Direct Synthesis of N‑H Carbazoles via Iridium(III)-Catalyzed Intramolecular C–H Amination

The iridium-catalyzed dehydrogenative cyclization of 2-aminobiphenyls proceeds smoothly in the presence of a copper cocatalyst under air as a terminal oxidant through intramolecular direct C–H amination to produce N-H carbazoles. A similar iridium/copper system can also catalyze the unprecedented di...

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Veröffentlicht in:Organic letters 2015-03, Vol.17 (6), p.1597-1600
Hauptverfasser: Suzuki, Chiharu, Hirano, Koji, Satoh, Tetsuya, Miura, Masahiro
Format: Artikel
Sprache:eng
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Zusammenfassung:The iridium-catalyzed dehydrogenative cyclization of 2-aminobiphenyls proceeds smoothly in the presence of a copper cocatalyst under air as a terminal oxidant through intramolecular direct C–H amination to produce N-H carbazoles. A similar iridium/copper system can also catalyze the unprecedented dimerization reaction of 2-aminobiphenyl involving 2-fold C–H/N–H couplings.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.5b00502