Two types of cyanofluoromethylation using a combination of samarium(II) species and chlorofluoroacetonitrile combination has been developed. One is a samarium(II) dibromide promoted reaction at low temperature, whereas the second synthetic method uses samarium(II) diiodide. These reactions proceeded smoothly to give the desired products in good to excellent yields.
cyanofluoromethylation - samarium(II) dibromide - samarium(II) diiodide - cyanohydrin - aldehyde