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.
Tetrabutylammonium Iodide Mediated Sulfenylation of Poly-substituted 1 H -Pyrazol-5-amines with Arylsulfonyl Hydrazides
He, Jing,Wei, Yueting,Li, Xuezhen,Dai, Bin,Liu, Ping
, p. 490 - 498 (2021/10/21)
A TBAI-mediated sulfenylation of N,3-diaryl-1-arylsulfonyl-1H-pyrazol-5-amines with arylsulfonyl hydrazides has been established, and an expanded inventory of N,5-diaryl-4-(arylthio)-1H-pyrazol-3-amines was constructed through C-S bond formation and N-S bond breaking. Mechanistic investigations suggest thiosulfonate as a key intermediate in the sulfenylation, and the detosylation is promoted by the generated arylsulfinic acid. The method is characterized by simple operating conditions, broad substrate range as well as gramscale reaction.
Electrochemical cross-coupling reactions of sodium arenesulfinates with thiophenols and phenols
Zhong, Zijian,Xu, Pan,Ma, Jinfeng,Zhou, Aihua
supporting information, (2021/10/26)
A green electrochemical oxidative cross-coupling protocol for the generation of thiosulfonates and sulfonate esters using sodium arenesulfinates and thiophenols/phenols is disclosed. The protocol involves using inorganic and non-toxic NaI as both redox catalyst and supporting electrolyte at room temperature without oxidant and base. The reactions provide good yields of products and tolerate broad substrate scope. The mechanistic studies revealed that the reactions proceed via a radical pathway for the formation of SO2–S and SO2–O bonds.