REACTION OF DIALKOXYPHOSPHORYL- AND THIOPHOSPHORYLSULFENYL BROMIDES WITH DIAZO COMPOUNDS
Reaction of dialkoxyphosphoryl- and thiophosphorylsulfenyl bromides with diazocompounds leads to the insertion of methylene or substituted methylene groups at the S-Br bond of the sulfenylbromide.In the reaction of dialkoxyphosphorylsulfenyl bromides with ethyl diazoacetate, insertion of an ethoxycarbonyl group at the S-Br bond of the sulfenyl bromide is accompanied by phosphoryl/thiophosphoryl rearrangement.
Khaskin, B. A.,Torgasheva, N. A.,Ishmuratov, A. S.
p. 989 - 993
(2007/10/02)
Chemical and Electrochemical Oxidation of O,O,O-Trisubstituted Phosphorothioates and Triphenylphosphine Sulfide
The chemical and electrochemical oxidation of O,O,O-trialkyl phosphorothioates and triphenylphosphine sulfide are reported.Reaction of the latter compound with nitrosonium tetrafluoroborate produces a dimeric dication that is relatively stable in acetonitrile solution but rapidly decomposes upon attempted isolation.Electrooxidation of triphenylphosphine sulfide similarly gives a dimeric dication via the intermediacy of a dimer cation radical.Reaction of O,O,O-triethyl phosphorothioate with nitrosonium tetrafluoroborate produces bis(diethylphosphoryl)disulfide and the N-ethylacetonitrilium ion whereas its oxidation at the surface of platinum results in the formation of the N-ethylacetonitrilium ion and products that are not identified.
Blankespoor, Ronald L.,Doyle, Michael P.,Smith, Daniel J.,Dyke, David A. Van,Waldyke, Michael J.
p. 1176 - 1179
(2007/10/02)
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