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Silver-Catalyzed Cascade Reaction of β‑Enaminones and Isocyanoacetates To Construct Functionalized Pyrroles

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journal contribution
posted on 28.02.2017, 15:54 by Guichun Fang, Jianquan Liu, Junkai Fu, Qun Liu, Xihe Bi
An unexpected silver-catalyzed cascade reaction of β-enaminones and isocyanoacetates affording functionalized pyrrole derivatives is reported. In this reaction, tautomeric equilibria of β-enaminones are utilized to generate imine partners in situ. A hypothesized sequential Mannich addition/cyclization of imine tautomers and isocyanoacetates followed by an unprecedented ring-opening of the resultant 2-imidazolines and dehydration–condensation deliver the final 1,2,4,5-tetrasubstituted pyrrole products.