Nickel(II)-Catalyzed Borylation of Alkenyl Methyl Ethers via C–O Bond Cleavage
Xiaodong Qiu, Yangyang Li, Li Zhou, Peishan Chen, Fan Li, Yanan Zhang, Yong Ling
Abstract
A new protocol has been developed for the borylation of conjugated alkenyl methyl ethers using B2Pin2 via C–O bond cleavage catalyzed by Ni(II). In this cross-coupling reaction, both E/Z isomers of alkenyl ethers are converted into (E)-alkenyl boronic esters with good reactivity. This transformation exhibits high chemoselectivity in the presence of competitive C–O bonds such as aryl ether, ester, amide, and thioether groups, thus providing a new method for the construction of various alkenyl boronates.
Topics & Concepts
ChemistryBorylationChemoselectivityCatalysisEtherArylBond cleavageThioetherCleavage (geology)Medicinal chemistryAmideStereochemistryOrganic chemistryGeotechnical engineeringEngineeringAlkylFracture (geology)Organoboron and organosilicon chemistryCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling Reactions