4.7 Article

Copper-catalyzed coupling of pyridines and quinolines with alkynes: A one-step, asymmetric route to functionalized heterocycles

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 73, Issue 5, Pages 1906-1910

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo702293h

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[GRAPHICS] A copper (I)-catalyzed, asymmetric method to directly functionalize pyridines, quinolines, and isoquinolines with terminal alkynes is described. The reaction is readily diversified to incorporate a range of pyridine-based heterocycles and electron-rich or electron-poor alkynes. This provides a straightforward alternative to nucleophilic or cross-coupling approaches to directly derivatize these heterocycles, and yields useful propargylcarbamates.

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