Journal
GREEN SYNTHESIS AND CATALYSIS
Volume 3, Issue 4, Pages 385-388Publisher
KEAI PUBLISHING LTD
DOI: 10.1016/j.gresc.2022.06.007
Keywords
Metal-free; Oxidative cyclization; 3-Trifluoromethyl-1; 2; 4-triazole; Trifluoroacetimidohydrazides; N; N-Dimethylformamide; Trifluoromethyl-substituted N-Heterocycles
Categories
Funding
- Natural Science Foundation of Zhejiang Province [LY19B020016]
- K. C. Wong Education Foundation [GJTD-2020-08]
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A metal-free approach for the synthesis of 3-trifluoromethyl-1,2,4-triazoles using DMF as the source of synthesis has been disclosed. The application potential of this method has been demonstrated in the synthesis of the key skeleton of factor IXa inhibitors.
A metal-free approach for the synthesis of 3-trifluoromethyl-1,2,4-triazoles via I2-mediated oxidative cyclization of readily accessible trifluoroacetimidohydrazides with N,N-dimethylformamide (DMF) has been disclosed. In this transformation, the commonly used organic solvent DMF is applied as a C1 synthon and the methine unit of the 1,2,4-triazole products is independently from N-methyl and N-acyl of DMF. The application potential of the developed method has been demonstrated by the synthesis of the key skeleton of factor IXa inhibitors.
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