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Copper(I)-Catalyzed Regioselective Amination of N-Aryl Imines Using TMSN3 and TBHP: A Route to Substituted Benzimidazoles

Devulapally Mahesh, Pradeep Sadhu and Tharmalingam Punniyamurthy*

*Department of Chemistry, Indian Institute of Technology Guwahati, Guwahati-781039, India, Email: tpunniiitg.ernet.in

D. Mahesh, P. Sadhu, T. Punniyamurthy, J. Org. Chem., 2015, 80, 1644-1650.

DOI: 10.1021/jo502574u (free Supporting Information)



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Abstract

A one-pot, multicomponent reaction enables the transformation of commercial aryl amines, aldehydes, and azides into valuable benzimidazole structural units with wide substrate scope and diversity via an efficient copper-catalyzed amination of N-aryl imines, in which imine acts as a directing group by chelating to the metal center.

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Copper(II)-Catalyzed Oxidative Cross-Coupling of Anilines, Primary Alkyl Amines, and Sodium Azide Using TBHP: A Route to 2-Substituted Benzimidazoles

D. Mahesh, P. Sadhu, T. Punniyamurthy, J. Org. Chem., 2016, 81, 3227-3234.


Key Words

benzimidazoles, TBHP


ID: J42-Y2015