Bonne, DamienDekhane, MouloudZhu, Jieping2010-11-252010-11-252010-11-25200710.1002/anie.200605005https://infoscience.epfl.ch/handle/20.500.14299/58438The reactivity pattern of alpha -isocyanoacetates can be tuned by modulating the acidity of the alpha C-H bond(s) against the nucleophilicity of the conjugate base. Three-component synthesis of 5-methoxyoxazoles and four-component synthesis of furopyrrolones involving Me alpha -(p-nitrophenyl)-alpha -isocyanoacetate (I) are described. E.g., reaction of I, morpholine, and cyclohexanal gave 92% 5-methoxyoxazole II. [on SciFinder (R)]Aldehydes; Amines Role: RCT (Reactant)RACT (Reactant or reagent) (three-component synthesis of 5-methoxyoxazoles and four-component synthesis of furopyrrolones involving Me alpha -(p-nitrophenyl)-alpha -isocyanoacetateaminesand aldehydes)methoxyoxazole prepn; oxazole methoxy prepn; furopyrrolone prepn; nitrophenylisocyanoacetate reaction amine aldehydeModulating the reactivity of alpha -isocyanoacetates: multicomponent synthesis of 5-methoxyoxazoles and furopyrrolonestext::journal::journal article::research article