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通过二苯基膦对烯烃和炔烃进行电化学驱动的氢膦化反应。

Electrochemically driven hydrophosphination of alkenes and alkynes with diphenylphosphine.

作者信息

Zhang Xichen, Zhao Fuhui, Qiu Hui, Xue Fei, Ma Mengtao

机构信息

Department of Chemistry and Materials Science, College of Science, Nanjing Forestry University, Nanjing 210037, China.

出版信息

Org Biomol Chem. 2025 Jul 8;23(27):6533-6537. doi: 10.1039/d5ob00764j.

DOI:10.1039/d5ob00764j
PMID:40548427
Abstract

We herein report a mild, efficient, and sustainable electrochemical method for the hydrophosphination of a broad range of alkynes and alkenes with diphenylphosphine. This transition metal-free and additive-free protocol exhibits wide substrate compatibility, delivering the corresponding vinylphosphines and alkylphosphines in good to excellent yields. Moreover, the method is scalable to gram-scale synthesis and enables further transformations in an efficient manner. Mechanistic studies suggest that the reaction proceeds electrochemically induced addition of diphenylphosphinyl radicals to alkynes or alkenes.

摘要

我们在此报告一种温和、高效且可持续的电化学方法,用于使多种炔烃和烯烃与二苯基膦进行氢膦化反应。这种无过渡金属且无添加剂的方案具有广泛的底物兼容性,能以良好至优异的产率得到相应的乙烯基膦和烷基膦。此外,该方法可扩展至克级规模的合成,并能以高效方式实现进一步转化。机理研究表明,该反应通过电化学诱导二苯基膦酰基自由基加成到炔烃或烯烃上进行。

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