Domino reactions of 4, 5-dicyanopyridazine with dihydroheterocycles: Synthetic and mechanistic features

D Giomi, M Cecchi

Index: Giomi, Donatella; Cecchi, Marco Journal of Organic Chemistry, 2003 , vol. 68, # 8 p. 3340 - 3343

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Citation Number: 10

Abstract

The title pyridazine 1 was found to react with both 2, 3-dihydrofuran (2) and 3, 4-dihydro-2 H- pyran (9) to give the tetracyclic skeletons 5-8 and the phthalonitrile 12 through the intermediates 4 and 10, respectively. A more complex mechanism was ascertained for the reaction of 1 with the pyrroline 14 which, under suitable conditions, afforded the bicyclic derivative 19 as the predominant product; selective elaborations of this species into the 5, ...