Morita-Baylis-Hillman reaction of acrylamide with isatin derivatives

Beilstein J Org Chem. 2014 Dec 12:10:2975-80. doi: 10.3762/bjoc.10.315. eCollection 2014.

Abstract

The Morita-Baylis-Hillman reaction of acrylamide, as an activated alkene, has seen little development due to its low reactivity. We have developed the reaction using isatin derivatives with acrylamide, DABCO as a promoter and phenol as an additive in acetonitrile. The corresponding aza version with acrylate and acrylonitrile has also been developed resulting in high product yields.

Keywords: Morita–Baylis–Hillman; acrylamide; isatin; ketimine; phenol.