Room-Temperature Palladium-Catalyzed Amination of Aryl Bromides and Chlorides and Extended Scope of Aromatic C-N Bond Formation with a Commercial Ligand

John F. Hartwig; Motoi Kawatsura; Sheila I. Hauck; Kevin H. Shaughnessy; Luis M. Alcazar-Roman

doi:10.1021/jo990408i

Room-Temperature Palladium-Catalyzed Amination of Aryl Bromides and Chlorides and Extended Scope of Aromatic C-N Bond Formation with a Commercial Ligand

J Org Chem. 1999 Jul 23;64(15):5575-5580. doi: 10.1021/jo990408i.

Authors

John F. Hartwig¹, Motoi Kawatsura, Sheila I. Hauck, Kevin H. Shaughnessy, Luis M. Alcazar-Roman

Affiliation

¹ Department of Chemistry, Yale University P.O. Box 208107, New Haven, Connecticut 06520-8107.

PMID: 11674624
DOI: 10.1021/jo990408i

Abstract

The reactions of aryl bromides with amines occurs at room temperature when using Pd(0) and P(t-Bu)(3) in a 1:1 ratio, and the reactions of aryl chlorides occur at room temperature or 70 degrees C. The arylation of indoles and the new arylation of carbamates also occur when using P(t-Bu)(3) as ligand.