Cycloaddition Reactions of Alkene Radical Cations using Iron(III)‐Phenanthroline Complex
Yong Hyun Cho, Jae Hyung Kim, Hyeju An, Kwang‐Hyun Ahn, Eun Joo Kang
Abstract
Abstract Single electron oxidation of electron‐rich alkenes using the iron(III)‐phenanthroline complex produced electrophilic alkene radical cations, which promoted efficient radical cation [2+1] cycloaddition reactions with diazo compounds. Subsequent chain propagation afforded tri‐ and tetra‐substituted cyclopropanes. This methodology was also expanded to [3+2] cycloaddition reactions with vinyl diazoesters, validating this sustainable, first‐row transition metal iron system for the single electron redox reactions. magnified image
Topics & Concepts
ChemistryCycloadditionAlkenePhenanthrolineRedoxElectrophilePhotochemistryRadical ionDiazoMedicinal chemistryOrganic chemistryCatalysisIonCyclopropane Reaction MechanismsCatalytic C–H Functionalization MethodsOxidative Organic Chemistry Reactions