Publication | Closed Access
Migratory Arylboration of Unactivated Alkenes Enabled by Nickel Catalysis
45
Citations
45
References
2019
Year
Cross-coupling ReactionEngineeringAlkene MetathesisNatural SciencesDiversity-oriented SynthesisCatalytic SynthesisOrganic ChemistryOrganometallic CatalysisCatalysisNickel CatalysisChemistryMolecular CatalysisUnprecedented ArylborationBiomolecular EngineeringGood Regioselectivity
Abstract An unprecedented arylboration of unactivated terminal alkenes, featuring 1, n ‐regioselectivity, has been achieved by nickel catalysis. The nitrogen‐based ligand plays an essential role in the success of this three‐component reaction. This transformation displays good regioselectivity and excellent functional‐group tolerance. In addition, the incorporation of a boron group into the products provides substantial opportunities for further transformations. Also demonstrated is that the products can be readily transformed into pharmaceutically relevant molecules. Unexpectedly, preliminary mechanistic studies indicate that although the metal migration favors the α‐position of boron, selective and decisive bond formation is favored at the benzylic position.
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