Oxidative Cyclization of Trifluoroacetimidohydrazides with D-Glucose for the Metal-Free Synthesis of 3-Trifluoromethyl-1,2,4-Triazoles,Advanced Synthesis & Catalysis

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Oxidative Cyclization of Trifluoroacetimidohydrazides with D-Glucose for the Metal-Free Synthesis of 3-Trifluoromethyl-1,2,4-Triazoles
Advanced Synthesis & Catalysis ( IF 4.4 ) Pub Date : 2021-10-01 , DOI: 10.1002/adsc.202100989
Xiao-Feng Wu ₁ , Zhengkai Chen ₂ , Jiajun Zhang ₃ , Hefei Yang ₃ , Shu-Ning Lu ₃

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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 NK_I-receptor ligand.

中文翻译：

三氟乙酰氨基酰肼与 D-葡萄糖的氧化环化用于无金属合成 3-三氟甲基-1,2,4-三唑

已经公开了易于获得的三氟乙酰氨基酰肼与 D-葡萄糖的无金属氧化环化，用于组装 3-三氟甲基-1,2,4-三唑。D-葡萄糖用作 C1 合成子以在反应中提供次甲基源。已经进行了对照实验以阐明反应机理。该协议的合成效用已通过扩大反应的实施和 NK _I受体配体的关键骨架的合成进行了探索。

更新日期：2021-11-09

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