Directed synthesis of 2-spiroindolines from indole derivatives by formic acid-induced N-acyliminium ion-conjugated diene spirocyclization

Directed synthesis of 2-spiroindolines from indole derivatives by formic acid-induced N-acyliminium ion-conjugated diene spirocyclization

[Display omitted] Synthesis of 2-spiroindolines from 2-substituted indole derivatives via acid-induced N-acyliminium ion-conjugated diene spirocyclization was demonstrated. This methodology can be used to direct transformations of 2-substituted indole moieties into 3-nonsubstituted-2-spiroindoline s...

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Veröffentlicht in:Tetrahedron letters 2015-02, Vol.56 (7), p.921-924
Hauptverfasser: Abe, Hideki, Miyagawa, Naohiro, Hasegawa, Sho, Kobayashi, Toyoharu, Aoyagi, Sakae, Kibayashi, Chihiro, Katoh, Tadashi, Ito, Hisanaka
Format: Artikel
Sprache:eng
Schlagworte:
2-Spiroindoline
2-Substituted indole
Derivatives
Dienes
Formic acid
Indoles
Methodology
N-Acyliminium ion
Spirocyclization
Synthesis (chemistry)
Tetrahedrons
Transformations
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Zusammenfassung:[Display omitted] Synthesis of 2-spiroindolines from 2-substituted indole derivatives via acid-induced N-acyliminium ion-conjugated diene spirocyclization was demonstrated. This methodology can be used to direct transformations of 2-substituted indole moieties into 3-nonsubstituted-2-spiroindoline skeletons.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2014.12.130