80806-45-7Relevant articles and documents
NUCLEOPHILIC VINYLIC SUBSTITUTIONS ON UNACTIVATED SUBSTRATES. THE BEHAVIOUR OF STYRYL ALKYL SULPHIDES AND SELENIDES TOWARDS SULPHUR AND SELENIUM NUCLEOPHILES
Testaferri, L.,Tiecco, M.,Tingoli, M.,Chianelli, D.
, p. 1401 - 1408 (2007/10/02)
Sodium alkanethiolates or lithium methyl selenide react with styryl alkyl sulphides and selenides, in DMF at 100 deg C, to give the products of vinylic or aliphatic substitution.The two nucleophilic reagents are extremely selective.In the case of RSNa the
Nucleophilic Substitutions of Unactivated Vinyl Halides with Alkanethiolate Anions in Hexamethylphophoramide
Tiecco, Marcello,Testaferri, Lorenzo,Tingoli, Marco,Chianelli, Donatella,Montanucci, Manuela
, p. 4795 - 4800 (2007/10/02)
The reactions of unactivated vinyl halides with the sodium salts of alkanethiols in HMPA gave vinyl alkyl sufides in high yields.These reactions occur with complete retention of configuration.With di-, tri-, and tetrachloroethylenes all the chlorine atoms are substituted by alkylthio groups.By treatment with alkanethiolates the vinyl sulfides are dealkylated to give the sodium salts of the ene thiols.By reaction with sodium all the alkylthiogroups present in the molecule suffer fragmentation to give the sodium salts of the corresponding mercaptoethylenes.