74338-84-4Relevant academic research and scientific papers
Contrasting Pathways for the Directed Homogeneous Hydrogenation of Vinyl Sulfoxides and Vinyl Sulfones
Ando, David,Bevan, Christopher,Brown, John M.,Price, David W.
, p. 592 - 594 (2007/10/02)
Rh-complex catalysed directed hydrogenation of (α-hydroxyalkyl)vinyl sulfones follows the same stereochemical course as the corresponding acrylates, via HO-coordination; hydrogenation of the related (α-hydroxyalkyl)vinyl sulfoxides is directed by S-O coor
SINGLET OXYGEN AND TRIAZOLINEDIONE ADDITIONS TO α,β-UNSATURATED SULFOXIDES
Akasaka, Takeshi,Misawa, Yoshihisa,Goto, Midori,Ando, Wataru
, p. 6657 - 6666 (2007/10/02)
The reaction of singlet oxygen with 2-methyl-3-phenylsulfinyl-2-butene (1a) and E-2-phenylsulfinyl-2-butene (1b) gives the corresponding allyl alcohols (2a and 2b) after reduction with dimethyl sulfide. α,β-Unsaturated sulfoxides with s-trans conformation failed to proceed the ene-type oxidation but afforded S-oxidation products.On the other hand, 4-methyl-1,2,4-triazole-3,5-dione (MeTAD) reacted with α,β-unsaturated sulfoxides (1a and 1b) and E-2-ethylidenethiolan-1-oxide (1g) to give the corresponding allyl triazolidines as ene-type products.
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.
