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DOI: 10.1055/s-0042-1751512
Visible-Light-Enabled Radical Alkynylborylation of Activated Alkenes
Funding: National Key Research and Development Program of China (2021YFC2101901); National Natural Science Foundation of China (22202060, 22122103, 21971108); Fundamental Research Funds for the Central Universities (020514380304, 020514380232, 020514380272); Funding Plan of Key Scientific Research Project of Colleges and Universities in Henan Province (23A150029); Doctoral Scientific Research Start-up Foundation from Henan University of Technology (2021BS080).
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Abstract
A photoredox-catalyzed protocol for performing radical difunctionalization of alkenes using N-heterocyclic carbene (NHC) boranes and alkynyl bromines is described. The alkynylborylation difunctionalization reaction involves photoredox generation of boryl radical, with subsequent radical addition to the double bond followed by the capture of alkynyl bromide to form a C–C bond. This method features mild reaction conditions, remarkable chemoselectivity, broad substrate scope and good to excellent yields (up to 89%). The modification of coumarin derivatives indicates that this approach can provide a useful route for the synthesis of complex alkynylborylated products.
Key words
photoredox catalysis - N-heterocyclic carbene boranes - alkynyl bromides - radical reaction - difunctionalizationSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0042-1751512.
- Supporting Information
Publikationsverlauf
Eingereicht: 11. August 2023
Angenommen nach Revision: 20. September 2023
Artikel online veröffentlicht:
31. Oktober 2023
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