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Brønsted Acid Catalyzed Addition of Phenols, Carboxylic Acids, and Tosylamides to Simple Olefins

Zigang Li, Junliang Zhang, Chad Brouwer, Cai-Guang Yang, Nicholas W. Reich and Chuan He*

*Department of Chemistry, The University of Chicago, 5735 South Ellis Avenue, Chicago, Illinois 60637, Email:

Z. Li, J. Zhang, C. Brouwer, C.-G. Yang, N. W. Reich, C. He, Org. Lett., 2006, 8, 4175-4178.

DOI: 10.1021/ol0610035

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A simple addition of phenols, carboxylic acids, and protected amines to olefins can be catalyzed by triflic acid. A low concentration of triflic acid and control of the reaction temperature help to tolerate functional groups, such as methoxyl substitution on aromatics.

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Key Words

Sulfonamides, Aryl ethers

ID: J54-Y2006-2730