EFFICIENT COPPER-CATALYZED SYNTHESIS OF 2-ARYLBENZIMIDAZOLE DERIVATIVES BY REACTION OF 1-FLUORO-2-NITROBENZENE WITH BENZAMIDINE HYDROCHLORIDES

Mohammad Hosein Sayahi; Mehdi Khoshneviszadeh; Mehdi Soheilizad; Seyyed Jafar Saghanezhad; Mohammad Mahdavi

doi:10.1007/4391

EFFICIENT COPPER-CATALYZED SYNTHESIS OF 2-ARYLBENZIMIDAZOLE DERIVATIVES BY REACTION OF 1-FLUORO-2-NITROBENZENE WITH BENZAMIDINE HYDROCHLORIDES

Mohammad Hosein Sayahi, Mehdi Khoshneviszadeh, Mehdi Soheilizad, Seyyed Jafar Saghanezhad, Mohammad Mahdavi

Abstract

A novel and efficient approach to the preparation of 2-arylbenzimidazoles is described. Heating a mixture of 1-fluoro-2-nitrobenzene and benzamidine hydrochlorides in the presence of CuBr and K₂CO₃ in DMSO afforded 2-arylbenzimidazoles in good to excellent yields. The reaction was initiated by nucleophilic aromatic substitution and further proceeded by intramolecular nucleophilic copper-catalyzed cyclization reaction of benzamidine.

Keywords

2-arylbenzimidazoles; benzamidine hydrochloride; 1-fluoro-2-nitrobenzene; copper-catalyzed reactions

Full Text: PDF Open Access

Supplementary File(s): None

Latvian Institute of Organic Synthesis - Aizkraukles iela, 21, Riga, LV-1006, Latvia - hgs@osi.lv

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