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Copper-Catalyzed Oxidative Diamination of Terminal Alkynes by Amidines: Synthesis of 1,2,4-Trisubstituted Imidazoles

Jihui Li and Luc Neuville*

*Centre de Recherche de Gif, Institut de Chimie des Substances Naturelles, Laboratoire International Associť, CNRS, 91198 Gif-sur-Yvette Cedex, France, Email: luc.neuvilleicsn.cnrs-gif.fr

J. Li, L. Neuville, Org. Lett., 2013, 15, 1752-1755.

DOI: 10.1021/ol400560m (free Supporting Information)


Abstract

An efficient copper-catalyzed regioselective diamination of terminal alkynes with amidines in the presence of Na2CO3, pyridine, a catalytic amount of CuCl2∑2H2O, and oxygen (1 atm), allows the synthesis of diverse 1,2,4-trisubstituted imidazoles in good yields.

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Key Words

imidazoles


ID: J54-Y2013-0990