14725-35-0Relevant academic research and scientific papers
Rhodium-catalyzed 2-methylthiolation reaction of thiazoles/oxazoles using 2-(methylthio)thiazole
Arisawa, Mieko,Nihei, Yuri,Yamaguchi, Masahiko
, p. 939 - 949 (2015/03/04)
RhH(PPh3)4 and 1,3-bis(dicyclohexyl)phosphinopropane (dcypp) catalyze the 2-methylthiolation of oxazoles and thiazoles using 2-(methylthio)thiazole as a thiolating reagent. The methylthio transfer reaction is under equilibrium, and various 2-methylthiolated thiazoles and oxazoles were obtained in moderate to good yields by removing thiazole under refluxing o-dichlorobenzene.
Methylthiomethyl Nitrones Derived from the Oximes of Benzil: Preparation, Thermolysis, and Photolysis
Ooi, Ngan Sim,Wilson, David A.
, p. 4501 - 4512 (2007/10/02)
Reaction between benzil E-monoxime, N-chlorosuccinimide, dimethyl sulphide, and triethylamine gave a mixture of the isomeric C-benzoyl-C-phenyl-N-methylthiomethyl nitrones (2) and (3).The isomers were thermally and photochemically interconverted, and longer heating afforded benzoin, 2-methylthio-4,5-diphenyl-1,3-oxazole, 4,5-diphenyl-1,3-oxazole, and benzil O-methylthiomethyl-Z-oxime as products.Photolysis gave the first three products as well as dimethyl disulphide.Mechanisms are suggested for these reactions.Attempted alkylation of benzil E- and Z-monoximes with methylthiomethyl chloride gave methylthiomethyl benzoate, phenyl cyanide, and benzoic acid, for which a fragmentation mechanism is proposed.Benzoin E-oxime underwent Beckmann fragmentation when formation of nitrone was attempted.
