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Article

Facile N-Arylation of Amines and Sulfonamides and O-Arylation of Phenols and Arenecarboxylic Acids

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Zhijian Liu and Richard C. Larock*

Department of Chemistry, Iowa State University, Ames, Iowa 50011

J. Org. Chem., 2006, 71 (8), pp 3198–3209

DOI: 10.1021/jo0602221

Publication Date (Web): March 24, 2006

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

, larock@iastate.edu

Abstract

An efficient, transition-metal-free procedure for the N-arylation of amines, sulfonamides, and carbamates and O-arylation of phenols and carboxylic acids has been achieved by allowing these substrates to react with a variety of o-silylaryl triflates in the presence of CsF. Good to excellent yields of arylated products are obtained under very mild reaction conditions. This chemistry readily tolerates a variety of functional groups.

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Published In Issue April 14, 2006
Received February 2, 2006

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Article

Facile N-Arylation of Amines and Sulfonamides and O-Arylation of Phenols and Arenecarboxylic Acids

Abstract

Tools

SciFinder Links

History

Recommend & Share

Related Content

Simple Copper Salt-Catalyzed N-Arylation of Nitrogen-Containing Heterocycles with Aryl and Heteroaryl Halides

Synthesis of Xanthones, Thioxanthones, and Acridones by the Coupling of Arynes and Substituted Benzoates

Intermolecular C−N Addition of Amides and S−N Addition of Sulfinamides to Arynes

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