Metal-Free Bisamidation of N-Tosylhydrazones with Carboxylic Acids Promoted by Tetrabutylammonium Iodide and tert-Butyl Hydroperoxide
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Date
2024
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American Chemical Society
Abstract
A versatile reaction between N-tosylhydrazones and carboxylic acids to access bisamides is reported. This metal-free, room-temperature reaction was catalyzed by TBAI, while TBHP served as the oxidant. Broad substrate scope and good functional group tolerance are the key features of the strategy. Subsequent intramolecular N-arylation of suitably substituted bisamides readily afforded functionalized 3-indazolones. © 2024 American Chemical Society
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Keywords
Functionalized, Key feature, Metal free, N-arylations, N-tosylhydrazones, Tert-butylhydroperoxide, Carboxylic acids, carboxylic acid, functional group, hydrazone derivative, indazole derivative, tert butyl hydroperoxide, tetrabutylammonium, toluenesulfonic acid derivative, amidation, Article, arylation, catalysis, controlled study, quantum yield, reaction analysis, reaction optimization
Citation
Journal of Organic Chemistry, 2024, 89, 9, pp. 6545-6554