Photoredox-Catalyzed Selective α-Scission of PR3–OH Radicals to Access Hydroalkylation of Alkenes,Organic Letters

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Photoredox-Catalyzed Selective α-Scission of PR3–OH Radicals to Access Hydroalkylation of Alkenes
Organic Letters ( IF 4.9 ) Pub Date : 2023-12-08 , DOI: 10.1021/acs.orglett.3c03632
Zhen-Zhen Xie ₁ , Zi-Hao Liao ₁ , Yu Zheng _{1,

2} , Chu-Ping Yuan ₁ , Jian-Ping Guan ₁ , Ming-Zhi Li ₁ , Ke-Yi Deng ₁ , Hao-Yue Xiang ₁ , Kai Chen ₁ , Hua Yang ₁

Affiliation

Photoinduced generation of phosphoranyl radicals offers a versatile strategy to access a variety of synthetically valuable radicals. A long-standing challenge remains in the regulation of phosphoranyl radical to undergo α-scission pathway, although the β-scission mode has been intensively studied. We herein developed an unprecedented protocol for selective α-scission of the P(OH)R₃ radical intermediate under photocatalytic conditions. This efficient P–C bond cleavage via α-scission of the P(OH)R₃ radicals has been successfully utilized in the alkylation/fluoroalkylation of alkenes.

中文翻译：

光氧化还原催化 PR3-OH 自由基的选择性 α-断裂以实现烯烃的加氢烷基化

光诱导产生正膦基自由基提供了一种通用策略来获取各种具有合成价值的自由基。尽管β-断裂模式已被深入研究，但调节正膦基自由基进行α-断裂途径仍然是一个长期存在的挑战。我们在此开发了一种前所未有的方案，用于在光催化条件下选择性 α-裂解 P(OH)R ₃自由基中间体。这种通过 P(OH)R ₃自由基的 α-断裂实现的有效 P-C 键断裂已成功用于烯烃的烷基化/氟烷基化。

更新日期：2023-12-08

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