Iridium(III)-Catalyzed Direct C-7 Amination of Indolines with Organic Azides

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Iridium-catalyzed regioselective C-7 amination of indolines has been achieved with organic azides as a facile nitrogen source. The developed procedure is convenient to perform even at room temperature and applicable to a wide range of substrates with high catalytic activity. Various types of organic azides (sulfonyl, aryl, and alkyl derivatives) were all successfully reacted under the present conditions as the viable reactant. Furthermore, indoline substrates bearing easily removable N-protecting groups such as N-Boc or N-Cbz could readily be employed, highlighting the synthetic utility of this methodology.
Publisher
AMER CHEMICAL SOC
Issue Date
2014-12
Language
English
Article Type
Article
Keywords

C-H AMIDATION; N BOND FORMATION; METAL-FREE CONDITIONS; SULFONYL AZIDES; ARYL AZIDES; CATALYZED FUNCTIONALIZATION; MILD CONDITIONS; INDOLES; ACTIVATION; ARENES

Citation

JOURNAL OF ORGANIC CHEMISTRY, v.79, no.24, pp.12197 - 12204

ISSN
0022-3263
DOI
10.1021/jo5018475
URI
http://hdl.handle.net/10203/195831
Appears in Collection
CH-Journal Papers(저널논문)
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