Ligand-free copper-catalyzed synthesis of substituted benzimidazoles, 2-aminobenzimidazoles, 2-aminobenzothiazoles, and benzoxazoles

Saha, Prasenjit ; Ramana, Tamminana ; Purkait, Nibadita ; Ali, Md Ashif ; Paul, Rajesh ; Punniyamurthy, Tharmalingam (2009) Ligand-free copper-catalyzed synthesis of substituted benzimidazoles, 2-aminobenzimidazoles, 2-aminobenzothiazoles, and benzoxazoles The Journal of Organic Chemistry, 74 (22). pp. 8719-8725. ISSN 0022-3263

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Official URL: http://pubs.acs.org/doi/abs/10.1021/jo901813g

Related URL: http://dx.doi.org/10.1021/jo901813g

Abstract

The synthesis of substituted benzimidazoles, 2-aminobenzimidazoles, 2-aminobenzothiazoles, and benzoxazoles is described via intramolecular cyclization of o-bromoaryl derivatives using copper(II) oxide nanoparticles in DMSO under air. The procedure is experimentally simple, general, efficient, and free from addition of external chelating ligands. It is a heterogeneous process and the copper(II) oxide nanoparticles can be recovered and recycled without loss of activity.

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