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Updated: Jul 12, 2025

Versatile CO2 Transformations into Complex Products: A One-pot Two-step Strategy
Published on: November 9, 2019
Visible-light-induced bifunctionalisation of (homo)propargylic amines with CO2 and arylsulfinates
Mandapati Bhargava Reddy1,2, Eoghan M McGarrigle1,2
1Centre for Synthesis & Chemical Biology, UCD School of Chemistry, University College Dublin, Belfield, Dublin 4, Ireland. eoghan.mcgarrigle@ucd.ie.
Abstract:
An unprecedented carboxylative sulfonylation of (homo)propargyl amines with CO2 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.
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