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DOI: 10.1055/a-2601-4498
Synthesis of Boryl 1,4-Dicarbonyl Compounds via Dual Photoredox-NHC Catalysis
Visible-Light-Driven Borylacylation of Alkenes by NHC/Photoredox Dual Catalysis: Accessing Boryl 1,4-Dicarbonyl Architectures.
ACS Catal. 2025;
15: 7101-7111
DOI: 10.1021/acscatal.5c01396
Significance
Xuan and co-workers report a visible-light-driven borylacylation of alkenes using N-heterocyclic carbene and photoredox dual catalysis. This method enables the regioselective synthesis of β-boryl ketones through a three-component coupling of alkenes, acyl imidazoles and boranes. The strategy exhibits broad substrate scope, functional group tolerance, and operates under mild conditions. Mechanistic studies support the involvement of an acyl azolium intermediate and radical addition pathway.
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Comment
Traditionally, the construction of β-boryl ketones has relied on multistep sequences involving prefunctionalized starting materials. The reported transformation offers a complementary strategy by enabling direct, three-component coupling with high chemo- and diastereoselectivity. Future studies could explore an enantioselective variant of this transformation, as well as its application to more complex or heterocycle-containing alkene substrates, further enhancing its value in medicinal chemistry.
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Publication History
Article published online:
23 June 2025
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