Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5225517 | Tetrahedron | 2006 | 7 Pages |
Abstract
4,5-Dicyanopyridazine was found to react with pyrrole and indole counterparts not only as heterocyclic azadiene in inverse electron-demand Hetero Diels-Alder reactions, as previously evidenced, but even as a very reactive heterocyclic electrophile at C-4 carbon, in formal SNAr2 processes where a CN group acts as leaving group. In particular, operating in acetic acid as solvent, nucleophilic addition-elimination sequences allowed a facile access to pyrrolyl- and indolylpyridazines, through the corresponding 1,4-dihydropyridazine adducts.
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Physical Sciences and Engineering
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Organic Chemistry
Authors
Marco Cecchi, Alessandra Micoli, Donatella Giomi,