4.7 Article

A Convenient FeCl3-Mediated Synthesis of 5-Trifluoromethyl-1,2,4-triazoles from Trifluoroacetimidoyl Chlorides and Hydrazides

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 362, Issue 22, Pages 5130-5134

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.202001015

Keywords

trifluoroacetimidoyl chlorides; hydrazides; 5-trifluoromethyl-1; 2; 4-triazoles; cascade annulation reaction; N-heterocyclic compounds

Funding

  1. National Natural Science Foundation of China [21772177]
  2. Natural Science Foundation of Zhejiang Province [LY19B020016]
  3. Fundamental Research Funds of Zhejiang Sci-Tech University [2019Q065]

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A low cost FeCl3-mediated cascade annulation of trifluoroacetimidoyl chlorides and hydrazides for the efficient synthesis of 5-trifluoromethyl-1,2,4-triazoles has been developed. The transformation proceeds through a cascade base-promoted intermolecular C-N bond formation and FeCl3-mediated intramolecular dehydration sequence under mild conditions. The protocol exhibits many notable features and can be readily scaled up to gram scale.

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