Lewis Acid-Catalyzed Formal [2π+2σ] Cycloaddition of Bicyclobutanes with Quinoxalin-2(1<i>H</i>)-ones: Access to Quinoxaline-Fused Aza-Bicyclo[2.1.1]hexanes
Kuan Zhang, Shanghui Tian, Wenke Li, Xu Yang, Xin‐Hua Duan, Li‐Na Guo, Pengfei Li
Abstract
An efficient synthesis of quinoxaline-fused aza-bicyclo[2.1.1]hexanes bearing multiple quaternary carbon centers via the intermolecular [2π+2σ] cycloaddition of bicyclo[1.1.0]butanes and quinoxalin-2(1 H )-ones, facilitated by Lewis acid catalysis, is presented. This reaction is carried out under mild conditions and exhibits a broad substrate scope and excellent functional group tolerance.
Topics & Concepts
QuinoxalineCycloadditionChemistryBicyclic moleculeCatalysisLewis acids and basesMedicinal chemistryIntermolecular forceSubstrate (aquarium)Combinatorial chemistryStereochemistryOrganic chemistryMoleculeGeologyOceanographySynthesis and Biological EvaluationFluorine in Organic ChemistryOxidative Organic Chemistry Reactions