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Synthesis 1992; 1992(6): 591-595
DOI: 10.1055/s-1992-26171
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Cyclization Reactions of Chloro-Substituted 2-Azoniaallene Salts with Bifunctional Nucleophiles

Atef Hamed*
  • *Menoufia University, Faculty of Science, Shebin El-Koom, Egypt
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Publication Date:
17 September 2002 (online)

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The multifunctional electrophilic chloro-substituted 2-azoniaallene salts 3-5 react with bifunctional nucleophiles under cyclization to furnish heterocycles. Preparations of the 1,2,3,4-tetrahydro-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidines 7a,b, 10a,b, 14, 17a,b, and the 5,6,7,8-tetrahydro-6,8-dimethyl-5,7-dioxopyrimido[5,4-e]-1,3-oxazin-1-ium salts 9a,b, 15, first representatives of a new ring system, are reported. Furthermore, the 2,3-dihydro-1,3-dimethyl-4-(methylthio)-2-oxo-1,3,5-triazinium salts 11d,e, 13, and 3-(dimethylamino)-4, 5-dihydro-5-oxo-2-(2,4,6-trichlorophenyl)-1 H-1,2,4-triazol-2-ium hexachloroantimonate (12) are obtained.