Synthesis of 2,3-Disubstituted 4‑Ethoxycarbonyl-β-carbolin-1-ones: Application to the Synthesis of SL651498 and Its Analogue

Synthesis of 2,3-Disubstituted 4‑Ethoxycarbonyl-β-carbolin-1-ones: Application to the Synthesis of SL651498 and Its Analogue

Synthesis of 2,3-disubstituted 4-ethoxycarbonyl-β-carbolin-1-ones is developed using palladium-catalyzed intramolecular amination of 3-amino-4-(2-bromophenyl)-2-pyridones prepared by the conjugate addition reaction of diethyl 2-aminomalonate to alkynyl imines. The method was applied to the total syn...

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Veröffentlicht in:ACS omega 2020-06, Vol.5 (25), p.15631-15656
Hauptverfasser: Miura, Ryoya, Goto, Shinsuke, Hashimoto, Takahide, Hachiya, Iwao
Format: Artikel
Sprache:eng
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Zusammenfassung:Synthesis of 2,3-disubstituted 4-ethoxycarbonyl-β-carbolin-1-ones is developed using palladium-catalyzed intramolecular amination of 3-amino-4-(2-bromophenyl)-2-pyridones prepared by the conjugate addition reaction of diethyl 2-aminomalonate to alkynyl imines. The method was applied to the total syntheses of SL651498 exhibiting anxiolytic activity and its analogue.
ISSN:2470-1343
2470-1343
DOI:10.1021/acsomega.0c01854