28519-34-8Relevant academic research and scientific papers
Diastereoselective Synthesis of Z-Alkenyl Disulfides from α-Thiophosphorylated Ketones and Thiosulfonates
Musiejuk, Mateusz,Doroszuk, Justyna,J?drzejewski, Bartosz,Ortiz Nieto, Gregory,Marin Navarro, Marisol,Witt, Dariusz
supporting information, p. 618 - 626 (2019/12/24)
We developed a simple and efficient method for the synthesis of functionalized unsymmetrical Z-alkenyl disulfides under mild conditions in moderate to good yields. The designed method is based on the reaction of α-thiophosphorylated carbonyl compounds with thiotosylates in the presence of a base. The developed method allows the preparation of unsymmetrical Z-alkenyl disulfides bearing additional hydroxy, carboxy, or ester functionalities. (Figure presented.).
TFA promoted multi-component reaction of aryldiazonium with sodium metabisulphite and thiols: Construction of thiosulfonate under transition-metal free conditions
Huang, Cheng-Mi,Li, Jian,Wang, Shun-Yi,Ji, Shun-Jun
supporting information, p. 1923 - 1926 (2020/01/13)
A TFA promoted multi-component reaction of aryldiazonium with sodium metabisulphite and thiols to construct thiosulfonates under transition-metal free conditions is reported. The thiosulfonates were isolated in good yields with broad tolerance of function
Metal-Free Synthesis of Thiosulfonates via Insertion of Sulfur Dioxide
Li, Guoqing,Gan, Ziyu,Kong, Kexin,Dou, Xiaomeng,Yang, Daoshan
supporting information, p. 1808 - 1814 (2019/03/28)
A simple and catalyst-free strategy was developed for the synthesis of unsymmetrical thiosulfonates using readily available DABCO?(SO2)2 as a solid and bench-stable sulfur dioxide surrogate. The corresponding thiosulfonates were obtained through a radical pathway with good functional group tolerance. This strategy offers a promising synthesis method for the construction of diverse and useful thiosulfonates in the field of synthetic and pharmaceutical chemistry and extends the number of still limited sulfur dioxide fixation strategies. (Figure presented.).
Method for synthesizing thiosulfonate compounds on the basis of strategy of SO2 insertion
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Paragraph 0129; 0130; 0131; 0132; 0133; 0134, (2019/04/26)
The invention relates to a method for synthesizing thiosulfonate compounds on the basis of strategy of SO2 insertion. The method includes: performing a reaction in the presence of nitrogen gas and atcertain temperature to prepare the thiosulfonate compoun
Unsymmetrical Organotrisulfide Formation via Low-Temperature Disulfanyl Anion Transfer to an Organothiosulfonate
Ali, Doaa,Hunter, Roger,De Doncker, Stephen,Rees-Jones, Sophie C. M.,Kaschula, Catherine H.
, p. 2862 - 2869 (2019/03/23)
New methodology is presented for the formation of unsymmetrical organotrisulfides in a high yield and purity, relatively free of polysulfide byproducts. The highlight of the method is the low-temperature (-78 °C) deprotection of a disulfanyl acetate with sodium methoxide in THF to form a disulfanyl anion, which reacts rapidly in situ with an organothiosulfonate (S-aryl or S-alkyl) within 30 seconds followed by quenching. The discovery of these new reaction conditions together with the relative greenness of the chemistry overall makes for an efficient protocol, from which a range of organotrisulfides covering aliphatic, aromatic, as well as cysteine and sugar groups can be accessed in a high yield and purity.
Convenient and Efficient Diastereoselective Preparation of Functionalized Z-Alkenyl Sulfides
Doroszuk, Justyna,Musiejuk, Mateusz,Ponikiewski, ?ukasz,Witt, Dariusz
supporting information, p. 6333 - 6337 (2018/11/01)
We have developed an efficient and convenient regio- and stereoselective reduction of the alkynyl sulfides with pinacolborane in the presence of copper(I) chloride to produce (Z)-alkenyl sulfides in good and very good yields. The functionalized alkynyl sulfides are readily available based on the reaction of lithium acetylides with thiotosylates under mild conditions.
H2O2-mediated metal-free protocol towards unsymmetrical thiosulfonates from sulfonyl hydrazides and disulfides in PEG-400
Peng, Zhihong,Zheng, Xiao,Zhang, Yingjun,An, Delie,Dong, Wanrong
supporting information, p. 1760 - 1764 (2018/04/30)
A green and practical protocol between sulfonyl hydrazides and disulfides is herein reported for the synthesis of unsymmetrical thiosulfonates with the assistance of H2O2 in PEG-400, releasing N2 and H2O as the byproducts. The efficient and compatible process was considered to take place in the absence of metallic catalysts through a radical mechanism as determined by EPR analysis.
Reaction of Thio Acid S-Esters with p-Toluenesulfonic Acid: A Facile Synthesis of p-Toluenethiosulfonic S-Esters
Arakawa, Yasushi,Ueyama, Naoto,Nitta, Yoshihiro
, p. 791 - 794 (2007/10/02)
Treatment of dehydrated p-toluenesulfonic acid (TsOH) with thio acid S-esters such as carbothioic acid and phosphorus thio acid S-esters in refluxing solvent resulted in the formation of p-toluenethiosulfonic S-esters (TsSR).The reaction of trialkyl phosphorotrithioites with TsOH provided the corresponding TsSR in relatively good yields.This constitutes a new and facile method for the preparation of unsymmetrical thiosulfonic S-esters.Keywords-p-toluenesulfonic acid; trialkyl phosphorotrithioite; trialkyl phosphorotrithiolate; carbothioic acid S-ester; p-toluenethiosulfonic S-ester; dialkyl disulfide.
