Palladium-Catalyzed Coupling of Ammonia with Aryl Chlorides, Bromides, Iodides, and Sulfonates: A General Method for the Preparation of Primary Arylamines
Giang D. Vo and John F. Hartwig*
*Department of Chemistry, University of Illinois, 600 South Mathews Avenue, Urbana, Illinois 61801, Email: jhartwiguiuc.edu
G. D. Vo, J. F. Hartwig, J. Am. Chem. Soc., 2009, 131, 11049-11061.
DOI: 10.1021/ja903049z (free Supporting Information)
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A complex generated from Pd[P(o-tol)3]2 and the alkylbisphosphine CyPF-t-Bu is a highly active and selective catalyst for the coupling of ammonia with aryl chlorides, bromides, iodides, and sulfonates. The couplings with this catalyst conducted with a solution of ammonia in dioxane form primary arylamines from various aryl electrophiles in high yields.
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R. A. Green, J. F. Hartwig, Org. Lett., 2014, 16, 4388-4391.
Q. Sheng, J. F. Hartwig, Org. Lett., 2008, 10, 4109-4112.