Transformations of C-adducts of 1,4-diazinium salts with dicarbonyl compounds into polycyclic systems |
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Authors: | E V Verbitskiy P A Slepukhin G L Rusinov V N Charushin |
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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 |
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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. |
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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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