Tetrahedron letters

A versatile copper-catalyzed coupling reaction of pyridin-2 (1H)-ones with aryl halides

KJ Filipski, JT Kohrt, A Casimiro-Garcia, CA Van Huis…

Index: Filipski, Kevin J.; Kohrt, Jeffrey T.; Casimiro-Garcia, Agustin; Van Huis, Chad A.; Dudley, Danette A.; Cody, Wayne L.; Bigge, Christopher F.; Desiraju, Shrilakshmi; Sun, Shaoyi; Maiti, Samarendra N.; Jaber, Mohamad R.; Edmunds, Jeremy J. Tetrahedron Letters, 2006 , vol. 47, # 44 p. 7677 - 7680

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Citation Number: 33

Abstract

A robust method has been developed to couple a wide variety of pyridin-2-ones and aryl halides. This C–N bond forming reaction makes use of catalytic copper (I) iodide and the ligand 8-hydroxyquinoline. These conditions tolerate a wide degree of functionality on both the aryl halide and pyridin-2-one reactants and have resulted in numerous examples being synthesized.