130250-64-5Relevant academic research and scientific papers
[Bis(2-methoxyethyl)amino]sulfur Trifluoride, the Deoxo-Fluor Reagent: Application toward One-Flask Transformations of Carboxylic Acids to Amides
White, Jonathan M.,Tunoori, Ashok Rao,Turunen, Brandon J.,Georg, Gunda I.
, p. 2573 - 2576 (2004)
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.
A one-flask synthesis of weinreb amides from chiral and achiral carboxylic acids using the deoxo-fluor fluorinating reagent
Tunoori, Ashok Rao,White, Jonathan M.,Georg, Gunda I.
, p. 4091 - 4093 (2007/10/03)
(Matrix presented) The reagent [bis(2-methoxyethyl)amino]sulfur trifluoride (Deoxo-Fluor reagent) converts carboxylic acids to the corresponding acid fluorides, which then react with N,N-dimethylhydroxylamine to give the corresponding Weinreb amides in high yields. The reaction proceeds without racemization when optically active acids are used as the starting material. This method is operationally simple and provides the products in high purity.
A CONVENIENT METHOD FOR THE PREPARATION OF N-METHOXYAMIDES
Einhorn, J.,Einhorn, C.,Luche, J.-L.
, p. 1105 - 1112 (2007/10/02)
A variety of N-methoxyamides is easily prepared from carboxylic acids and N,O-dimethylhydroxylamine hydrochloride in the presence of triphenylphosphine and carbon tetrabromide.
