Phosphine-catalyzed [3+2] cycloaddition of Morita—Baylis—Hillman carbonates to isothiocyanates in the synthesis of adamantane-containing trisubstituted aminothiophenes

被引:0
|
作者
I. S. Zenkov
A. S. Abel
A. D. Averin
G. M. Butov
I. P. Beletskaya
机构
[1] Lomonosov Moscow State University,Department of Chemistry
[2] Frumkin Institute of Physical Chemistry and Electrochemistry of the Russian Academy of Sciences,undefined
[3] Volzhsky Polytechnic Institute (branch) of Volgograd State Technical University,undefined
来源
Russian Chemical Bulletin | 2021年 / 70卷
关键词
thiophene; organocatalysts; phosphines; adamantane; isothiocyanates; Morita—Baylis—Hillman carbonates;
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学科分类号
摘要
An addition of the Morita—Baylis—Hillman (MBH) carbonates to adamantane-containing isothiocyanates was studied. The MBH carbonates react with 1-(4-isothiocyanatophenyl)-adamantane in the presence of triphenylphosphine to give 5-aryl-substituted adamantane-containing 2-amino-4-methoxycarbonylthiophenes in 31–59% yields, while 1- and 2-isothio-cyanatoadamantanes were found unreactive in this reaction.
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页码:880 / 884
页数:4
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