H.; Mahmoud, Abdalla M. Tetrahedron, 1996 , vol. 52, # 31 p. 10485 - 10496

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Citation Number: 30

Abstract

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 ...

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