Electrophilic N-trifluoromethylthiophthalimide as a fluorinated reagent in the synthesis of acyl fluorides

Abstract

Herein we report the deoxygenated fluorination of readily available carboxylic acids. A series of acyl fluorides have been synthesized using shelf-stable N-trifluoromethylthiophthalimide as a fluorinated reagent for the first time....

Deoxyfluorination of Carboxylic Acids via an In Situ Generated Trifluoromethoxide Salt

“…An attractive alternative is to access acid fluorides from readily available, stable, and inexpensive carboxylic acids via deoxyfluorination. Sulfur-based deoxyfluorination reagents [e.g., diethylaminosulfur trifluoride (DAST) and derivatives thereof] are highly effective for converting carboxylic acids to acid fluorides. − However, there remains strong interest in identifying mild and easy-to-handle deoxyfluorinating reagents for acid fluoride synthesis …”