Visible Light-Driven, Persulfate-Mediated Hydrocarboxylation of Vinylsulfones

被引:2
|
作者
Palvoelgyi, Adam Mark [1 ]
Scharinger, Fabian [1 ]
Bauhoff, Thomas [1 ]
Bica-Schroeder, Katharina [1 ]
机构
[1] TU Wien, Inst Appl Synthet Chem, Getreidemarkt 9-163, A-1060 Vienna, Austria
基金
欧洲研究理事会;
关键词
Hydrocarboxylation; CO2 radical anion; Potassium persulfate; Visible light; Hydrogen atom transfer; BETA-SELECTIVE HYDROCARBOXYLATION; C-H; CATALYZED HYDROCARBOXYLATION; CO2; STYRENES; FORMATE; HYDROXYCARBONYLATION; PHOTOCATALYSIS; ACTIVATION; COMPLEXES;
D O I
10.1002/adsc.202300654
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
We report a visible light-mediated approach for the radical hydrocarboxylation of vinylsulfone derivatives. Using cheap and easily accessible sodium formate as C1-source and K2S2O8 as reagent, a set of vinylsulfone substrates could be efficiently hydrocarboxylated in aqueous medium without any additional catalyst or reagent; and the concept could be also applied for direct hydroacylations, hydroalkylations and hydrophosphorylations. The control experiments clearly indicated that the reaction proceeds via radical mechanism without the generation of electron donor-acceptor (EDA) complexes; supporting the working model of K2S2O8-initiated in situ formation of CO2 radical anion.
引用
收藏
页码:3069 / 3074
页数:6
相关论文
共 50 条
  • [41] Complexes Based on Zinc and Cadmium for Visible Light-Driven Hydrogen Production
    Lu, Hengliang
    Peng, Guixiang
    Zou, Jiyong
    Cao, Lihua
    Xie, Yu
    Zhang, Li
    You, Shengyong
    Gao, Fei
    INORGANIC CHEMISTRY, 2024, 63 (35) : 16243 - 16250
  • [42] Recent progress in visible light-driven halogenation: Chlorination, bromination, and iodination
    Nguyen, Anh Thu
    Kang, Houng
    Luu, Truong Giang
    Suh, Sung-Eun
    Kim, Hee-Kwon
    BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2024, : 738 - 758
  • [43] ZnS/CuS nanotubes for visible light-driven photocatalytic hydrogen generation
    Shao, Yi-Biao
    Wang, Long-Hao
    Huang, Jian-Hua
    RSC ADVANCES, 2016, 6 (87): : 84493 - 84499
  • [44] Photocatalytic Activity of Pt Nanoparticles for Visible Light-Driven Production of NADH
    Bhoware, Shrikant S.
    Kim, Ka Young
    Kim, Jin Ah
    Wu, Qiong
    Kim, Jinheung
    JOURNAL OF PHYSICAL CHEMISTRY C, 2011, 115 (05): : 2553 - 2557
  • [45] Visible light-driven superoxide generation by conjugated polymers for organic synthesis
    Lai, Feili
    Wang, Yue
    Li, Dandan
    Sun, Xianshun
    Peng, Juan
    Zhang, Xiaodong
    Tian, Yupeng
    Liu, Tianxi
    NANO RESEARCH, 2018, 11 (02) : 1099 - 1108
  • [46] Theoretical study with DFT on the mechanism of visible light-driven β-functionalization of aldehydes
    Liu, Yuhua
    Feng, Jinpeng
    Liu, Xiaoyan
    Wang, Jingang
    COMPUTATIONAL AND THEORETICAL CHEMISTRY, 2018, 1123 : 154 - 160
  • [47] Visible light-driven acridone catalysis for atom transfer radical polymerization
    Wei, Donglei
    Li, Huili
    Yang, Chuanqing
    Fu, Jianmin
    Chen, Hou
    Bai, Liangjiu
    Wang, Wenxiang
    Yang, Huawei
    Yang, Lixia
    Liang, Ying
    JOURNAL OF POLYMER SCIENCE, 2022, 60 (10) : 1588 - 1594
  • [48] A CuICoII cryptate for the visible light-driven reduction of CO2
    Joekel, Julia
    Boydas, Esma Birsen
    Wellauer, Joeel
    Wenger, Oliver S.
    Robert, Marc
    Roemelt, Michael
    Apfel, Ulf-Peter
    CHEMICAL SCIENCE, 2023, 14 (44) : 12774 - 12783
  • [49] Organic Polymer Dots as Photocatalysts for Visible Light-Driven Hydrogen Generation
    Wang, Lei
    Fernandez-Teran, Ricardo
    Zhang, Lei
    Fernandes, Daniel L. A.
    Tian, Lei
    Chen, Hong
    Tian, Haining
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2016, 55 (40) : 12306 - 12310
  • [50] Visible light-driven superoxide generation by conjugated polymers for organic synthesis
    Feili Lai
    Yue Wang
    Dandan Li
    Xianshun Sun
    Juan Peng
    Xiaodong Zhang
    Yupeng Tian
    Tianxi Liu
    Nano Research, 2018, 11 : 1099 - 1108