2025/05/27 by Kanata Togishi, Yamato Goto, Sho Murakami +1 · 1 voice
Chemistry · #Radical Photochemical Reactions #Catalytic C–H Functionalization Methods #Sulfur-Based Synthesis Techniques
paper · doi:10.1021/acs.orglett.5c01533
openalex publication_date 2025/05/27 · openalex created_date 2025/10/10 · openalex updated_date 2026/07/22
We have developed the N-heterocyclic carbene/organic photoredox-cocatalyzed acyl azolation of styrenes using acyl azoles. The cooperative action of organic photoredox catalysis and NHC catalysis enabled C-N bond cleavage of the acyl azole and the insertion of the C-C double bond in styrene with complete regioselectivity. The radical cation species, generated by single electron oxidation of alkene, subsequently reacted with the nitrogen nucleophile and ketyl radical intermediate to accomplish insertion of alkene into the C-N bond.