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Amide Activation by Tf2O: Reduction of Amides to Amines by NaBH4 under Mild Conditions

Shao-Hua Xiang, Jian Xu, Hong-Qiu Yuan, Pei-Qiang Huang*

*Department of Chemistry and Key Laboratory for Chemical Biology of Fujian Province, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen, Fujian 361005, P. R. of China, Email:

S.-H. Xiang, J. Xu, H.-Q. Yuan, P.-Q. Huang, Synlett, 2010, 1829-1832.

DOI: 10.1055/s-0030-1258111


An expeditious and practical method for the reduction of various amides and lactams to amines in good to excellent yields is consisted of activation with Tf2O followed by reduction with sodium borohydride in THF at room temperature. This method offers TBDPS-group tolerance, short reaction time, and a simple workup.

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Key Words

reduction of amides, amines, amide activation, triflic anhydride, sodium borohydride

ID: J60-Y2010-1910