Abstract
Cycloalkylidenemalononitriles couple with various diazonium salts to yield the corresponding cycloalkeno[c]pyridazines, which react with trichloroacetonitrile to give the 1,8-alkanopyrido[3,4-d]pyridazines. The reaction of cycloalkenopyridazines with DMF dimethylacetal gives enamine derivatives, which can be converted to 1,8-alkanopyrido[3,4-d]pyridazines via treating with hydrazine hydrate or aromatic amines. Substituted cycloalkenopyridines react with diazoaminobenzene to afford the corresponding 1,8-alkanopyridopyridazines.
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Elassar, A.Z.A., Elkholy, Y.M. Novel Synthesis of 1,8-Alkanopyrido[3,4-d]pyridazine: a New Ring System. Chemistry of Heterocyclic Compounds 38, 1521–1529 (2002). https://doi.org/10.1023/A:1022657914710
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DOI: https://doi.org/10.1023/A:1022657914710