18436-04-9Relevant academic research and scientific papers
Dual gold and photoredox catalysis: visible light-mediated intermolecular atom transfer thiosulfonylation of alkenes
Li, Haoyu,Shan, Cuicui,Tung, Chen-Ho,Xu, Zhenghu
, p. 2610 - 2615 (2017/04/06)
Regioselective difunctionalization of alkenes has attracted significant attention from synthetic chemists and has the advantage of introducing diverse functional groups into vicinal carbons of common alkene moieties in a single operation. Herein, we report an unprecedented intermolecular atom transfer thiosulfonylation reaction of alkenes by combining gold catalysis and visible-light photoredox catalysis. A trifluoromethylthio group (SCF3) and other functionalized thio groups together with a sulfonyl group were regioselectively introduced into alkenes in the most atom economical manner. A detailed mechanism study indicated that a synergistic combination of gold catalysis and photoredox catalysis is crucial for this reaction.
NUCLEOPHILIC ADDITION TO STYRYL SULPHONES. PART I. A STUDY ON THE REGIOCHEMISTRY.
Benedetti, F.,Fabrissin, S.,Risaliti, A.
, p. 3887 - 3894 (2007/10/02)
Styryl sulphones undergo nucleophilic addition, with the nucleophile adding at the α- or the β-position, with respect to the sulphone group; β-attack is normally favoured over α-attack.Factors which can change the regioselectivity in favour of the addition of the nucleophile to the α-position are discussed for heteronucleophiles as well as carbon nucleophiles.
