JOURNAL OF ORGANIC CHEMISTRY, v.79, no.24, pp.12197 - 12204
Publisher
AMER CHEMICAL SOC
Abstract
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.