Cross-coupling of 4,5,6,7-tetrahydroindole with functionalized haloacetylenes on active surfaces of metal oxides and salts

被引：0
|
作者：
L. N. Sobenina
D. N. Tomilin
O. V. Petrova
N. Gulia
K. Osowska
S. Szafert
A. I. Mikhaleva
B. A. Trofimov
机构：
[1] Russian Academy of Sciences,Faworsky Irkutsk Institute of Chemistry, Siberian Division
[2] University of Wroclaw,undefined
[3] Wroclaw Research Center EIT+ Ltd.,undefined
来源：
Russian Journal of Organic Chemistry | 2010年 / 46卷
关键词：
Indole; Pyrrole; Active Surface; Potassium Carbonate; Pyrrole Ring;
D O I：
暂无
中图分类号：
学科分类号：
摘要：
Screening was performed of metal oxides (MgO, CaO, ZnO, BaO, Al2O3, TiO2, ZrO2) and salts (CaCO3, K2CO3, ZrSiO4) as active surfaces for the reaction of ethynylation of 4,5,6,7-tetrahydroindole with ethyl bromopropynoate and bromobenzoylacetylene. It was established that Ca, Mg, Zn, and Ba oxides assist the ethynylation of 4,5,6,7-tetrahydroindole, and their activity in the reaction with ethyl bromopropynoate considerably exceeds that of aluminum oxide. The ethynylation is accompanied with the formation of intermediate E-2-(1-bromoethenyl)-4,5,6,7-tetrahydroindole and side 1,1-di(4,5,6,7-tetrahydroindol-2-yl)ethenes and 1,1-di(4,5,6,7-tetrahydroindol-2-yl)bromoethanes.
引用
收藏
页码：1373 / 1377
页数：4
相关论文
共 50 条
  • [1] Cross-coupling of 4,5,6,7-tetrahydroindole with functionalized haloacetylenes on active surfaces of metal oxides and salts
    Sobenina, L. N.
    Tomilin, D. N.
    Petrova, O. V.
    Gulia, N.
    Osowska, K.
    Szafert, S.
    Mikhaleva, A. I.
    Trofimov, B. A.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2010, 46 (09) : 1373 - 1377
  • [2] Thiocyanation of 4,5,6,7-Tetrahydroindole
    Potapov, V. A.
    Volkova, K. A.
    Malinovich, D. A.
    Ivanov, A. V.
    Albanov, A. I.
    Amosova, S. V.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2013, 49 (04) : 619 - 620
  • [3] Thiocyanation of 4,5,6,7-Tetrahydroindole
    V. A. Potapov
    K. A. Volkova
    D. A. Malinovich
    A. V. Ivanov
    A. I. Albanov
    S. V. Amosova
    Russian Journal of Organic Chemistry, 2013, 49 : 619 - 620
  • [4] Preparation of 4,5,6,7-tetrahydroindole alkaline salts and their reaction with chloromethyloxirane
    Markova, Marina V.
    Morozova, Lyudmila V.
    Schmidt, Elena Yu.
    Mikhaleva, Al'bina I.
    Protsuk, Nadezhda I.
    Trofimov, Boris A.
    ARKIVOC, 2009, : 57 - 63
  • [5] Synthesis of 4,5,6,7-tetrahydroindole derivatives
    Zav'yalov S.I.
    Dorofeeva O.V.
    Rumyantseva E.E.
    Kulikova L.B.
    Ezhova G.I.
    Kravchenko N.E.
    Zavozin A.G.
    Pharmaceutical Chemistry Journal, 2000, 34 (3) : 130 - 131
  • [6] Three-component synthesis of functionalized 4,5,6,7-tetrahydroindole derivatives
    Andina, A. V.
    Andin, A. N.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2015, 51 (07) : 1043 - 1045
  • [7] Three-component synthesis of functionalized 4,5,6,7-tetrahydroindole derivatives
    A. V. Andina
    A. N. Andin
    Russian Journal of Organic Chemistry, 2015, 51 : 1043 - 1045
  • [8] A new technology for the synthesis of 4,5,6,7-tetrahydroindole
    Trofimov, B. A.
    Mikhaleva, A. I.
    Shmidt, E. Yu.
    Vasil'tsov, A. M.
    Ivanov, A. V.
    Protsuk, N. I.
    Ryapolov, O. A.
    DOKLADY CHEMISTRY, 2010, 435 : 307 - 310
  • [9] A new technology for the synthesis of 4,5,6,7-tetrahydroindole
    B. A. Trofimov
    A. I. Mikhaleva
    E. Yu. Shmidt
    A. M. Vasil’tsov
    A. V. Ivanov
    N. I. Protsuk
    O. A. Ryapolov
    Doklady Chemistry, 2010, 435 : 307 - 310
  • [10] From 4,5,6,7-tetrahydroindole to functionalized furan-2-one-4,5,6,7-tetrahydroindole-cyclobutene sequence in two steps
    Sobenina, Lyubov N.
    Stepanova, Zinaida V.
    Ushakov, Igor' A.
    Mikhaleva, Al'bina I.
    Tomilin, Denis N.
    Kazheva, Ol'ga N.
    Alexandrov, Grigorii G.
    Dyachenko, Oleg A.
    Trofimov, Boris A.
    TETRAHEDRON, 2011, 67 (26) : 4832 - 4837
12345