Reactions of ethyl 6,6-dialkyl-8,9-dioxo-5,6,8,9-tetrahydrobenzo[<Emphasis Type="Italic">f</Emphasis>]pyrrolo[2,1-<Emphasis Type="Italic">a</Emphasis>]isoquinoline-10-carboxylates with <Emphasis Type="Italic">N</Emphasis>-nucleophiles |
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Authors: | А G Mikhailovskii А S Yusov О V Gashkova |
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Institution: | 1.Perm State Pharmaceutical Academy,Perm,Russia |
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Abstract: | Reaction of enaminoesters, derivatives of 2,2-dialkyl-1,2,3,4-tetrahydrobenzof]isoquinoline, with oxalyl chloride leads to the formation of ethyl 6,6-dialkyl-8,9-dioxo-5,6,8,9-tetrahydrobenzof]pyrrolo2,1-a]-isoquinoline-10-carboxylates. At reaction of the latter with ammonia and cyclic amines opening of pyrroledione cycle occurs and the formation of enaminoketoamides, and the reaction with o-phenylenediamine furnishes a fragment of benzimidazole. Hydroxylamine behaves as binucleophile and attacks not only lactam, but also the ester group, affording heterocyclic system of isoxazine-3,4,6-trione. |
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