Oxidative Cyclization of Trifluoroacetimidohydrazides with D‐Glucose for the Metal‐Free Synthesis of 3‐Trifluoromethyl‐1,2,4‐Triazoles

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...

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Veröffentlicht in:Advanced synthesis & catalysis 2021-11, Vol.363 (21), p.4982-4987
Hauptverfasser: Lu, Shu‐Ning, Yang, Hefei, Zhang, Jiajun, Chen, Zhengkai, Wu, Xiao‐Feng
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Sprache:eng
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Zusammenfassung: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.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.202100989