Construction of Spirooxindole Skeleton Through Intramolecular Dieckmann Cyclization

Nat Prod Bioprospect. 2017 Jun;7(3):275-281. doi: 10.1007/s13659-017-0131-0. Epub 2017 May 8.

Abstract

A highly efficient and direct approach was developed to construct the structurally diverse spirooxindole skeleton, which is an important basic motif in natural products. Both the 3,3'-pyrrolidonyl spirooxindoles and spiroindolin-2-one δ-lactones were smoothly obtained by the intramolecular Dieckmann cyclization of oxindoles in excellent yield under mild conditions.

Keywords: Cyclization; Dieckmann reaction; Indole; Spirooxindole.