Free radical phenylthio group transfer to nonactivated δ-carbon atom in the photolysis reactions of alkyl benzenesulfenates

✍ Scribed by Goran Petrović; Radomir N. Saičić; Živorad Čeković

• Book ID: 104257955
• Publisher: Elsevier Science
• Year: 1997
• Tongue: French
• Weight: 189 KB
• Volume: 38
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(97)01632-8

✦ Synopsis

A free radical phenylthio group transfer from oxygen to the non-activated 6-carbon atom was achieved by irradiation of alkyl benzenesulfenates I in the presence of hexabutylditin, and 6-phenylthio alcohols 2 were obtained in 35-91% yields. However, when reactions were performed in the presence of activated olefins an alkylation of cS-carbon occured and phenylthio ethers of type 3 were obtained in modest yields.