期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 26, 期 31, 页码 7004-7007出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.202001324
关键词
C-H functionalization; indoles; indolones; photoredox catalysis; visible light
资金
- European Union's Horizon 2020 research and innovation programme under the European Research Council (ERC) [741623]
- European Union's Horizon 2020 research and innovation programme under the Marie Skodowska-Curie grant [838108]
- Marie Curie Actions (MSCA) [838108] Funding Source: Marie Curie Actions (MSCA)
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.
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