光氧化还原催化PR-OH自由基的选择性α-断裂以实现烯烃的氢烷基化反应。
Photoredox-Catalyzed Selective α-Scission of PR-OH Radicals to Access Hydroalkylation of Alkenes.
作者信息
Xie Zhen-Zhen, Liao Zi-Hao, Zheng Yu, Yuan Chu-Ping, Guan Jian-Ping, Li Ming-Zhi, Deng Ke-Yi, Xiang Hao-Yue, Chen Kai, Yang Hua
机构信息
College of Chemistry and Chemical Engineering, Central South University, Changsha 410083, P. R. China.
School of Physical Science and Technology, ShanghaiTech University, Shanghai 201210, P. R. China.
出版信息
Org Lett. 2023 Dec 22;25(50):9014-9019. doi: 10.1021/acs.orglett.3c03632. Epub 2023 Dec 8.
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)R radical intermediate under photocatalytic conditions. This efficient P-C bond cleavage via α-scission of the P(OH)R radicals has been successfully utilized in the alkylation/fluoroalkylation of alkenes.
光诱导生成磷酰基自由基为获取各种具有合成价值的自由基提供了一种通用策略。尽管对β-断裂模式进行了深入研究，但在调控磷酰基自由基以使其发生α-断裂途径方面仍存在长期挑战。我们在此开发了一种前所未有的方法，用于在光催化条件下选择性地使P(OH)R自由基中间体发生α-断裂。这种通过P(OH)R自由基的α-断裂实现的高效P-C键裂解已成功应用于烯烃的烷基化/氟烷基化反应中。
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