A light-induced
redox-neutral Ni-catalyzed sp3 C–H
alkylation of unactivated alkenes with alkyl bromides possessing β-hydrogens
is described herein. The method is distinguished by its simplicity,
wide scope, and exquisite regio- and chemoselectivity profile, thus
offering an entry point to forge sp3–sp3 architectures.
Controlling the behaviour of terminal alkynes in metal-catalysed intermolecular tandem reactions is a formidable challenge despite the potential advantage offered by these strategies in modern synthesis. Herein, we describe that a nickel catalyst enables a tandem consisting in the rapid dimerization of terminal alkynes into 1,3-enynes and the cycloaddition of these intermediates with an azetidinone, an oxetanone and benzocyclobutenones. Significantly, the slow or sequential additions of reagents and catalysts is not required to orchestrate their reactivity. These results are in stark contrast with previous cycloadditions of terminal alkynes with those strained four-membered ring substrates, which previously led to oligomerization or cyclotrimerization, except in the case of tert-butylacetylene.
Herein, we describe a Ni-catalyzed photodehalogenation of aryl bromides under visible light irradiation that utilizes tetrahydrofuran as hydrogen source. The protocol obviates the need for exogeneous amine reductants or photocatalysts, and is characterized by its simplicity and broad scope, including challenging substrate combinations
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