Visible-light-induced bifunctionalisation of (homo)propargylic amines with CO2 and arylsulfinates

Literature Information

Publication Date 2023-10-31
DOI 10.1039/D3CC04160C
Impact Factor 6.222
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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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