An Olefinic 1,<scp>2‐<i>α</i>‐Boryl</scp> Migration Enables 1,<scp>2‐Bis</scp>(boronic esters) via <scp>Radical‐Polar</scp> Crossover Reaction
Feng Zhang, Shangteng Liao, Zhou Lü, Kai Yang, Chenglan Wang, Yixian Lou, Cece Wang, Qiuling Song
Abstract
Comprehensive Summary A radical‐induced 1,2‐ α ‐boryl migration through radical polar crossover reactions has been described. In this work, in situ formed vinyldiboron “ate” complexes from alkenyl Grignard reagent and diborylalkanes react with commercial radical precursors under light initiation. This three‐component process enables diborylation of alkene. This protocol features high atom economy, a broad substrate scope as well as good functional group toleration with mild conditions.
Topics & Concepts
ChemistryReagentSubstrate (aquarium)AlkeneAdductRadicalMedicinal chemistryStereochemistryOrganic chemistryCatalysisGeologyOceanographyOrganoboron and organosilicon chemistryRadical Photochemical ReactionsCatalytic C–H Functionalization Methods