(2-Aminoaryl)iminophosphoranes as Versatile Starting Materials for the Synthesis of 1-Aryl-2-trifluoromethylbenzimidazoles

Magdalena Walewska-Królikiewicz, Bogdan Wilk, Andrzej Kwast, Zbigniew Wróbel*

*Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44, 01-224, Poland, Email: zbigniew.wrobelicho.edu.pl

M. Walewska-Królikiewicz, B. Wilk, A. Kwast, Z. Wróbel, Synlett, 2022, 33, 1092-1096.

DOI: 10.1055/s-0041-1737489

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Abstract

The condensation of (2-arylamino)iminophosphoranes with trifluoroacetyl esters or trifluoroacetic anhydride provides 2-(trifluoromethyl)benzimidazoles. (2-Arylamino)iminophosphoranes can be generated from simple 2-nitroarenes without additional reduction steps and the use of metallic reagents or expensive catalysts.

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Simple Synthesis of 2-Aminoaryliminophosphoranes from N-Aryl-2-nitroso­anilines and Their Application in 2-Aminobenzimidazole Synthesis

E. Łukasik, Z. Wróbel, Synlett, 2014, 25, 217-220.

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Key Words

cyclization, condensation, heterocycles, annulation, benzimidazoles

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ID: J72-Y2022