Difluorocarbene can function as a versatile fluorine and carbon source, engaging in unique reactions with amines to achieve important transformations, including fluorination. These reactions demonstrate its broad prospects for synthetic applications.
Free and metal difluorocarbenes reacted with (thio)carbonyl compounds and silyl dienol ethers to provide difluoromethyl (thio)ethers, ring-fluorinated carbo/heterocycles and difluoroalkenes.
Described herein is the use of difluorocarbene as a C–F source for the cyclization of 2-aminobenzenethiols to provide fluorinated benzothiazoles. A one-step process installs a fluorine atom and constructs a heterocycle.
A novel carbonylative Suzuki–Miyaura reaction for the synthesis of diaryl ketones has been achieved via palladium-catalyzed difluorocarbene transfer. The reactive intermediate of PdII
CF2 could be controlled using a N,N,N-tridentate ligand.
An efficient difluorocarbene-mediated tandem strategy for the synthesis of 2-fluoroquinazolin-4(3H)-ones via a sequential single-atom-insertion process has been developed.