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Transformations of C-adducts of 1,4-diazinium salts with dicarbonyl compounds into polycyclic systems
Authors:E V Verbitskiy  P A Slepukhin  G L Rusinov  V N Charushin
Institution:(1) I. Ya. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, 22 ul. S. Kovalevskoi, 620041 Ekaterinburg, Russian Federation
Abstract:C-Adducts of 5-(het)aryl-2,3-dicyano-1-pyrazinium salts containing a residue of a 1,3-dicarbonyl compound at position 6 can be involved in the cyclization with hydrazine hydrate giving rise to pyrazino2,3-c]pyridazines along with the expected pyrazole derivatives. The reactions of the same σH-adducts with hydroxylamine unexpectedly afforded triazacyclopentaa]indene derivatives. The crystallographic data on the three-dimensional structures of new polycyclic compounds were obtained. Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 3, pp. 639–643, March, 2008.
Keywords:1  2-dihydropyrazines  σ  H-adducts with C-nucleophiles  nucleophiles  polycyclic compounds  3a  3b  4  7  7a  8a-hexahydro-1  8-dioxa-2  4  7-triazacyclopenta[a]indene  1  4  4a  5  8  8a-hexahydropyrazino[2  3-c]pyridazine
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