Reaction of Pyrrolobenzothiazines with Schiff Bases and Carbodiimides: Approach to Angular 6/5/5/5-Tetracyclic Spiroheterocycles

1 -Pyrrole-2,3-diones, fused at [ ]-side with a heterocycle, are suitable platforms for the synthesis of various angular polycyclic alkaloid-like spiroheterocycles. Recently discovered sulfur-containing [ ]-fused 1 -pyrrole-2,3-diones (aroylpyrrolobenzothiazinetriones) tend to exhibit unusual reacti...

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Veröffentlicht in:Molecules (Basel, Switzerland) Switzerland), 2024-05, Vol.29 (9), p.2089
Hauptverfasser: Lystsova, Ekaterina A, Novokshonova, Anastasia D, Khramtsov, Pavel V, Novikov, Alexander S, Dmitriev, Maksim V, Maslivets, Andrey N, Khramtsova, Ekaterina E
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Sprache:eng
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Zusammenfassung:1 -Pyrrole-2,3-diones, fused at [ ]-side with a heterocycle, are suitable platforms for the synthesis of various angular polycyclic alkaloid-like spiroheterocycles. Recently discovered sulfur-containing [ ]-fused 1 -pyrrole-2,3-diones (aroylpyrrolobenzothiazinetriones) tend to exhibit unusual reactivity. Based on these peculiar representatives of [ ]-fused 1 -pyrrole-2,3-diones, we have developed an approach to an unprecedented 6/5/5/5-tetracyclic alkaloid-like spiroheterocyclic system of benzo[ ]pyrrolo[3',4':2,3]pyrrolo[2,1- ]thiazole via their reaction with Schiff bases and carbodiimides. The experimental results have been supplemented with DFT computational studies. The synthesized alkaloid-like 6/5/5/5-tetracyclic compounds have been tested for their biotechnological potential as growth stimulants in the green algae .
ISSN:1420-3049
1420-3049
DOI:10.3390/molecules29092089