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Expedited Palladium-Catalyzed Amination of Aryl Nonaflates through the Use of Microwave-Irradiation and Soluble Organic Amine Bases

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Rachel E. Tundel, Kevin W. Anderson, and Stephen L. Buchwald*

Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139 sbuchwal@mit.edu

J. Org. Chem., 2006, 71 (1), pp 430–433

DOI: 10.1021/jo052131u

Publication Date (Web): November 23, 2005

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

Abstract

Microwave-assisted, palladium-catalyzed C−N bond-forming reactions with aryl/heteroaryl nonaflates and amines using the soluble amine bases DBU (1,8-diazabicyclo[5.4.0]undec-7-ene) or MTBD (7-methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene) and ligands (1−3) resulted in good to excellent yields (71−99%) of arylamines in short reaction times (1−45 min).

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Published In Issue January 06, 2006
Received October 12, 2005

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Expedited Palladium-Catalyzed Amination of Aryl Nonaflates through the Use of Microwave-Irradiation and Soluble Organic Amine Bases

Abstract

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SciFinder Links

History

Recommend & Share

Related Content

Expanding Pd-Catalyzed C−N Bond-Forming Processes: The First Amidation of Aryl Sulfonates, Aqueous Amination, and Complementarity with Cu-Catalyzed Reactions

Palladium-Catalyzed Amination of Aryl Nonaflates

Water-Mediated Catalyst Preactivation: An Efficient Protocol for C−N Cross-Coupling Reactions

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