Preparation and Some Reactions of Thioacyl Diphenylthiophosphinoyl and Thioacyl Diphenylphosphino Sulfides
The reaction of sodium or caesium dithiocarboxylates with diphenylthiophosphinic and diphenylselenophosphinic chlorides gives purple thioacyl diphenylthiophosphinoyl 5 and dark green thioacyl diphenylselenophosphinoyl sulfides 6, which are useful thioacylating reagents under mild reaction conditions.Thioacyl diphenylphosphino sulfides 22, which can be obtained by the similar method using diphenylphosphinous chlorides, react with methanol to yield the corresponding methyl dithiocarboxylates 15, while the reactions of 22 with N-chlorosuccinimide lead to hitherto unknown N-(thioacetylthio)succinimides 28.
Preparation and Some Reactions of Bis(thioacyl) Sulfides
Reaction of dithioic acids with dicyclohexylcarbodiimide has been found to give the corresponding bis(thioacyl) sulfides 1 in good yield, which are very useful thioacylating reagents under mild reaction conditions.Most of the aromatic thioanhydrides (1, R = aromatic) are fairly stable green crystals at room temperature, but the aliphatic ones (1, R = aliphatic) are unstable purple oils which dimerize at room temperature to give the dithietanes 5.The reactions with nucleophiles are discussed.