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An Efficient Silane-Promoted Nickel-Catalyzed Amination of Aryl and Heteroaryl Chlorides

2008; American Chemical Society; Volume: 73; Issue: 4 Linguagem: Inglês

10.1021/jo702219f

1520-6904

Georg Manolikakes, Andrei Gavryushin, Paul Knochel,

Organoboron and organosilicon chemistry

A new silane-promoted nickel-catalyzed amination of aryl chlorides with 0.5 mol % of Ni(acac)2, 1 mol % of 3,5,6,8-tetrabromo-1,10-phenanthroline, and polymethylhydrosiloxane was developed. A broad range of aryl and heteroaryl chlorides can be coupled with secondary amines and anilines to give the desired (het)arylamines in good to excellent yields. The reaction is sensitive to the nature and amount of the silane promoter.