Highly regioselective anodic partial fluorination of various heterocycles s
uch as thiolanones, oxathiolanones, dithiolanones, 3H-1,4-benzoxathian-2-on
es, beta-lactams, oxindoles, tetrahydroisoquinolines, and flavones has been
successfully carried out using Et3N . 3HF or Et4NF . mHF (m=3,4). Indirect
anodic monofluorodesulfurization of beta-phenylthio-beta-lactams was also
performed by using a catalytic amount of a triarylamine mediator. Furthermo
re, the anodic monofluorination of the side chain of heterocycles also met
with success.