163977-73-9Relevant academic research and scientific papers
Thiol radical addition to alkynes. Sulfanyl radical addition and hydrogen atom abstraction relative reaction rates
Melandri, Daniela,Montevecchi, Pier Carlo,Navacchia, Maria Luisa
, p. 12227 - 12236 (1999)
2-(Toluenesulfanyl)- 1 and 2-(benzenesulfanyl)-phenylacetylene 10 reacted with benzenethiol and toluenethiol, respectively, in the presence of AIBN at 84 and 154°C to give products deriving from vinyl radicals 2 which undergo hydrogen abstraction reaction
Radical Cation Cycloadditions Using Cleavable Redox Auxiliaries
Lin, Shishi,Lies, Shane D.,Gravatt, Christopher S.,Yoon, Tehshik P.
supporting information, p. 368 - 371 (2017/04/21)
The incorporation of an easily oxidized arylsulfide moiety facilitates the photocatalytic generation of alkene radical cations that undergo a variety of cycloaddition reactions with electron-rich reaction partners. The sulfide moiety can subsequently be reductively cleaved in a traceless fashion, affording products that are not otherwise directly accessible using photoredox catalysis. This approach constitutes a novel oxidative “redox auxiliary” strategy that offers a practical means to circumvent a fundamental thermodynamic limitation facing photoredox reactions.
