Synthesis of Carbamoyl Fluorides Using a Difluorophosgene Surrogate Derived from Difluorocarbene and Pyridine <i>N</i>-Oxides
Dusty Cadwallader, Tristan R. Tiburcio, George A. Cieszynski, Christine M. Le
Abstract
We report a method for the synthesis of carbamoyl fluorides from secondary amines using bench-stable, inexpensive, and readily accessible starting materials that, when combined, yield a surrogate for toxic difluorophosgene (COF2) gas. In contrast to state-of-the-art methods for the synthesis of carbamoyl fluorides, our protocol does not require the use of pre-functionalized substrates, the preparation of light-, temperature-, and/or moisture-sensitive chemicals, or the application of explosive fluorinating reagents.
Topics & Concepts
DifluorocarbeneReagentYield (engineering)Explosive materialPyridineChemistryCombinatorial chemistryMaterials scienceOrganic chemistryMetallurgyFluorine in Organic ChemistryInorganic Fluorides and Related Compounds