Abstract—The title pyridazine 1 was found to undergo hetero Diels–Alder [4þ2] cycloadditions on the C(2)–C(3) double bond of pyrrole and indole systems; spontaneous loss of nitrogen from the primary adducts, followed by oxidation processes, afforded the corresponding fully aromatic benzoannelated skeletons in modest and reasonable yields, respectively. Competitive attacks of the same systems at the strongly electrophilic C-4 carbon of 1, leading to substitution products, were evidenced.
Study on Direct Benzoannelations of Pyrrole and Indole Systems by Domino Reactions with 4,5-Dicyanopyridazine / D. GIOMI; M. CECCHI. - In: TETRAHEDRON. - ISSN 0040-4020. - STAMPA. - 58:(2002), pp. 8067-8071.
Study on Direct Benzoannelations of Pyrrole and Indole Systems by Domino Reactions with 4,5-Dicyanopyridazine
GIOMI, DONATELLA;
2002
Abstract
Abstract—The title pyridazine 1 was found to undergo hetero Diels–Alder [4þ2] cycloadditions on the C(2)–C(3) double bond of pyrrole and indole systems; spontaneous loss of nitrogen from the primary adducts, followed by oxidation processes, afforded the corresponding fully aromatic benzoannelated skeletons in modest and reasonable yields, respectively. Competitive attacks of the same systems at the strongly electrophilic C-4 carbon of 1, leading to substitution products, were evidenced.File | Dimensione | Formato | |
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