Alkoxydienamides 2 have been synthesized exploiting the reactivity of a,b-unsaturated acetals 1 with isocyanates in the presence of Schlosser’s superbase LIC–KOR. In a mild acidic medium, 2 can then be promptly converted both into a-ketoamides 3 and into substituted 2-pyrrolidinones 4 or imino ethers 5 by choosing the appropriate experimental conditions.
Superbase promoted synthesis of dienamides as useful intermediates for the synthesis of a-ketoamides, g-lactams and cyclic imino ethers
BLANGETTI, Marco;DEAGOSTINO, Annamaria;MARABELLO, Domenica;PRANDI, Cristina;VENTURELLO, Paolo
2011-01-01
Abstract
Alkoxydienamides 2 have been synthesized exploiting the reactivity of a,b-unsaturated acetals 1 with isocyanates in the presence of Schlosser’s superbase LIC–KOR. In a mild acidic medium, 2 can then be promptly converted both into a-ketoamides 3 and into substituted 2-pyrrolidinones 4 or imino ethers 5 by choosing the appropriate experimental conditions.
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