V. A. Shadrikova, E. V. Golovin, G. V. Zatonskii
Feb 15, 2015
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Journal
Russian Journal of Organic Chemistry
Abstract
Quinoline derivatives are widely used as antifungal, antimalarial, antitubercular, antitumor, and antiviral drugs [1–6]. In continuation of our studies on cation transformations in the series of adamantane derivatives [7, 8], we examined the reaction of quinoline with 1-bromoadamantane at 200°C and obtained a mixture of C-adamantylation and C-hetarylation products (according to the GC/MS data). By column chromatography with petroleum ether as eluent we isolated pure compounds 1 and 2. No products of quaternization of quinoline with 1-bromoadamantane were detected, though isoquinoline and pyridine and its analogs are known to be converted under similar conditions into the corresponding quaternary salts in quantitative yield [9, 10].