Carbosulfonylation of Alkynes: A Direct Conversion of sp-C to sp 3 -C through Visible Light-Mediated 3-Component Reaction.

Autor: Bhargava Reddy M; Centre for Synthesis & Chemical Biology, UCD School of Chemistry, Belfield, Dublin 4, Ireland.; A2P CDT in Sustainable Chemistry and BiOrbic Bioeconomy SFI Research Centre, University College Dublin, Belfield, Dublin 4, Ireland., Becker VE; Centre for Synthesis & Chemical Biology, UCD School of Chemistry, Belfield, Dublin 4, Ireland., McGarrigle EM; Centre for Synthesis & Chemical Biology, UCD School of Chemistry, Belfield, Dublin 4, Ireland.; A2P CDT in Sustainable Chemistry and BiOrbic Bioeconomy SFI Research Centre, University College Dublin, Belfield, Dublin 4, Ireland.
Jazyk: angličtina
Zdroj: Organic letters [Org Lett] 2024 Sep 20; Vol. 26 (37), pp. 7858-7863. Date of Electronic Publication: 2024 Sep 11.
DOI: 10.1021/acs.orglett.4c02700
Abstrakt: A 3-component metal-free carbosulfonylation of alkynes is reported using readily available alkyl carboxylic acids and arylsulfinates under visible light irradiation. This photochemical approach gives direct conversion of sp-C to sp 3 -C yielding highly functionalized alkyl sulfones. It employs feedstock chemicals as starting materials and shows a broad substrate scope and moderate diastereoselectivity. The method's utility is highlighted in the synthesis of sedum alkaloids. A single photocatalyst is proposed to be active in two distinct photocatalytic cycles operating in tandem.
Databáze: MEDLINE