Visible-light-induced bifunctionalisation of (homo)propargylic amines with CO 2 and arylsulfinates.

Autor:	Reddy MB; Centre for Synthesis & Chemical Biology, UCD School of Chemistry, University College Dublin, Belfield, Dublin 4, Ireland. eoghan.mcgarrigle@ucd.ie.; A2P CDT in Sustainable Chemistry and BiOrbic Bioeconomy SFI Research Centre, University College Dublin, Belfield, Dublin 4, Ireland., McGarrigle EM; Centre for Synthesis & Chemical Biology, UCD School of Chemistry, University College Dublin, Belfield, Dublin 4, Ireland. eoghan.mcgarrigle@ucd.ie.; A2P CDT in Sustainable Chemistry and BiOrbic Bioeconomy SFI Research Centre, University College Dublin, Belfield, Dublin 4, Ireland.
Jazyk:	angličtina
Zdroj:	Chemical communications (Cambridge, England) [Chem Commun (Camb)] 2023 Nov 16; Vol. 59 (92), pp. 13711-13714. Date of Electronic Publication: 2023 Nov 16.
DOI:	10.1039/d3cc04160c
Abstrakt:	An unprecedented carboxylative sulfonylation of (homo)propargyl amines with CO 2 and sodium arylsulfinates under visible light irradiation has been developed with high efficiency. This ruthenium-catalysed photochemical protocol offers broad substrate scope giving 2-oxazolidinones and 2-oxazinones bearing alkyl sulfones in good yields under ambient reaction conditions. An in situ double bond isomerisation occurs in tandem. A mechanistic rationale for these radical-initiated carboxylative cyclisations involving sulfinyl radicals is presented, supported by control and quenching experiments.
Databáze:	MEDLINE
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