Activation of Cyanate Anions by Phosphine Radical Cations Enables Formal Hydrocarbamoylation of Alkenes.

ABSTRACT: Catalytic methods that enable functionalization of alkenes with radical intermediates generated from common feedstock chemicals are valuable in synthetic chemistry. In this study, we disclose a photocatalytic formal hydrocarbamoylation strategy for preparation of N-acyl iminophosphorane products from activated alkenes through isocyanate-derived phosphoranyl radicals. Mechanistic investigations suggest generation of the phosphoranyl radical by addition of a cyanate anion to a phosphine radical cation and provide support for its reactivity through the isocyanate moiety. This redox-neutral method enables hydrofunctionalization of diverse alkenylarene and electron-deficient alkene substrates containing sensitive groups such as epoxide, unactivated alkene, amine, or electron-rich and electron-d

SUBMITTER: Vojackova P 

PROVIDER: S-EPMC12828471 | biostudies-literature | 2026 Jan

REPOSITORIES: biostudies-literature