Electrochemical dehydrogenative cyclization of 1,3-dicarbonyl compounds

被引:91
|
作者
Wu, Zheng-Jian
Li, Shi-Rui
Long, Hao
Xu, Hai-Chao [1 ]
机构
[1] Xiamen Univ, Innovat Collaborat Ctr Chem Energy Mat, Key Lab Chem Biol Fujian Prov, State Key Lab Phys Chem Solid Surfaces, Xiamen 361005, Peoples R China
基金
中国国家自然科学基金;
关键词
C-H; METAL-FREE; MANGANESE(III) ACETATE; RADICAL REACTIONS; TETRACYCLIC CORE; OXINDOLES; CATALYSIS; REAGENT; FUNCTIONALIZATION; GENERATION;
D O I
10.1039/c8cc02472c
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The intramolecular C(sp(3))-H/C(sp(2))-H cross-coupling of 1,3-dicarbonyl compounds has been achieved through Cp2Fe-catalyzed electrochemical oxidation. The key to the success of these dehydrogenative cyclization reactions is the selective activation of the acidic -C-H bond of the 1,3-dicarbonyl moiety to generate a carbon-centered radical.
引用
收藏
页码:4601 / 4604
页数:4
相关论文
共 50 条
  • [21] Synthesis of Dihydropyrans and Dihydrofurans via Radical Cyclization of Unsaturated Alcohols and 1,3-Dicarbonyl Compounds
    Aslan, Hakan
    Akpinar, Deniz E.
    Oktemer, Atilla
    Yakut, Mehtap
    Alagoz, Oguzhan
    HELVETICA CHIMICA ACTA, 2014, 97 (05) : 652 - 663
  • [22] Reactions of 1,3-dicarbonyl compounds with (chloroethynyl)phosphonates
    Petryanina, A. I.
    Didkovskii, N. G.
    Dogadina, A. V.
    Ionin, B. I.
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2006, 76 (09) : 1516 - 1517
  • [23] Electrochemical oxidation of 2,3-dimethylhydroquinone in the presence of 1,3-dicarbonyl compounds
    Davarani, SSH
    Nematollahi, D
    Shamsipur, M
    Najafi, NM
    Masoumi, L
    Ramyar, S
    JOURNAL OF ORGANIC CHEMISTRY, 2006, 71 (05): : 2139 - 2142
  • [24] ELECTROCHEMICAL REDUCTION OF IRON(III)-1,3-DICARBONYL COMPOUNDS COMPLEXES IN A NONAQUEOUS MEDIUM
    LAMRANI, M
    MOUSSET, G
    POUILLEN, P
    BULLETIN DE LA SOCIETE CHIMIQUE DE FRANCE, 1992, 129 (02): : 209 - 215
  • [25] Reactions of 1,3-dicarbonyl compounds with (chloroethynyl)phosphonates
    A. I. Petryanina
    N. G. Didkovskii
    A. V. Dogadina
    B. I. Ionin
    Russian Journal of General Chemistry, 2006, 76 : 1516 - 1517
  • [26] PHOTOISOMERIZATION OF ENOL FORM OF 1,3-DICARBONYL COMPOUNDS
    VEIEROV, D
    BERCOVICI, T
    FISCHER, E
    MAZUR, Y
    YOGEV, A
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (08) : 2723 - 2729
  • [27] REACTION OF 1,3-DICARBONYL COMPOUNDS WITH NITRYL CHLORIDE
    PROSTENIK, MV
    DUMIC, M
    BOSNJAK, N
    MONATSHEFTE FUR CHEMIE, 1980, 111 (03): : 771 - 773
  • [28] Aromatic compounds as synthons for 1,3-dicarbonyl derivatives
    Hilt, Gerhard
    Weske, Damian F.
    CHEMICAL SOCIETY REVIEWS, 2009, 38 (11) : 3082 - 3091
  • [29] An efficient electrochemical synthesis of β-keto sulfones from sulfinates and 1,3-dicarbonyl compounds
    Pan, Xiao-Jun
    Gao, Jian
    Yuan, Gao-Qing
    TETRAHEDRON, 2015, 71 (34) : 5525 - 5530
  • [30] Regio- and stereoselective electrochemical selenoalkylation of alkynes with 1,3-dicarbonyl compounds and diselenides
    Hou, Zhong-Wei
    Li, Laiqiang
    Wang, Lei
    ORGANIC CHEMISTRY FRONTIERS, 2022, 9 (10) : 2815 - 2820