Radical Cation Cycloadditions Using Cleavable Redox Auxiliaries
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- 作者：Shishi Lin ; Shane D. Lies ; Christopher S. Gravatt ; Tehshik P. Yoon
- 刊名：Organic Letters
- 出版年：2017
- 出版时间：January 20, 2017
- 年：2017
- 卷：19
- 期：2
- 页码：368-371
- 全文大小：322K
- ISSN：1523-7052
文摘
The incorporation of an easily oxidized arylsulfide moiety facilitates the photocatalytic generation of alkene radical cations that undergo a variety of cycloaddition reactions with electron-rich reaction partners. The sulfide moiety can subsequently be reductively cleaved in a traceless fashion, affording products that are not otherwise directly accessible using photoredox catalysis. This approach constitutes a novel oxidative “redox auxiliary” strategy that offers a practical means to circumvent a fundamental thermodynamic limitation facing photoredox reactions.