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;
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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.
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页码:1373 / 1377
页数:4
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