Free Carboxylic Acids: The Trend of Radical Decarboxylative Functionalization

被引:48
|
作者
Li, Liubo [1 ,2 ]
Yao, Yan [1 ,2 ,3 ]
Fu, Niankai [1 ,2 ,3 ]
机构
[1] Chinese Acad Sci, Beijing Natl Lab Mol Sci, CAS Key Lab Mol Recognit, Beijing 100190, Peoples R China
[2] Chinese Acad Sci, Funct Inst Chem, Beijing 100190, Peoples R China
[3] Univ Chinese Acad Sci, Beijing 100049, Peoples R China
基金
中国国家自然科学基金;
关键词
decarboxylative functionalization; electrochemistry; electrophotochemistry; ligand-to-metal charge transfer (LMCT); photoredox; ALPHA-AMINO-ACIDS; TRANSITION-METAL; OXIDATIVE DECARBOXYLATION; ELECTROCHEMICAL OXIDATION; KINETIC CHARACTERISTICS; AROYLOXYL RADICALS; RECENT PROGRESS; PHOTOREDOX; LIGHT; ALKYLATION;
D O I
10.1002/ejoc.202300166
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The exceptional versatility of carboxylic acids has been extensively exploited in organic synthesis across several decades. There has been a recent upsurge of radical decarboxylative transformations. The process can be initiated under mild conditions, and the resultant radicals have orthogonal reactivities to closed-shell species, thus providing immense opportunities for streamlining novel reactions. The use of free carboxylic acids is the most desirable owing to its high atom and step economy. Aiming to demonstrate the attractiveness of the strategy and to inspire chemists to tackle existing challenges, this review outlines the recent advances on radical decarboxylative functionalization of free carboxylic acids.
引用
收藏
页数:14
相关论文
共 50 条
  • [41] Decarboxylative and Decarbonylative Borylation of Carboxylic Acids and Their Derivatives
    Li, Xiaoxian
    Wu, Lipeng
    CHINESE JOURNAL OF CHEMISTRY, 2024, 42 (24) : 3429 - 3440
  • [42] Photocatalytic Decarboxylative Fluoroalkylation of α,β-Unsaturated Carboxylic Acids
    Wang, Xiuling
    Wu, Yaxing
    Xu, Songlin
    Qu, Hongmei
    Chen, Chao
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2025, 28 (04)
  • [43] A highly selective decarboxylative deuteration of carboxylic acids
    Li, Nian
    Ning, Yunyun
    Wu, Xiaopeng
    Xie, Jin
    Li, Weipeng
    Zhu, Chengjian
    CHEMICAL SCIENCE, 2021, 12 (15) : 5505 - 5510
  • [44] Electrochemical Decarboxylative Elimination of Carboxylic Acids to Alkenes
    Yu, Jiage
    Liu, Teng
    Sun, Wanhao
    Zhang, Yunfei
    ORGANIC LETTERS, 2023, 25 (43) : 7816 - 7821
  • [45] Decarboxylative Nucleophilic Fluorination of Aliphatic Carboxylic Acids
    Yu, Qian
    Zhou, Donglin
    Ma, Junjun
    Song, Chunlan
    ORGANIC LETTERS, 2024, 26 (20) : 4257 - 4261
  • [46] Photoinduced Late-Stage Radical Decarboxylative and Deoxygenative Coupling of Complex Carboxylic Acids and Their Derivatives
    Ji, Cheng-Long
    Lu, Yi-Nan
    Xia, Siyu
    Zhu, Chengjian
    Zhu, Congqing
    Li, Weipeng
    Xie, Jin
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2025, 64 (09)
  • [47] Iron-catalyzed decarboxylative alkenylation of cycloalkanes with arylvinyl carboxylic acids via a radical process
    Zhao, Jincan
    Fang, Hong
    Han, Jianlin
    Pan, Yi
    BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2013, 9 : 1718 - 1723
  • [48] Development of radical decarboxylative nitrilation and oximation of carboxylic acids via redox activating NHPI esters
    Lee, Sam
    Fellows, Morgan
    Boaz, Nick
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2019, 257
  • [49] Copper-Catalyzed Decarboxylative Atom Transfer Radical Addition of Iododifluoroacetate to Alkynyl Carboxylic Acids
    Li, Gang
    Cao, Yi-Xuan
    Luo, Chen-Guang
    Su, Yi-Ming
    Li, Yan
    Lan, Quan
    Wang, Xi-Sheng
    ORGANIC LETTERS, 2016, 18 (19) : 4806 - 4809
  • [50] General Approach to Amides through Decarboxylative Radical Cross-Coupling of Carboxylic Acids and Isocyanides
    Yan, Qing
    Yuan, Qing-Jia
    Shatskiy, Andrey
    Alvey, Gregory R.
    Stepanova, Elena V.
    Liu, Jian-Quan
    Karkas, Markus D.
    Wang, Xiang-Shan
    ORGANIC LETTERS, 2024, 26 (16) : 3380 - 3385