Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 88, Issue 7, Pages 4694-4703Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.3c00174
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An efficient and convenient method for selective oxidative functionalization of indoles using atmospheric O2 as the oxidant has been developed. The method shows good tolerance towards functional groups and can be applied to various indoles, giving moderate to good yields. It provides a sustainable and practical strategy for green oxidation of indoles, allowing the efficient synthesis of structurally important derivatives.
An efficient and convenient method for copper-catalyzed green selective oxidative functionalization of indoles using atmospheric O2 as the terminal oxidant has been developed. This method can be applied to Witkop oxidation and oxidation homocoupling of indoles with good functional group tolerance and substrate scope. Various indoles reacted with molecular oxygen to give the corresponding products in moderate to good yields. A gram-scale experiment can be successfully operated. This protocol provides a sustainable and practical strategy for green oxidation of indoles. By employing this method, multifarious structurally important 2-ketoacetanilide derivatives were efficiently synthesized from simple indoles and complex bioactive molecule derivatives.
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