Saget, Tanguy and Koenig, Burkhard (2020) Photocatalytic Synthesis of Polycyclic Indolones. CHEMISTRY-A EUROPEAN JOURNAL, 26 (31). pp. 7004-7007. ISSN 0947-6539, 1521-3765
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In this work, a photocatalytic strategy for a rapid and modular access to polycyclic indolones starting from readily available indoles is reported. This strategy relies on the use of redox-active esters in combination with an iridium-based photocatalyst under visible-light irradiation. The generation of alkyl radicals through decarboxylative single electron reductions enables intramolecular homolytic aromatic substitutions with a pending indole moiety to afford pyrrolo- and pyridoindolone derivatives under mild conditions. Furthermore, it was demonstrated that these radicals could also be engaged into cascades consisting of an intermolecular Giese-type addition followed by an intramolecular homolytic aromatic substitution to rapidly assemble valuable azepinoindolones.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | C-H FUNCTIONALIZATION; ELECTRON-RICH HETEROCYCLES; PHOTOREDOX CATALYSIS; ENANTIOSELECTIVE SYNTHESIS; INDOLES; ALKALOIDS; (-)-LEUCONOXINE; HETEROARENES; ALKYLATION; ACTIVATION; C-H functionalization; indoles; indolones; photoredox catalysis; visible light |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 24 Mar 2021 10:14 |
| Last Modified: | 24 Mar 2021 10:14 |
| URI: | https://pred.uni-regensburg.de/id/eprint/44570 |
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