Silver-Mediated [3 + 2] Cycloaddition of Azomethine Ylides with Trifluoroacetimidoyl Chlorides for the Synthesis of 5‑(Trifluoromethyl)imidazoles

A silver-mediated [3 + 2] cycloaddition of azomethine ylides with trifluoroacetimidoyl chlorides for the rapid assembly of 5-(trifluoromethyl)­imidazoles has been developed. Notable features of the reaction include readily accessible reagents, a broad substrate scope, and high efficiency. The protoc...

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Bibliographic Details
Published in:Journal of organic chemistry 2021-03, Vol.86 (5), p.4361-4370
Main Authors: Yang, Hefei, Lu, Shu-Ning, Chen, Zhengkai, Wu, Xiao-Feng
Format: Article
Language:English
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Summary:A silver-mediated [3 + 2] cycloaddition of azomethine ylides with trifluoroacetimidoyl chlorides for the rapid assembly of 5-(trifluoromethyl)­imidazoles has been developed. Notable features of the reaction include readily accessible reagents, a broad substrate scope, and high efficiency. The protocol can be successfully applied to construct the analogue of the specific allosteric modulator of GABAA receptors. The silver species could be recycled by a simple operation.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.1c00131