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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Bibliographic Details
Published inOrganic letters Vol. 17; no. 6; pp. 1597 - 1600
Main Authors Suzuki, Chiharu, Hirano, Koji, Satoh, Tetsuya, Miura, Masahiro
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 20.03.2015
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
PALLADIUM
ACTIVATION
ONE-POT SYNTHESIS
BOND FORMATION
RUTHENIUM
IR
FREE AMINO GROUP
DERIVATIVES
ALKENYLATION
BENZOIC-ACIDS
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Summary: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.
Bibliography:KAKEN
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ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.5b00502