Journal of Organic Chemistry 2004-04-02

[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, Gunda I Georg

Index: J. Org. Chem. 69 , 2573, (2004)

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Abstract

The use of the Deoxo-Fluor reagent is a versatile method for acyl fluoride generation and subsequent one-flask amide coupling. It provides mild conditions and facile purification of the desired products in good to excellent yields. We have explored the utility of this reagent for the one-flask conversion of acids to amides and Weinreb amides and as a peptide-coupling reagent.