Gesellschaft Deutscher Chemiker
Keine Benachrichtigungen
Sie haben noch keine Lesezeichen
Abmelden

Artikel

Catalytic Asymmetric Friedel–Crafts Alkylation of Indole via In Situ Generated Indol‐2‐one

Von Wiley-VCH zur Verfügung gestellt

An asymmetric Friedel–Crafts alkylation of indole derivatives with in situ generated indol-2-ones from functionalized 3-bromooxinidoles to construct 3-substituted 3’-indolyloxindole skeleton catalyzed by chiral N,N’-dioxide/Ni(BF4)2 has been developed, which enabled the formal synthesis of (+)-folicanthine.


Abstract

An asymmetric Friedel–Crafts alkylation of indole with in situ generated indol-2-one from functionalized 3-bromooxinidole catalyzed by chiral N,N’-dioxide/Ni(BF4)2 has been developed. This protocol provides an efficient route to stereoselective construction of a series of 3-substituted 3’-indolyloxindoles bearing a quaternary carbon center in excellent yields and enantioselectivities (up to 99 % ee). In addition, the conversion of the resulted 3-substituted 3’-indolyloxindole to the key intermediate for the formal synthesis of (+)-folicanthine was also demonstrated.

Zum Volltext

Überprüfung Ihres Anmeldestatus ...

Wenn Sie ein registrierter Benutzer sind, zeigen wir in Kürze den vollständigen Artikel.