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Organic letters

6-Aroylated phenanthridines via base promoted homolytic aromatic substitution (BHAS)

D Leifert, CG Daniliuc, A Studer

文献索引:Leifert, Dirk; Daniliuc, Constantin Gabriel; Studer, Armido Organic Letters, 2013 , vol. 15, # 24 p. 6286 - 6289

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被引用次数: 92

摘要

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 ...