24225-08-9Relevant articles and documents
Diels-Alder Reaction of Methanesulfonyl Cyanide with Cyclopentadiene. Industrial Synthesis of 2-Azabicyclohept-5-en-3-one
Griffiths, Gareth J.,Previdoli, Felix E.
, p. 6129 - 6131 (1993)
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Eosin-Mediated Alkylsulfonyl Cyanation of Olefins
Pirenne, Vincent,Kurtay, Gülbin,Voci, Silvia,Bouffier, Laurent,Sojic, Neso,Robert, Frédéric,Bassani, Dario M.,Landais, Yannick
supporting information, p. 4521 - 4525 (2018/08/09)
Eosin-Y (EY)-mediated alkylsulfonyl cyanation of olefins was shown to afford alkylsulfonyl nitriles in good yields. On the basis of transient absorption spectroscopy, the reaction was shown to proceed via photoinduced electron transfer from 3EY? to an O-cyanated derivative of the photocatalyst, formed in situ, with generation of the corresponding sulfinate that is oxidized by EY?.+ into a sulfonyl radical. Addition of the latter on the olefin, followed by a radical cyano group transfer, then furnished the nitrile along with a RSO2 radical sustaining the radical chain.