I2-Mediated Synthesis of 1,3,4-Oxa/thiadiazoles from Aroylhydrazide and Acetonitrile/Thioacetamide
碘介导的芳酰肼与乙腈/硫代乙酰胺合成1,3,4-噁二唑/噻二唑
Fang Liu, Ping Lei, Akbar Sohail, Keyume Ablajan
期刊: The Journal of Organic Chemistry
摘要
A facile and convenient metal-free direct oxidative amination of acetonitrile followed by cyclization with aroyl hydrazide for synthesizing oxadiazoles has been investigated. Disubstituted 1,3,4-oxadiazoles were obtained at 50-82% yields using readily available acetonitrile as both reagent and solvent. In addition, the reaction of aroyl hydrazides with thioacetamide and cyanothioacetamide afforded 5-methyl-2-aryl-1,3,4-thiadiazoles and 2-aryl-1,3,4-oxadiazole-2-acetonitriles as the main products, respectively.
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ISSN: 0022-3263
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