Ni-catalyzed regioselective hydrobenzylation of alkenes to afford C(sp3)–C(sp3) bonds using BH3 as a reductant?
Organic Chemistry Frontiers Pub Date: 2022-11-22 DOI: 10.1039/D2QO01510B
Abstract
The nickel-catalyzed reductive olefin hydrocarbonation reaction is one of the powerful tools for the formation of C(sp3)–C bonds. However, the reductive coupling of alkenes with benzyl halides to afford alkyl–benzyl products has rarely been studied using the well-established Ni/SiH methods. Herein, we report a method of Ni-catalyzed regioselective hydrobenzylation of unactivated alkenes to afford anti-Markovnikov products using BH3 as a reductant. This method exhibits good functional group tolerance, a wide scope and high regioselectivity. The mild conditions enable the coupling of terminal and internal alkenes with primary and secondary benzyl halides.
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Journal Name:Organic Chemistry Frontiers
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CAS no.: 89640-58-4