Cooperative iodine and photoredox catalysis for direct oxidative lactonization of carboxylic acids

被引：40
|
作者：
Duhamel, Thomas [1 ,2 ]
Muniz, Kilian [1 ,3 ]
机构：
[1] Inst Chem Res Catalonia ICIQ, Barcelona Inst Sci & Technol, Ave Paisos Catalans 16, Tarragona 43007, Spain
[2] Univ Oviedo, E-33006 Oviedo, Spain
[3] ICREA, Pg Lluis Companys 23, Barcelona 08010, Spain
来源：
CHEMICAL COMMUNICATIONS | 2019年 / 55卷 / 07期
关键词：
ELECTRON-TRANSFER; RADICALS; ALKYLATION; AMINATION; IONS; DECARBOXYLATION; DERIVATIVES; ACCESS; OXYGEN; SALTS;
D O I：
10.1039/c8cc08594c
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A new method for the formation of gamma- and delta-lactones from carboxylic acids through direct conversion of benzylic C-H to C-O bonds is described. The reaction is conveniently induced by visible light and relies on a mild cooperative catalysis by the combination of molecular iodine and an organic dye.
引用
收藏
页码：933 / 936
页数：4
相关论文
共 50 条
  • [1] Decarboxylative Alkynylation and Cyanation of Carboxylic Acids using Photoredox Catalysis and Hypervalent Iodine Reagents
    Le Vaillant, Franck
    Waser, Jerome
    CHIMIA, 2017, 71 (04) : 226 - 230
  • [2] Trichloromethylative Olefin Lactonization by Photoredox Catalysis
    Harada, Shinji
    Koyama, Ryotaro
    Masuda, Ryuya
    Arai, Shigeru
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2023, 26 (38)
  • [3] The Direct Pd-Catalyzed γ-Lactonization of Aliphatic Carboxylic Acids
    Xu, Tianxiao
    Mal, Sourjya
    van Gemmeren, Manuel
    ACS CATALYSIS, 2025, 15 (04): : 2735 - 2741
  • [4] Oxidative C-H Acyloxylation of Acetone with Carboxylic Acids under Iodine Catalysis
    Zhou, Xiao-Yu
    Chen, Xia
    SYNTHESIS-STUTTGART, 2021, 53 (09): : 1654 - 1662
  • [5] Decarboxylative Fluorination of Aliphatic Carboxylic Acids via Photoredox Catalysis
    Ventre, Sandrine
    Petronijevic, Filip R.
    MacMillan, David W. C.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2015, 137 (17) : 5654 - 5657
  • [6] Cooperative photoredox catalysis
    Lang, Xianjun
    Zhao, Jincai
    Chen, Xiaodong
    CHEMICAL SOCIETY REVIEWS, 2016, 45 (11) : 3026 - 3038
  • [7] Direct Decarboxylative Allylation and Arylation of Aliphatic Carboxylic Acids Using Flavin-Mediated Photoredox Catalysis
    Ramirez, Nieves P.
    Lana-Villarreal, Teresa
    Gonzalez-Gomez, Jose C.
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2020, 2020 (10) : 1539 - 1550
  • [8] Decarboxylative elimination of carboxylic acids via photoredox/ cobalt dual catalysis
    Cartwright, Kaitie
    Tunge, Jon
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2019, 257
  • [9] Combined Photoredox and Carbene Catalysis for the Synthesis of Ketones from Carboxylic Acids
    Bay, Anna V.
    Fitzpatrick, Keegan P.
    Betori, Rick C.
    Scheidt, Karl A.
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2020, 59 (23) : 9143 - 9148
  • [10] Selective reduction of carboxylic acids to aldehydes with hydrosilane via photoredox catalysis
    Zhang, Muliang
    Li, Nan
    Tao, Xingyu
    Ruzi, Rehanguli
    Yu, Shouyun
    Zhu, Chengjian
    CHEMICAL COMMUNICATIONS, 2017, 53 (73) : 10228 - 10231
12345