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3-Indolizin-2-ylquinoxalines and the derived monopodands |
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| Authors: | V. A. Mamedov A. A. Kalinin V. V. Yanilkin A. T. Gubaidullin Sh. K. Latypov A. A. Balandina O. G. Isaikina A. V. Toropchina N. V. Nastapova N. A. Iglamova I. A. Litvinov |
| Affiliation: | (1) A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Research Center of the Russian Academy of Sciences, 8 ul. Akad. Arbuzova, 420088 Kazan, Russian Federation |
| Abstract: | The reactions of 3-acetylquinoxalin-2-one with methyl-and benzylpyridines in the presence of iodine produce the corresponding 3-(2-alkylpyridinioacetyl)quinoxalin-2(1H)-one iodides. Treatment of the latter with triethylamine affords the corresponding 3-indolizin-2-ylquinoxalin-2-ones. Due to the presence of the endocyclic carbamoyl group, the reactions of these compounds with bisalkylating reagents give quinoxaline-containing monopodands and monoalkylation products containing spacers with different lengths and of different nature. Dedicated to Professor Ya. A. Levin on the occasion of his 70th birthday. Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 11, pp. 2534–2542, November, 2005. |
| Keywords: | 3-acetylquinoxalin-2-one pyridinium salts Chichibabin reaction indolizines quinoxalines monopodands structure IR spectra 1D and 2D NMR spectroscopy |
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