Transition metal-free [3 + 3] annulation of cyclopropanols with β-enamine esters to assemble nicotinate derivatives
Jun‐Long Zhan, Lin Zhu, Jia-Nan Bai, Jianbo Liu, Shihan Zhang, Yao-Qiang Xie, Bo-Mei Hu, Yang Wang, Wenjun Han
Abstract
A metal-free and efficient approach for the synthesis of structurally important nicotinates through 4-HO-TEMPO-mediated [3 + 3] annulation of cyclopropanols with β-enamine esters is presented. This protocol features high atom efficiency, green waste, simple operation and broad substrate scope. Moreover, the experiments of gram-scale synthesis and recovery of oxidants make this strategy more sustainable and practical.
Topics & Concepts
EnamineChemistryAnnulationCombinatorial chemistrySubstrate (aquarium)Scope (computer science)Transition metalReaction conditionsOrganic chemistryCatalysisComputer scienceGeologyProgramming languageOceanographyCatalytic C–H Functionalization MethodsCatalytic Alkyne ReactionsCyclopropane Reaction Mechanisms