Photoredox-Catalyzed Three-Component Sulfonaminoalkynylation of Alkenes via a Radial/Polar Crossover

J Org Chem. 2025 Jan 21. doi: 10.1021/acs.joc.4c02796. Online ahead of print.

Abstract

We report a photoredox-catalyzed three-component sulfonaminoalkynylation of alkenes with N-aminopyridine salts and potassium alkynyltrifluoroborate salts. This aminoalkylation reaction underwent a radial/polar crossover mechanism, which was distinguished from the previous reports. A variety of β-alkynylated sulfonamides were obtained in moderate to excellent yields. The versatility of this method was further evidenced by its successful application in modifying biological molecules in advanced stages of development.