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Iodine-Catalyzed Amination of Benzoxazoles: A Metal-Free Route to 2-Aminobenzoxazoles under Mild Conditions

Manjunath Lamani and Kandikere Ramaiah Prabhu*

*Department of Organic Chemistry, Indian Institute of Science, Bangalore 560 012, Karnataka, India, Email:

M. Lamani, K. R. Prabhu, J. Org. Chem., 2011, 76, 7938-7944.

DOI: 10.1021/jo201402a


A facile metal-free oxidative amination of benzoxazole by activation of C-H bonds with secondary or primary amines in the presence of catalytic iodine in aqueous tert-butyl hydroperoxide proceeds smoothly at ambient temperature under neat reaction condition to furnish products in high yields. This user-friendly method produces only tertiary butanol and water as byproducts.

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Key Words

benzoxazoles, amination, TBHP, green chemistry

ID: J42-Y2011-2890