74338-92-4Relevant academic research and scientific papers
3-PHENOXY-2-PHENYLSULPHINYLPROP-1-ENE AND 3-BROMO-2-PHENYLSULPHINYLPROP-1-ENE, SYNTHONS FOR N-ALKYLATED CYCLIC ENAMIDES.
Khan, M. Akram,Al-Saleh, Balkis
, p. 320 - 333 (2007/10/02)
2-Alkyl(and aryl)amino-2-phenylsulphinylprop-1-enes (derived from benzylamine, cyclohexylamine, and p-toluidine), underwent conjugate addition with diethyl sodiomalonate to give adducts which cyclised to give N-alkylated lactams.Thermolysis of the lactams results in regioselective elimination of benzenesulphenic acid to give N-alkylated cyclic enamides in good yields.The 3-alkyl(and aryl)amino-2-phenylsulphinylprop-1-enes were conveniently prepared by the addition of benzenesulphenic acid to 3-alkyl(and aryl)aminoprop-1-ynes, and by reaction of 3-bromo- and 3-phenoxy-2-phenylsulphinylprop-1-ene with the appropriate amine.
Synthesis of Alkenyl Sulphoxides by Intramolecular and Intermolecular Addition of Sulphenic Acids to Alkynes
Bell, Richard,Cottam, Peter D.,Davies, John,Jones, D. Neville
, p. 2106 - 2115 (2007/10/02)
Alkyne-ω-sulphenic acids formed by thermolysis of ω-(t-butylsulphinyl)alkynes at 40 deg C cyclized regiospecifically to 2-methylenethiacycloalkane 1-oxides; 2-methylenethietan 1-oxide was not formed in this way. 2-Methylpropane-2-sulphenic acid, obtained by heating di-t-butyl sulphoxide, added regioselectively to oct-1-yne to give predominantly 2-t-butylsulphinyloct-1-ene, which itself decomposed thermally to a mixture of dioctenyl sulphoxides by way of alkenesulphenic acid-dialkyl sulphine interconversions.Benzenesulphenic acid, methanesulphenic acid, and ethoxycarbonylmethanesulphenic acid, conveniently generated by thermolysis of 1-cyano-2-alkyl(or aryl)sulphinylethanes, underwent intermolecular addition to unactivated and activated alkynes regioselectively to give alkenyl sulphoxides in good yields.
