P(i-BuNCH₂CH₂)₃N: An Effective Ligand in the Palladium-Catalyzed Amination of Aryl Bromides and Iodides

Sameer Urgaonkar, M. Nagarajan and J. G. Verkade*

*Department of Chemistry, Gilman Hall, Iowa State University, Ames, Iowa 50011, Email: jverkadeiastate.edu

S. Urgaonkar, M. Nagarajan, J. G. Verkade, J. Org. Chem., 2003, 68, 452-459.

DOI: 10.1021/jo0205309 (free Supporting Information)

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Abstract

The bicyclic triaminophosphine P(i-BuNCH₂CH₂)₃N serves as an effective ligand for the palladium-catalyzed amination of various aryl bromides and iodides. Other bicyclic or acyclic triaminophosphines, even those of similar basicity and/or bulk, were inferior.

see article for more examples

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(t-Bu)₂PNP(i-BuNCH₂CH₂)₃N: New Efficient Ligand for Palladium-Catalyzed C-N Couplings of Aryl and Heteroaryl Bromides and Chlorides and for Vinyl Bromides at Room Temperature

Ch. V. Reddy, J. V. Kingston, J. G. Verkade, J. Org. Chem., 2008, 73, 3047-3062.

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Key Words

Buchwald-Hartwig Coupling

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ID: J42-Y2003-190