[Bis(2-methoxyethyl)amino]sulfur trifluoride, the Deoxo-Fluor reagent: application toward one-flask transformations of carboxylic acids to amides.
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.
White
Jonathan M
JM
Department of Medicinal Chemistry, University of Kansas, 1251 Wescoe Hall Drive, Lawrence, Kansas 60045-7582, USA.
Tunoori
Ashok Rao
AR
Turunen
Brandon J
BJ
Georg
Gunda I
GI
D000577:Amides / Q000737:chemistry*; D002264:Carboxylic Acids / Q000737:chemistry*; D020650:Combinatorial Chemistry Techniques; D005459:Fluorides / Q000737:chemistry*; D006845:Hydrocarbons, Fluorinated; D015394:Molecular Structure; D010455:Peptides / Q000737:chemistry; D013457:Sulfur Compounds / Q000737:chemistry*
C419465:(bis(2-methoxyethyl)amino)sulfur trifluoride; D000577:Amides; D002264:Carboxylic Acids; D006845:Hydrocarbons, Fluorinated; D010455:Peptides; D013457:Sulfur Compounds; D005459:Fluorides