Catalytic Intermolecular Dicarbofunctionalization of Styrenes with CO2 and Radical Precursors

被引:231
作者
Reddy Yatham, Veera [1 ]
Shen, Yangyang [1 ]
Martin, Ruben [1 ,2 ]
机构
[1] Barcelona Inst Sci & Technol, Inst Chem Res Catalonia ICIQ, Ave Paisos Catalans 16, Tarragona 43007, Spain
[2] ICREA, Passeig Lluis Companys 23, Barcelona 08010, Spain
基金
欧洲研究理事会;
关键词
iridium; photochemistry; radicals; reaction mechanisms; synthetic methods; VISIBLE-LIGHT PHOTOREDOX; C-H BONDS; SINGLE-ELECTRON TRANSMETALATION; TRANSITION-METAL-FREE; CARBON-DIOXIDE; DIRECT CARBOXYLATION; REDUCTIVE CARBOXYLATION; UNACTIVATED PRIMARY; ORGANIC-SYNTHESIS; NICKEL CATALYSIS;
D O I
10.1002/anie.201706263
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A redox-neutral intermolecular dicarbofunctionalization of styrenes with CO2 at atmospheric pressure and carbon-centered radicals is described. This mild protocol results in multiple C-C bond-forming reactions from simple precursors in the absence of stoichiometric reductants, thus exploiting a previously unrecognized opportunity that complements existing catalytic carboxylation events.
引用
收藏
页码:10915 / 10919
页数:5
相关论文
共 89 条
  • [1] [Anonymous], 2011, ANGEW CHEM-GER EDIT
  • [2] [Anonymous], 2004, Metal-Catalyzed Cross-Coupling Reactions
  • [3] [Anonymous], 2012, ANGEW CHEM, V124, P12469
  • [4] [Anonymous], 2011, ANGEW CHEM-GER EDIT
  • [5] Metal-Catalyzed Carboxylation of Organic (Pseudo)halides with CO2
    Borjesson, Marino
    Moragas, Toni
    Gallego, Daniel
    Martin, Ruben
    [J]. ACS CATALYSIS, 2016, 6 (10): : 6739 - 6749
  • [6] Börjesson M, 2016, J AM CHEM SOC, V138, P7504, DOI [10.1021/jacs.6b04088, 10.1021/jacs.6604088]
  • [7] Transition-Metal-Free, Visible-Light-Enabled Decarboxylative Borylation of Aryl N-Hydroxyphthalimide Esters
    Candish, Lisa
    Teders, Michael
    Glorius, Frank
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2017, 139 (22) : 7440 - 7443
  • [8] One pot and selective intermolecular aryl- and heteroaryl-trifluoromethylation of alkenes by photoredox catalysis
    Carboni, Aude
    Dagousset, Guillaume
    Magnier, Emmanuel
    Masson, Geraldine
    [J]. CHEMICAL COMMUNICATIONS, 2014, 50 (91) : 14197 - 14200
  • [9] Carry B., 2016, ANGEW CHEM, V128, P6365
  • [10] Synthesis of Lithium Boracarbonate Ion Pairs by Copper-Catalyzed Multi-Component Coupling of Carbon Dioxide, Diboron, and Aldehydes
    Carry, Beatrice
    Zhang, Liang
    Nishiura, Masayoshi
    Hou, Zhaomin
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2016, 55 (21) : 6257 - 6260