Abstract
Diethylaminosulfur trifluoride reacted with cyclic ketoximes bearing substituent(s) that can stabilize a carbocation to cause fluorinative fragmentation, affording fluorinated carbonitrile. Ketoximes lacking such substituents afforded complex mixtures. However, the intorduction of a sulfur functionality, which can stabilize a carbocatin and can be easily removed from teh reaction products, into the ketoxime was effective for producing the fluorinative fragmentation.
