One electron transfer reaction of phenyl vinyl sulfides with dioxygen. The fate of the intermediate vinyl sulfide radical cations
Mild reaction of phenyl vinyl sulfides with dioxygen can lead to the eventual formation of rearranged vinyl sulfides and/or carbonyl-containing sulfide products, which are believed to result from decomposition of initially-formed vinyl sulfide radical cations. Supporting evidence is provided by the comparable findings obtained from the one electron oxidation of one vinyl sulfide by cerium (IV) ammonium nitrate.
Benati,Montevecchi,Nanni,Spagnolo
p. 3595 - 3598
(2007/10/02)
Electrophilic Addition of 4'-Nitrobenzenesulphenanilide to Alkynes in Acetic Acid. A Synthesis of β-Acetoxyvinyl Sulphides
4'-Nitrobenzenesulphenanilide reacts at room temperature with simple alkyl- and aryl-alkynes in acetic acid in the presence of boron trifluoride-diethyl ether to afford products of acetoxysulphenylation in moderate to good yields.The addition products are
A CONVENIENT SYNTHESIS OF Β-KETO PHENYL SULPHIDES FROM ALKYNES.
β-Keto sulphides can be conveniently prepared by BF3-promoted reaction of 4'-nitrobenzenesulphenanilide in acetonitrile or acetic acid and subsequent hydrolysis of the resulting β-acetamidino- or β-acetoxy-vinyl phenyl sulphides.
Benati, L.,Montevecchi, P.C.,Spagnolo, P.
p. 2381 - 2384
(2007/10/02)
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