20333-41-9Relevant articles and documents
Simple conversion of thiols to disulfides in EtOH under ambient aerobic conditions without using any catalyst or additive
Wang, Hang,Huang, Guojun,Sun, Yang,Liu, Yunyun
, p. 96 - 97 (2014)
EtOH was found to be an excellent medium for the aerobic S-S coupling reactions of various alkyl and aryl thiols. A series of useful disulfides RSSR have been synthesised in good to excellent yields without using any additional catalyst, oxidant or additive. Moreover, most products could be obtained by simply removing the solvent after completion of the reaction. Satisfactory results were obtained for both mg- and g-scale reactions.
Highly efficient oxidative coupling of thiols by active manganese dioxide (AMD) and barium manganate (BM) under solvent-free conditions at room temperature
Firouzabadi,Abbassi,Karimi
, p. 2527 - 2531 (1999)
Active manganese dioxide (AMD) and commercially available barium manganate (BM) are highly efficient oxidizing agents for oxidative coupling of thiols to their corresponding disulfides in excellent yields under solvent-free conditions at room temperature.
Transformation of arylboronic acids with sodium thiosulfate into organodisulfides catalyzed by a recyclable polyoxometalate-based Cr(iii) catalyst
Chang, Yalin,Li, Huiyi,Tao, Chaofu,Wang, Aiping,Wei, Yongge,Xie, Ya,Yu, Han,Yu, Shunming
supporting information, p. 6059 - 6064 (2021/08/23)
Organo disulfides represent an abundant class of compounds in chemical biology, pharmaceutical fields, and industry. They are traditionally synthesized by the oxidation of mercaptan in the presence of an organic ligand supported metal catalyst or toxic oxidants under harsh conditions. Here, we disclose a highly-efficient pathway in which disulfide is synthesized by organic boric acid and Na2S2O3 using the catalyst (NH4)3[CrMo6O18(OH)6], demonstrating a high activity and excellent selectivity. Various boric acid derivatives have been successfully transformed into the corresponding disulfides. Mechanistic insights have been furnished based on the observation of intermediate and control experiments.
Copper-catalyzedortho-selective direct sulfenylation ofN-aryl-7-azaindoles with disulfides
Ru-Jian, Yu,Chun-Yan, Zhang,Xiang, Zhou,Xiong, Yan-Shi,Duan, Xue-Min
supporting information, p. 2901 - 2906 (2021/04/14)
A copper-catalyzed direct C-H chalcogenation ofN-aryl-azaindoles with disulfides is described. This transformation was performed using Earth abundant Cu(OAc)2as a catalyst, benzoic acid as an additive, air as a terminal oxidant, and readily available diaryl and dialkyldisulfides (or diselenide) as chalcogenation reagents. High functional group tolerance and excellent regioselectivity are demonstrated by the efficient preparation of a wide range ofortho-sulfenylation-7-azaindoles.
Extended Pummerer fragmentation mediated by carbon dioxide and cyanide
Liu, Jian,Kragh, Rasmus R.,Kamounah, Fadhil S.,Lee, Ji-Woong
, (2020/10/30)
Pummerer rearrangement reactions generate sulfur (II) oxidation state from sulfur (IV) starting materials in the presence of activating reagents. We found unprecedented transformation of vinyl sulfoxide; disulfide formation reactions mediated by atmospheric pressure of carbon dioxide in extended Pummerer rearrangement reactions. Only under CO2 atmosphere, we observed moderate to high yields of disulfide starting from sulfur (IV) starting materials. Investigations on the reaction mechanism revealed that the degradation of the starting materials and the products was significant in the absence of CO2. Further evidence for the suggested reaction mechanism was obtained by a cross-over experiment and a radical trapping reagent.
