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

DOI: 10.1021/acs.joc.4c01513

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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期刊信息

期刊:

ISSN: 0022-3263

国际分区

类目分区
CHEMISTRY, ORGANIC1

国内分区

类目分区
化学2
化学, 有机化学2
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