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High Turnover Number and Rapid, Room-Temperature Amination of Chloroarenes Using Saturated Carbene Ligands

Shaun R. Stauffer, Sunwoo Lee, James P. Stambuli, Sheila I. Hauck and John F. Hartwig

*Department of Chemistry, Yale University, P.O. Box 208107, New Haven, Connecticut 06520-8107, Email: jhartwigberkeley.edu

S. R. Stauffer, S. Lee, J. P. Stambuli, S. I. Hauck, J. F. Hartwig, Org. Lett., 2000, 2, 1423-1426.

DOI: 10.1021/ol005751k (free Supporting Information)


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Abstract

A catalytic system consisting of a Pd(0) precursor and a dihydroimidazoline carbene ligand, which is generated in situ from its protonated tetrafluoroborate salt, enables a mild amination of aryl chlorides with secondary amines and anilines within hours at room temperature.

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Key Words

Buchwald-Hartwig Coupling, arylamines


ID: J54-Y2000