Advances in Direct Fluoroalkylation of Organic Substrates with Partially Fluorinated Alkyl Motivs

IF 11.3 1区化学 Q1 CHEMISTRY, PHYSICAL ACS Catalysis Pub Date : 2024-10-11 DOI:10.1021/acscatal.4c04986

Sebastian Barata-Vallejo, Sergio M. Bonesi, Al Postigo

{"title":"Advances in Direct Fluoroalkylation of Organic Substrates with Partially Fluorinated Alkyl Motivs","authors":"Sebastian Barata-Vallejo, Sergio M. Bonesi, Al Postigo","doi":"10.1021/acscatal.4c04986","DOIUrl":null,"url":null,"abstract":"Partially fluorinated alkyl groups other than methyl are increasingly playing crucial roles in the development of fluorinated drugs with diverse biological activities, thus creating an innovative chemical space within organofluorine chemistry. For studies of structure–activity relationships, late-stage modification with such groups or substituents into substrates that bear biological activity is essential. This perspective will study catalytic protocols for the direct introduction of partially fluorinated alkyl groups such monofluoroalkylated (−CHFR, –CH2CH2F), difluoroalkylated (−CF2Me, –CH2CF2H), trifluoroalkylated (−CHR(CF3), –CH2CF3, –CH2CH2CF3, –CH(Me)CF3, –C(Me)2CF3), and pentafluoropropylated (−CH2C2F5) onto (hetero)aromatic compounds, double bonds, isonitriles, alkyl halides, and N, O, and S atoms.","PeriodicalId":9,"journal":{"name":"ACS Catalysis ","volume":null,"pages":null},"PeriodicalIF":11.3000,"publicationDate":"2024-10-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"ACS Catalysis ","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1021/acscatal.4c04986","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, PHYSICAL","Score":null,"Total":0}

引用次数: 0

Abstract

Partially fluorinated alkyl groups other than methyl are increasingly playing crucial roles in the development of fluorinated drugs with diverse biological activities, thus creating an innovative chemical space within organofluorine chemistry. For studies of structure–activity relationships, late-stage modification with such groups or substituents into substrates that bear biological activity is essential. This perspective will study catalytic protocols for the direct introduction of partially fluorinated alkyl groups such monofluoroalkylated (−CHFR, –CH₂CH₂F), difluoroalkylated (−CF₂Me, –CH₂CF₂H), trifluoroalkylated (−CHR(CF₃), –CH₂CF₃, –CH₂CH₂CF₃, –CH(Me)CF₃, –C(Me)₂CF₃), and pentafluoropropylated (−CH₂C₂F₅) onto (hetero)aromatic compounds, double bonds, isonitriles, alkyl halides, and N, O, and S atoms.

Abstract Image

查看原文

微信好友朋友圈 QQ好友复制链接

本刊更多论文

有机底物与部分氟化烷基基团直接氟烷基化的研究进展

甲基以外的部分氟化烷基在具有多种生物活性的氟化药物的开发中发挥着越来越重要的作用，从而在有机氟化学领域创造了一个创新的化学空间。对于结构-活性关系的研究而言，将此类基团或取代基后期修饰为具有生物活性的底物至关重要。本视角将研究直接引入部分氟化烷基的催化协议，如单氟化烷基（-CHFR、-CH2CH2F）、二氟化烷基（-CF2Me、-CH2CF2H）、三氟化烷基（-CF2Me、-CH2CF2H）和-CH2CH2F、三氟烷基化（-CHR(CF3)、-CH2CF3、-CH2CH2CF3、-CH(Me)CF3、-C(Me)2CF3）和五氟丙基化（-CH2C2F5）到（杂）芳香族化合物、双键、异腈、烷基卤化物以及 N、O 和 S 原子上。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

求助全文

约1分钟内获得全文去求助

来源期刊

ACS Catalysis CHEMISTRY, PHYSICAL-

CiteScore

20.80

自引率

6.20%

发文量

1253

审稿时长

1.5 months

期刊介绍： ACS Catalysis is an esteemed journal that publishes original research in the fields of heterogeneous catalysis, molecular catalysis, and biocatalysis. It offers broad coverage across diverse areas such as life sciences, organometallics and synthesis, photochemistry and electrochemistry, drug discovery and synthesis, materials science, environmental protection, polymer discovery and synthesis, and energy and fuels. The scope of the journal is to showcase innovative work in various aspects of catalysis. This includes new reactions and novel synthetic approaches utilizing known catalysts, the discovery or modification of new catalysts, elucidation of catalytic mechanisms through cutting-edge investigations, practical enhancements of existing processes, as well as conceptual advances in the field. Contributions to ACS Catalysis can encompass both experimental and theoretical research focused on catalytic molecules, macromolecules, and materials that exhibit catalytic turnover.