Ring Annulation Versus Alkylation of Pyrrole With Α-Phosphoryl Ketones

Abstract

In this study; novel aryl, heteroaryl, pyrrolyl and phosphoryl groups containing pyrrolizines were synthesized by the ring annulation reaction of aryl or heteroaryl substituted alpha-phosphoryl-alpha,beta-unsaturated ketones with pyrrole under mild reaction conditions. This domino reaction involves scandium triflate catalyzed addition of pyrrole to the double bond of alpha-phosphoryl-alpha,beta-unsaturated ketones, carbonyl group and finally ring annulation sequences. The presented work provided a convenient way for the synthesis of novel bispyrrolic compounds. (C) 2016 Elsevier Ltd. All rights reserved.