4.7 Article

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

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 86, Issue 5, Pages 4361-4370

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.1c00131

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Funding

  1. Natural Science Foundation of Zhejiang Province [LY19B020016]

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This study developed a silver-mediated chemical reaction for the rapid assembly of 5-(trifluoromethyl)imidazoles, featuring readily accessible reagents, a broad substrate scope, and high efficiency. The protocol can be successfully applied to construct analogues of specific allosteric modulators of GABA(A) receptors, with the silver species being recyclable through simple operation.
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 GABA(A) receptors. The silver species could be recycled by a simple operation.

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