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Rh-catalyzed aerobic oxidative cyclization of anilines, alkynes, and CO

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Abstract

Transition-metal-catalyzed oxidative C–H cyclization of anilines has been an attractive and powerful strategy for the efficient construction of N-heterocycles. However, primary and tertiary anilines are rarely employed in this strategy due to the relative instability with strong oxidants or the presence of three C–N bonds. We describe here a novel Rh-catalyzed C–H cyclization of a wide range of anilines with alkynes and CO, using an aerobic oxidative protocol. Particularly, the simple primary anilines and readily prepared tertiary anilines could be easily converted to quinolin-2(1H)-ones, which are high value-added, biologically significant N-heterocycles, via C–N bond cleavage.

Graphical abstract: Rh-catalyzed aerobic oxidative cyclization of anilines, alkynes, and CO

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Publication details

The article was received on 15 May 2017, accepted on 01 Jul 2017 and first published on 03 Jul 2017


Article type: Edge Article
DOI: 10.1039/C7SC02181J
Citation: Chem. Sci., 2017, Advance Article
  • Open access: Creative Commons BY-NC license
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    Rh-catalyzed aerobic oxidative cyclization of anilines, alkynes, and CO

    X. Li, J. Pan, H. Wu and N. Jiao, Chem. Sci., 2017, Advance Article , DOI: 10.1039/C7SC02181J

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