The acrylamide moiety as an activated alkene component in the intramolecular Baylis-Hillman reaction: Facile synthesis of functionalized α-methylene lactam and spirolactam frameworks

Abstract

A facile strategy for the intramolecular Baylis-Hillman reaction by utilizing an acrylamide moiety as an activated alkene component was developed, which thus provides a convenient protocol for obtaining five-and six-membered α-methylene lactam and spirolactam derivatives. An intramolecular Baylis-Hillman reaction by using an acrylamide moiety as an activated alkene and an aldehyde as the electrophile component is described. Thus, a simple synthetic strategy for obtaining α-methylene (γ-and δ-)lactam and spiro-γ-lactam derivatives is provided. DABCO = 1,4-diazabicyclo[2.2. 2]octane. Copyright © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.