Issue 18, 2021

Copper-mediated [3 + 2] cycloaddition of trifluoroacetimidoyl chlorides and N-isocyanoiminotriphenylphosphorane for the synthesis of 3-trifluoromethyl-1,2,4-triazoles

Abstract

Herein, a facile and straightforward route to synthesize 3-trifluoromethyl-1,2,4-triazoles via copper-mediated [3 + 2] cycloaddition of trifluoroacetimidoyl chlorides and N-isocyanoiminotriphenylphosphorane (NIITP) has been described. Mo(CO)6 is utilized as an effective promotor to activate NIITP. The transformation features readily accessible reagents, mild reaction conditions, a broad substrate scope and high efficiency, and could be reproducible on a 3 mmol scale.

Graphical abstract: Copper-mediated [3 + 2] cycloaddition of trifluoroacetimidoyl chlorides and N-isocyanoiminotriphenylphosphorane for the synthesis of 3-trifluoromethyl-1,2,4-triazoles

Supplementary files

Article information

Article type
Research Article
Submitted
03 Jun 2021
Accepted
03 Jul 2021
First published
06 Jul 2021

Org. Chem. Front., 2021,8, 5040-5044

Copper-mediated [3 + 2] cycloaddition of trifluoroacetimidoyl chlorides and N-isocyanoiminotriphenylphosphorane for the synthesis of 3-trifluoromethyl-1,2,4-triazoles

H. Yang, S. Lu, Y. Song, Z. Chen and X. Wu, Org. Chem. Front., 2021, 8, 5040 DOI: 10.1039/D1QO00843A

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