Synthesis and Properties of Enamino Keto Amides of the 2,2-Dimethyl-2,3-dihydrobenzo[f]isoquinoline Series

6,6-Dimethyl-5,6-dihydrobenzo[ f ]pyrrolo[2,1- a ]isoquinoline-8,9-dione and its 1-(morpholine-4-carbonyl)-substituted analog reacted with ammonia, morpholine, aniline, and naphthalen-1-amine via opening of the dioxopyrrole ring to produce enamino keto amides. The reaction conditions depended on the...

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Veröffentlicht in:Russian journal of organic chemistry 2023-07, Vol.59 (7), p.1180-1183
Hauptverfasser: Mikhailovskii, A. G., Peretyagin, D. A.
Format: Artikel
Sprache:eng
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Zusammenfassung:6,6-Dimethyl-5,6-dihydrobenzo[ f ]pyrrolo[2,1- a ]isoquinoline-8,9-dione and its 1-(morpholine-4-carbonyl)-substituted analog reacted with ammonia, morpholine, aniline, and naphthalen-1-amine via opening of the dioxopyrrole ring to produce enamino keto amides. The reaction conditions depended on the nucleophile nature. Ammonia and morpholine readily reacted at 20°C, whereas the reaction with aromatic amines required heating in boiling glacial acetic acid.
ISSN:1070-4280
1608-3393
DOI:10.1134/S1070428023070084