Rh(III)-Catalyzed [3 + 2] Annulation/Pinacol Rearrangement Reaction of Enaminones with Iodonium Ylides: Direct Synthesis of 2-Spirocyclo-pyrrol-3-ones
Mingshuai Zhang, Longkun Chen, Haifeng Sun, Zhuoyuan Liu, Sheng‐Jiao Yan, Fuchao Yu
Abstract
A novel Rh(III)-catalyzed cascade alkenyl C-H activation/[3 + 2] annulation/pinacol rearrangement reaction of enaminones with iodonium ylides has been developed. This methodology provides a new and straightforward synthetic strategy to afford highly functionalized 2-spirocyclo-pyrrol-3-ones in satisfactory yield from readily available starting materials under mild conditions. Moreover, gram-scale reactions and further derivatization experiments are implemented to demonstrate the potential utility of this developed approach.
Topics & Concepts
AnnulationChemistryCatalysisDerivatizationPinacolYield (engineering)Combinatorial chemistryReaction conditionsCascadeOrganic chemistryMedicinal chemistryMaterials scienceHigh-performance liquid chromatographyChromatographyMetallurgyCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsCyclopropane Reaction Mechanisms