TMSCl-Promoted Sulfonylation\nof Propargylic Alcohols\nwith Sodium Sulfinates for the Construction of (<i>E</i>)‑1,3-Disulfonylpropenes and (<i>E</i>)‑1-Sulfonylpropenols
A direct and novel transformation of propargylic alcohols\nwith\nsodium sulfinates for the regio- and stereoselective synthesis of\n(<i>E</i>)-1,3-disulfonylpropenes and (<i>E</i>)-1-sulfonylpropenols was successfully developed in the presence\nof TMSCl under mild conditions. The preliminary mechanistic experiments\ndemonstrated that the reaction underwent an unprecedented dual nucleophilic\nsubstitution/radical addition process, in which sodium sulfinates\nwere used not only as nucleophiles but also as a sulfonyl radical\nsource.
Publication Details
- Journal
- Figshare
- Published
- 2024-10-12
- DOI
- https://doi.org/10.1021/acs.joc.4c01829.s001
- Primary Topic
- Education Methods and Technologies
- Type
- article
- Field-Weighted Citation Impact
- 0.00