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[Bis(2-methoxyethyl)amino]sulfur Trifluoride, the Deoxo-Fluor Reagent: Application toward One-Flask Transformations of Carboxylic Acids to Amides

Jonathan M. White, Ashok Rao Tunoori, Brandon J. Turunen and Gunda I. Georg*

*Department of Medicinal Chemistry, University of Kansas, 1251 Wescoe Hall Drive, Lawrence, Kansas 60045-7582, Email:

J. M. White, A. R. Tunoori, B. J. Turunen, G. I. Georg, J. Org. Chem., 2004, 69, 2573-2576.

DOI: 10.1021/jo035658k


Deoxo-Fluor is a versatile and mild reagent for acyl fluoride generation and subsequent one-flask amide coupling. The conversion of acids to amides and Weinreb amides and the use of Deoxo-Fluor as peptide-coupling reagent have been explored. Products were isolated after facile purification in good yields.

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Key Words

Deoxo-Fluor, Carboxylic Acids, Acyl Fluorides, Amides, Weinreb Amides, Peptides, Coupling Reagent

ID: J42-Y2004-380