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.
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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.
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Mamedov, V.A., Kalinin, A.A., Yanilkin, V.V. et al. 3-Indolizin-2-ylquinoxalines and the derived monopodands. Russ Chem Bull 54, 2616–2625 (2005). https://doi.org/10.1007/s11172-006-0165-7
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DOI: https://doi.org/10.1007/s11172-006-0165-7