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Zinc Trimethylsilylamide as a Mild Ammonia Equivalent and Base for the Amination of Aryl Halides and Triflates

Dae-Yon Lee and John F. Hartwig*

*Department of Chemistry, Yale University, P.O. Box 208107, New Haven, Connecticut 6520-8107, Email: john.hartwigyale.edu

D.-Y. Lee, J. F. Hartwig, Org. Lett., 2005, 7, 1169-1172.

DOI: 10.1021/ol050141b

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Abstract

Zn[N(SiMe3)2]2 is a mild ammonia equivalent and base for the palladium-catalyzed amination of aryl halides and triflates. The combination of Zn[N(SiMe3)2]2 and LiCl coupled with aryl halides containing base-sensitive functionality in high yields.

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Key Words

Anilines, Silylamides

ID: J54-Y2005-310