Meizhong Tang, Ye Wang, Shenlin Huang, Lan-Gui Xie
{"title":"Stabilized carbon radical-mediated three-component polyfluoroalkylation of amino acid derivatives","authors":"Meizhong Tang, Ye Wang, Shenlin Huang, Lan-Gui Xie","doi":"10.1039/d5qo00208g","DOIUrl":null,"url":null,"abstract":"A three-component protocol for polyfluoroalkylation of amino acid derivatives has been developed. The captodatively-stabilized carbon radical-mediated radical carbon-carbon bond formation facilitates the assembly of amino acid derivative, styrene and readily available polyfluoroalkyl source. Various perfluoroalkyl and polyfluoroalkyl groups are demonstrated applicable for the derivation of amino acid compounds. Benzofuran and indole derivatives can also serve as the component to ligate fluoroalkyls and amino acid derivatives, providing the possibility to dearomative dialkylation of biorelevant fragments.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":"32 1","pages":""},"PeriodicalIF":4.6000,"publicationDate":"2025-03-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic Chemistry Frontiers","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1039/d5qo00208g","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
A three-component protocol for polyfluoroalkylation of amino acid derivatives has been developed. The captodatively-stabilized carbon radical-mediated radical carbon-carbon bond formation facilitates the assembly of amino acid derivative, styrene and readily available polyfluoroalkyl source. Various perfluoroalkyl and polyfluoroalkyl groups are demonstrated applicable for the derivation of amino acid compounds. Benzofuran and indole derivatives can also serve as the component to ligate fluoroalkyls and amino acid derivatives, providing the possibility to dearomative dialkylation of biorelevant fragments.
期刊介绍:
Organic Chemistry Frontiers is an esteemed journal that publishes high-quality research across the field of organic chemistry. It places a significant emphasis on studies that contribute substantially to the field by introducing new or significantly improved protocols and methodologies. The journal covers a wide array of topics which include, but are not limited to, organic synthesis, the development of synthetic methodologies, catalysis, natural products, functional organic materials, supramolecular and macromolecular chemistry, as well as physical and computational organic chemistry.