Recent advances in photocatalysis and metal-catalyzed, single-electron reductions of alkenes and epoxides have renewed interest in radical transformations. Such methods have enabled the formation of C(sp3)-C(sp3) bonds under ambient temperatures, mild conditions, and with regioselectivity unparalleled by polar, two-electron strategies. To further this effort, we report a novel alkylation method using thiols as carbon-centered radical precursors and phosphite as sulfur atom acceptor. We demonstrate the breadth and functional group compatibility of this platform by desulfuratively coupling thiols to a wide variety of alkenes: activated vinyl ethers, thioethers, and sulfides, as well as unactivated aliphatic alkenes and olefins bearing biologically relevant groups.

Radical mediated S-atom transfer enabled strategies for chemical synthesis

2019 Fall National Meeting

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.