Chemistry of indoles carrying a basic function, Part 3 : Synthesis of spiro[cyclopropane-1,3'[3H]indol]-2'(1'H)-ones with antihypoxic effects

Hydroxyindolones (1-6, 15-16) were transformed into isatinylidenes (7, 9-13, 17-19) by dehydration with 4-toluenesulfonic acid. The dimer-type compounds (14, 20) were also isolated in a few cases. The obtained isatinylidenes were transformed into 3-spiro-cyclopropane-oxindoles (21-32) with dimethylo...

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Veröffentlicht in:Archiv der Pharmazie (Weinheim) 1996-12, Vol.329 (12), p.541-549
Hauptverfasser: MOLDVAI, I, GACS-BAITZ, E, BALAZS, M, INCZE, M, SZANTAY, C
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Sprache:eng
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Zusammenfassung:Hydroxyindolones (1-6, 15-16) were transformed into isatinylidenes (7, 9-13, 17-19) by dehydration with 4-toluenesulfonic acid. The dimer-type compounds (14, 20) were also isolated in a few cases. The obtained isatinylidenes were transformed into 3-spiro-cyclopropane-oxindoles (21-32) with dimethyloxosulfonium methylide. Compound 22 shows protective effects against hypobaric hypoxia and triethyltin induced brain edema.
ISSN:0365-6233
1521-4184