Journal
ORGANIC LETTERS
Volume 15, Issue 24, Pages 6286-6289Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol403147v
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Funding
- program Sustainable Chemical Synthesis (SusChemSys)
- European Regional Development Fund (ERDF)
- state of North Rhine-Westphalia, Germany under the Operational Program Regional Competitiveness and Employment
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Readily accessible 2-isocyanobiphenyls react with aromatic aldehydes via base promoted homolytic aromatic substitution (BHAS) to give 6-aroylated phenanthridines. Reactions occur via addition of acyl radicals to the isonitrile functionality and subsequent intramolecular BHAS of the intermediate imidoyl radicals. Initiation of the radical chain reaction is best achieved with small amounts of FeCl3 (0.4 mol %), and the commercially available and cheap fBuOOH is used as the oxidant.
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