Abstract: The title pyridazine 1 was found to react with both 2,3-dihydrofuran (2) and 3,4-dihydro-2H-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 5,6- dicyanoindoles 22 and 23 are reported.
Domino Reactions of 4,5-Dicyanopyridazine with Dihydroheterocycles: Synthetic and Mechanistic Features / D. GIOMI; M. CECCHI. - In: JOURNAL OF ORGANIC CHEMISTRY. - ISSN 0022-3263. - STAMPA. - 68:(2003), pp. 3340-3343. [10.1021/jo026761x]
Domino Reactions of 4,5-Dicyanopyridazine with Dihydroheterocycles: Synthetic and Mechanistic Features
GIOMI, DONATELLA;
2003
Abstract
Abstract: The title pyridazine 1 was found to react with both 2,3-dihydrofuran (2) and 3,4-dihydro-2H-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 5,6- dicyanoindoles 22 and 23 are reported.File | Dimensione | Formato | |
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