Electroinitiated Cation Chain Reaction: Intramolecular Carbon-Carbon Bond Formation between Thioacetal and Olefin Groups

Electroinitiated Cation Chain Reaction: Intramolecular Carbon-Carbon Bond Formation between Thioacetal and Olefin Groups

The treatment of an olefinic thioacetal with a catalytic amount of ArS(ArSSAr)+B(C6F5)4−, or the electrolysis of a mixture of an olefinic thioacetal and ArSSAr, gives rise to effective intramolecular carbon–carbon bond formation (see scheme). This transformation opens up great potential for electroi...

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Veröffentlicht in:Angewandte Chemie (International ed.) 2008-01, Vol.47 (13), p.2506-2508
Hauptverfasser: Matsumoto, Kouichi, Fujie, Shunsuke, Ueoka, Koji, Suga, Seiji, Yoshida, Jun-ichi
Format: Artikel
Sprache:eng
Schlagworte:
carbocations
electrochemistry
oxidation
sulfur
synthetic methods
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Zusammenfassung:The treatment of an olefinic thioacetal with a catalytic amount of ArS(ArSSAr)+B(C6F5)4−, or the electrolysis of a mixture of an olefinic thioacetal and ArSSAr, gives rise to effective intramolecular carbon–carbon bond formation (see scheme). This transformation opens up great potential for electroinitiated cation chain reactions in organic synthesis.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200705748