Asymmetric dearomatization of 2-nitrobenzofurans by organocatalyzed one-step Michael addition to access 3,3′-disubstituted oxindoles
Zhen-Zhen Ge, Lei Yang, Yong You, Zhen‐Hua Wang, Ke-Xin Xie, Ming‐Qiang Zhou, Jian‐Qiang Zhao, Wei‐Cheng Yuan
Abstract
An efficient enantioselective dearomatization of 2-nitrobenzofurans was realized via an organocatalyzed one-step Michael addition process. This method provides a facile strategy to access a range of structurally diverse 3,3'-disubstituted oxindoles, which feature an intriguing combination of two privileged motifs including 3-pyrrolyl-substituted-oxindoles and 2,3-dihydrobenzofurans substructures, in excellent results.
Topics & Concepts
Michael reactionEnantioselective synthesisChemistryCombinatorial chemistryOrganocatalysisOrganic chemistryStereochemistryCatalysisAsymmetric Synthesis and CatalysisCatalytic C–H Functionalization MethodsSynthesis and Catalytic Reactions