Tehran University of Medical Sciences

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Efficient Copper-Catalyzed Synthesis of 2-Arylbenzimidazole Derivatives by Reaction of 1-Fluoro-2-Nitrobenzene With Benzamidine Hydrochlorides Publisher



Sayahi MH1 ; Khoshneviszadeh M2 ; Soheilizad M3 ; Saghanezhad SJ4 ; Mahdavi M5
Authors
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Authors Affiliations
  1. 1. Department of Chemistry, Payame Noor University (PNU), P.O. Box 19395-3697, Tehran, Iran
  2. 2. Medicinal & Natural Products Chemistry Research Center, Shiraz University of Medical Sciences, Shiraz, Iran
  3. 3. CinnaGen Medical Biotechnology Research Center, Alborz University of Medical Sciences, Karaj, Iran
  4. 4. ACECR-Production Technology Research Institute, Ahvaz, Iran
  5. 5. Endocrinology and Metabolism Research Center, Endocrinology and Metabolism, Clinical Sciences Institute Tehran University of Medical Sciences, Tehran, Iran

Source: Chemistry of Heterocyclic Compounds Published:2018


Abstract

[Figure not available: see fulltext.] 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. © 2018, Springer Science+Business Media, LLC, part of Springer Nature.