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Visible‐Light Cascade Photooxygenation of Tetrahydrocarbazoles and Cyclohepta[b]indoles: Access to C,N‐Diacyliminium Ions
Authors:Mario Frahm  Thorsten von Drathen  Lisa Marie Gronbach  Alice Voss  Felix Lorenz  Jonas Bresien  Alexander Villinger  Frank Hoffmann  Malte Brasholz
Abstract:Tetrahydrocarbazoles and perhydrocyclohepta[b]indoles undergo a catalytic cascade singlet oxygenation in alkaline medium, which leads to chiral tricyclic perhydropyrido‐ and perhydroazepino[1,2‐a]indoles in a single operation. These photooxygenation products are new synthetic equivalents of uncommon C,N‐diacyliminium ions and can be functionalized with the aid of phosphoric acid organocatalysis.
Keywords:cascade reactions  indoles  N-acyliminium ions  photooxidation  singlet oxygen
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