Article ID Journal Published Year Pages File Type
5225517 Tetrahedron 2006 7 Pages PDF
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 Chemistry Organic Chemistry
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