79032-16-9Relevant academic research and scientific papers
2-Halogeno-1,3-dithiane 1,3-dioxide: a diastereoselective carbonyl anion equivalent in reactions with aldehydes
Aggarwal, Varinder K.,Boccardo, Giorgio,Worrall, Julia M.,Adams, Harry,Alexander, Rikki
, p. 11 - 20 (2007/10/03)
The metal anions of 2-halogeno-1,3-dithiane trans-1,3-dioxide react diastereoselectively with aldehydes.The scope and limitations of this reaction have been studied through variations in the metal counter-ion, halogen, aldehyde and reaction temperature, w
Photooxidation of 1,5-dithiacyclooctane. A novel C-S bond cleavage
Sheu, Chimin,Foote, Christopher S.,Gu, Chee-Liang
, p. 3015 - 3021 (2007/10/02)
Sensitized photooxidation of 1,5-dithiacyclooctane (1,5-DTCO) has been investigated in various solvents. At high conversions, a novel C-S bond cleavage occurs. Significant solvent effects are also observed. At high concentration (0.05-0.1 M) in methanol, more than 90% of the corresponding monosulfoxide and a mixture of cis- and trans-bissulfoxides are produced. In aprotic solvents (benzene, chloroform, acetone, and acetonitrile), novel cleavage products (1,2-dithiolane 1-oxide, 1,2-dithiolane 1,1-dioxide, and acrolein) were obtained in addition to the monosulfoxide and bissulfoxides. The cleavage products derive mostly from reaction of the primary monosulfoxide (1,5-DTCO 1-oxide) with singlet oxygen. Unstable compounds oxidized α to the sulfur atom were detected by NMR spectroscopy and shown to be intermediate in the formation of the cleavage products.
Electrosynthesis of 1,2-Dithiolane 1-Oxides from Substituted 1,3-Dithianes
Glass, Richard S.,Petsom, Amorn,Wilson, George S.,Martinez, Roberto,Juaristi, Eusebio
, p. 4337 - 4342 (2007/10/02)
Controlled potential oxidation of variety of 5-substituted 2-tert-butyl-1,3-dithianes in wet acetonitrile, using an undivided electrochemical cell, provide 4-substituted 1,2-dithiolane 1-oxides selectively and in good yields.Adsorption to the electrode surface of the platinum anode, rendering it passive in the electrolysis of these sulfur-containing compounds is a solvable problem.Although acid-sensitive O-trimethylsilyl ethers are cleaved under the reaction conditions, O-tert-butyldimethylsilyl ethers only suffer cleavage to a modest extent, and an ethylene ketal moiety suffers little, if any, cleavage.
