Electrochemical oxidative synthesis of 1,3,4-thiadiazoles from isothiocyanates and hydrazones

文献情報

出版日 2021-03-04

DOI 10.1039/D1QO00168J

インパクトファクター 5.281

著者

Zhongxiao Ma, Xiao Hu, Yanni Li, Deqiang Liang, Ying Dong, Baoling Wang, Weili Li

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要旨

A 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ)-catalysed electrochemical synthesis of 2-amino-1,3,4-thiadiazoles from isothiocyanates and hydrazones is presented. This protocol is mild, practical, metal-free and exogenous oxidant-free, and features a broad substrate scope. Extensive mechanistic investigations revealed that the reaction proceeds via a tandem addition/chemoselective C–S coupling sequence, and it is the hydrogenated DDQ that is oxidized at the anode, not the intermediate thiosemicarbazides.

掲載誌

Organic Chemistry Frontiers

CiteScore: 7.8

自己引用率: 8.7%

年間論文数: 724

Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

Electrochemical oxidative synthesis of 1,3,4-thiadiazoles from isothiocyanates and hydrazones

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