期刊
ADVANCED SYNTHESIS & CATALYSIS
卷 363, 期 21, 页码 4982-4987出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.202100989
关键词
trifluoroacetimidohydrazides; D-glucose; oxidative cyclization reaction; 3-trifluoromethyl-1; 2; 4-triazoles; N-heterocycles
资金
- Natural Science Foundation of Zhejiang Province [LY19B020016]
- General Science Foundation of Education of Zhejiang Province [Y202045332]
A metal-free oxidative cyclization process using trifluoroacetimidohydrazides and D-glucose has been developed for the efficient assembly of 3-trifluoromethyl-1,2,4-triazoles. D-glucose serves as the C1 synthon to provide the methine source in the reaction. Control experiments were conducted to elucidate the reaction mechanism, and the synthetic utility of the method was demonstrated through scale-up reactions and the synthesis of a key skeleton for an NKI-receptor ligand.
A metal-free oxidative cyclization of readily available trifluoroacetimidohydrazides with D-glucose for the assembly of 3-trifluoromethyl-1,2,4-triazoles has been disclosed. D-glucose is applied as C1 synthon to provide methine source in the reaction. Control experiments have been conducted to shed light on the reaction mechanism. The synthetic utility of the protocol has been explored by the implementation of scale up reaction and the synthesis of the key skeleton of NKI-receptor ligand.
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