Adamantylation of Imidazoles and Benzimidazole |
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Authors: | G F Raenko N I Korotkikh T M Pekhtereva O P Shvaika |
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Institution: | (1) Ukrainian National Academy of Sciences, Litvinenko Institute of Physical Organic and Coal Chemistry, Donetsk, 83114, Ukraine |
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Abstract: | For the first time is reported on substitution of a hydrogen atom in position 4 of the imidazole ring with an aliphatic substituent occurring in reaction between 1-bromoadamantane and imidazoles. The reaction proceeds alongside the substitution in position 1 at heating in excess imidazole. In o-dichlorobenzene solution adamantylation of benzimidazole afforded 1-(1-adamantyl)benzimidazole and 1,3-di(1-adamantyl)benzimidazolium bromide. The specific features of the reactions course are described. The structure of compounds obtained is proved by 1H NMR spectroscopy. |
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