A Route for Sulfuranyl Radical by an Electron Transfer from Sodium Naphthalenide to a Triarylsulfonium Salt1

摘要

Reaction of 5-(2-thianthreniumyl)thianthrene perchlorate with sodium naphthalenide in the presence of benzenethiol in tetrahydrofuran at -78∩ proceeded via a formation of a sulfuranyl radical to give thianthrene (66%), 2-phenylthiothianthrene (33%), phenyl 2-(2-thianthrenylthio)phenyl sulfide (traceable amount), and some unknowns, along with naphthalene and very small amount of 1,4-dihydronaphthalene.