Synlett 2022; 33(11): 1092-1096
DOI: 10.1055/s-0041-1737489
letter

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

Magdalena Walewska-Królikiewicz
a   Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44, 01-224, Poland
,
Bogdan Wilk
b   Monmouth University, 400 Cedar Ave, West Long Branch, NJ 07764, USA
,
Andrzej Kwast
a   Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44, 01-224, Poland
,
Zbigniew Wróbel
a   Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44, 01-224, Poland
› Author Affiliations

This work was financed by a subvention from the Institute of Organic Chemistry, Polska Akademia Nauk (Polish Academy of Sciences).


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Abstract

A new route to 2-(trifluoromethyl)benzimidazoles is described which involves the condensation of (2-arylamino)iminophosphoranes with trifluoroacetyl esters or trifluoroacetic anhydride. The method allows the synthesis of the title compounds from simple nitroarenes without the use of separate reduction steps and metallic reagents or expensive catalysts.

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Publication History

Received: 23 March 2022

Accepted after revision: 06 May 2022

Article published online:
09 June 2022

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