939047-03-7Relevant articles and documents
Modulating the reactivity of α-isocyanoacetates: Multicomponent synthesis of 5-methoxyoxazoles and furopyrrolones
Bonne, Damien,Dekhane, Mouloud,Zhu, Jieping
, p. 2485 - 2488 (2007)
A simple approach to complexity: The reactivity pattern of α-isocyanoacetates can be tuned by modulating the acidity of the α C-H bond(s) against the nucleophilicity of the conjugate base. The unique reactivity of the α-(p-nitrophenyl)-α-isocyanoacetate 1 was exploited in a three-component synthesis of 5-methoxyoxazoles 2 and four-component synthesis of furopyrrolones 3. R1,R2,R 3 = alkyl, aryl, benzyl; R4 = aryl. (Chemical Equation Presented).
Exploiting the divergent reactivity of α-isocyanoacetate: Multicomponent synthesis of 5-alkoxyoxazoles and related heterocycles
Lalli, Claudia,Bouma, Marinus J.,Bonne, Damien,Masson, Geraldine,Zhu, Jieping
supporting information; experimental part, p. 880 - 889 (2011/03/19)
A novel multicomponent synthesis of 5-alkoxyoxazoles, based on a new reactivity profile of α-isocyanoacetates, is described. Thus, simply heating a solution of amine, aldehyde, and α-(EWG-phenyl)-α- isocyanoacetate or α-(4-pyridyl)-α-isocyanoacetate (EWG=