Abstract

AbstractWe here report an effective NHC‐catalyzed acylation of 2‐oxindoles using aldehydes with the aid of aerobic oxidation to prepare 3‐alkylideneoxindoles ‐ a biologically active moiety. This protocol is the first report on the use of oxidized Breslow intermediate for the carbon nucleophile and applies to a wide variety of aryl aldehydes, cyclohexanal, and metallocene‐aldehyde. Lower catalyst loading, milder base, greener oxidant, easily available substrates, and ambient reaction temperature exemplify this as a sustainable methodology.

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