Tin-Free Generation of Alkyl Radicals from Alkyl 4-Pentynyl Sulfides via Homolytic Substitution at the Sulfur Atom

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• 作者：Giorgio Bencivenni ; Tommaso Lanza ; Rino Leardini ; Matteo Minozzi ; Daniele Nanni ; Piero Spagnolo ; Giuseppe Zanardi
• 刊名：Organic Letters
• 出版年：2008
• 出版时间：March 20, 2008
• 年：2008
• 卷：10
• 期：6
• 页码：1127 - 1130
• 全文大小：52K
• 年卷期：v.10,no.6(March 20, 2008)
• ISSN：1523-7052

文摘

BLE>Homolytic substitution at the sulfur atom of -(phenylsulfanyl)vinyl radicals, obtained by radical reaction of benzenethiol with easily accessiblealkyl 4-pentynyl sulfides, is a mild, effective, tin-free route for the generation of all types of alkyl radicals. This protocol can be employed inreductive defunctionalizations as well as cyclizations onto both electron-rich and electron-poor C-C double bonds.