2943-42-2Relevant articles and documents
(Thio)etherification of Quinoxalinones under Visible-Light Photoredox Catalysis
Zhou, Jiadi,Zhou, Peng,Zhao, Tingting,Ren, Quanlei,Li, Jianjun
, p. 5371 - 5382 (2019)
An efficient visible-light-induced (thio)etherification of quinoxalin-2(1H)-ones with divergent aliphatic alcohols and thiols (primary, secondary, and tertiary) at room temperature in air has been developed. This protocol was highlighted by its mild conditions, readily available starting materials, operational simplicity, and wide functional group tolerance. (Figure presented.).
Facile Conversion of Thiosulfinic S-Ester to Sulfinic Ester
Takata, Toshikazu,Oae, Shigeru
, p. 3937 - 3938 (1982)
Thiosulfinic S-esters are readily converted to the corresponding sulfinic esters in good yields by treating in alcohols with a catalytic amount of I2, Br2, or HCl in the presence of H2O2, replacing sulfenyl groups by alcohols.The mechanism of this reaction is also discussed.
Vibrational and NMR spectroscopic studies of a thiolsulphonate produced from the non-catalytic hydrogenation of polybutadiene
Edwards, H. G. M.,Johnson, A. F.,Lewis, I. R.,Maitland, D. J.,Webb, N.
, p. 363 - 372 (1992)
Mass spectrometry, 1H NMR, 13C NMR, 2D NMR, FT-IR and Raman spectroscopy have been used to established the structure of a thiosulphonate by-product in the non-catalytic hydrogenation process for polybutadiene, which makes use of p-toluene sulphonylhydrazi
Oxidation of Symmetric Disulfides with Hydrogen Peroxide Catalyzed by Methyltrioxorhenium(VII)
Wang, Ying,Espenson, James H.
, p. 104 - 107 (2000)
Organic disulfides with both alkyl and aryl substituents are oxidized by hydrogen peroxide when CH3ReO3 (MTO) is used as a catalyst. The first step of the reaction is complete usually in about an hour, at which point the thiosulfinate, RS(O)SR, can be detected in nearly quantitative yield. The thiosulfinate is then converted, also by MTO-catalyzed oxidation under these conditions, to the thiosulfonate and, over long periods, to sulfonic acids, RSO3H. In the absence of excess peroxide, RS(O)SR (R = p-tolyl), underwent disproportionation to RS(O)2SR and RSSR. Kinetics studies of the first oxidation reaction established that two peroxorhenium compounds are the active forms of the catalyst, CH3ReO2(η2-O2) (A) and CH3ReO(η2-O2)2·(OH 2) (B). Their reactivities are similar; typical rate constants (L mol-1 s-1, 25°C, aqueous acetonitrile) are kA = 22, kB = 150 (Bu2S2) and kA = 1.4, kB = 11 (Tol2S2). An analysis of the data for (P-XC6H4)2S2 by a plot of log kB against the Hammett σ constant gave ρ = -1.89, supporting a mechanism in which the electron-rich sulfur attacks a peroxo oxygen of intermediates A and B.
Synthesis of Symmetrical and Unsymmetrical Thiosulfonates from Disulfides through Electrochemically Induced Disulfide Bond Metathesis and Site-Selective Oxidation
Strehl, Julia,Hilt, Gerhard
supporting information, (2021/10/14)
The anodic generation of symmetrical and unsymmetrical thiosulfonates is presented. First, the oxidation of disulfides yielding symmetrical thiosulfonates was realized. The direct synthesis is performed using a simple quasi-divided cell design, whereby using a supporting electrolyte is unnecessary. Its principle was then expanded to the conversion of unsymmetrical disulfides that were generated in situ through metathesis of two symmetrical disulfides. This enables a direct access to unsymmetrical thiosulfonates without any pre-functionalization or elaborate synthesis of the starting materials for the first time. The reaction scope was investigated by converting differently functionalized aliphatic and aromatic disulfides in moderate to very good yields. Furthermore, a sensitivity assessment for an improved reproducibility and a robustness screen to determine the compatibility of the reaction against functional groups were performed.
Synthesis of symmetrical / unsymmetrical thiosulfonates through the disproportionate coupling reaction of sulfonyl hydrazide mediated by phosphomolybdic acid
Lv, Mengting,Liu, Yufeng,Li, Ke,Yang, Guoping
supporting information, (2021/01/21)
Phosphomolybdic acid (H3PMo12O40) is reported as a green low-cost catalyst for the synthesis of symmetrical / unsymmetrical thiosulfonates via the disproportionate coupling reaction of sulfonyl hydrazide. The attributes of this reported catalytic system include low catalyst loadings (1 mol%), efficient turnover, and high yields (up to 94%). Additionally, this reaction mechanism involves the formation of a thiyl radical and sulfonyl radical via sulfinyl radical disproportionation.