Jianming Huang, Qiannan Wang, Xinyu Wang, Prof. Jin Song, Prof. Chang Guo
{"title":"Electrochemical Radical Allylation Reaction of Arylphosphine Oxides","authors":"Jianming Huang, Qiannan Wang, Xinyu Wang, Prof. Jin Song, Prof. Chang Guo","doi":"10.1002/cctc.202401650","DOIUrl":null,"url":null,"abstract":"<p>Functionalized organophosphorus compounds are key structural motifs in many natural products and pharmaceutical chemicals. Herein, we describe the electrochemical radical allylation reaction for the direct and efficient construction of C(sp<sup>3</sup>)─P bonds. A wide range of arylphosphine oxides and allylsilanes were well tolerated, providing valuable organophosphorus compounds with generally good yields. Mechanistic studies indicate that a phosphoryl radical is generated through a single-electron transfer oxidation process and plays a pivotal role in the reaction pathway.</p>","PeriodicalId":141,"journal":{"name":"ChemCatChem","volume":"17 4","pages":""},"PeriodicalIF":3.8000,"publicationDate":"2024-11-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"ChemCatChem","FirstCategoryId":"92","ListUrlMain":"https://onlinelibrary.wiley.com/doi/10.1002/cctc.202401650","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, PHYSICAL","Score":null,"Total":0}
引用次数: 0
Abstract
Functionalized organophosphorus compounds are key structural motifs in many natural products and pharmaceutical chemicals. Herein, we describe the electrochemical radical allylation reaction for the direct and efficient construction of C(sp3)─P bonds. A wide range of arylphosphine oxides and allylsilanes were well tolerated, providing valuable organophosphorus compounds with generally good yields. Mechanistic studies indicate that a phosphoryl radical is generated through a single-electron transfer oxidation process and plays a pivotal role in the reaction pathway.
期刊介绍:
With an impact factor of 4.495 (2018), ChemCatChem is one of the premier journals in the field of catalysis. The journal provides primary research papers and critical secondary information on heterogeneous, homogeneous and bio- and nanocatalysis. The journal is well placed to strengthen cross-communication within between these communities. Its authors and readers come from academia, the chemical industry, and government laboratories across the world. It is published on behalf of Chemistry Europe, an association of 16 European chemical societies, and is supported by the German Catalysis Society.