95914-29-7Relevant academic research and scientific papers
NFSI-catalyzed S[sbnd]S bond exchange reaction for the synthesis of unsymmetrical disulfides
Hu, Qingyue,Li, Zheng-Yi,Song, Mengjie,Sun, Xiaoqiang,Yang, Ke
supporting information, (2022/01/26)
The metal-free S[sbnd]S bond exchange reaction of symmetrical disulfides catalyzed by NFSI is described. This novel protocol provides a facile and efficient approach to accessing important unsymmetrical disulfides. Furthermore, this strategy could also be utilized in the late-stage functionalization of amino acids, drugs, and natural products. The broad substrate scope, good functional group tolerance and easy accessibility of catalyst indicate that this strategy affords a green and practical complementary method to various unsymmetrical disulfides.
Method for NFSI-catalyzed synthesis of asymmetric disulphide derivatives
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Paragraph 0018-0025; 0029, (2021/10/30)
The invention belongs to the field of fine chemical engineering, and relates to a method for NFSI-catalytically synthesizing an asymmetric disulphide derivative, which comprises the following steps: NFSI. The symmetric disulfide A and the symmetric disulf
Synthesis of unsymmetrical disulfides: Via PPh3-mediated reductive coupling of thiophenols with sulfonyl chlorides
Liang, Xiao,Pan, Yuanjiang,Wang, Dungai,Xiong, Mingteng,Zhou, Yifeng,Zhu, Heping
supporting information, p. 4447 - 4451 (2020/10/20)
A facile and rapid synthesis of unsymmetrical aryl disulfides using PPh3-mediated reductive coupling of thiophenols with aryl sulfonyl chlorides was described. Good functional group tolerance and scalability were achieved in this strategy. More importantl
Alternating Current Electrolysis for the Electrocatalytic Synthesis of Mixed Disulfide via Sulfur–Sulfur Bond Metathesis towards Dynamic Disulfide Libraries
Hilt, Gerhard,Otten, Chris Josef,Sattler, Lars Erik
supporting information, (2020/02/27)
A novel approach of electrolysis using alternating current was applied in the sulfur–sulfur bond metathesis of symmetrical disulfides towards unsymmetrical disulfides. As initially expected, a statistical distribution in disulfides was obtained. Furthermore, the influence of electrode polarisation by alternating current was investigated on a two-disulfide matrix. The highly dynamic nature of this chemistry resulted in the creation of dynamic disulfide libraries by expansion of the matrices, consisting of up to six symmetrical disulfides. In addition, mixing of matrices and stepwise expanding of a matrix by using alternating current electrolysis were realised.
Visible-Light-Induced Hydroxysulfurization and Alkoxysulfurization of Styrenes in the Absence of Photocatalyst: Synthesis of β-Hydroxysulfides and β-Alkoxysulfides
Ruan, Hongjie,Meng, Ling-Guo,Zhu, Lingqiong,Wang, Lei
supporting information, p. 3217 - 3222 (2019/05/10)
We developed hydroxysulfurization and alkoxysulfurization of styrenes using a visible-light synthetic strategy in the absence of photocatalyst and oxidant. This strategy provided the corresponding β-hydroxysulfides and β-alkoxysulfides in moderate to good yields with high regioselectivity. The reaction was tolerated by a wide range of functional groups. This is the first example of ArSSAr/CBr4 system has been introduced into organic transformation. (Figure presented.).
Fenton-Inspired C-H Functionalization: Peroxide-Directed C-H Thioetherification
Groendyke, Brian J.,Modak, Atanu,Cook, Silas P.
, p. 13073 - 13091 (2019/10/10)
Substoichiometric iron mediates the thioetherification of unactivated aliphatic C-H bonds directed by resident silylperoxides. Upon exposure to a catalytic amount of iron(II) triflate, TIPS-protected peroxides bearing primary, secondary, and tertiary C-H sites undergo chemoselective thioetherification of remote C-H bonds with diaryl disulfides. The reaction demonstrates a broad substrate scope and functional group tolerance without the use of any noble metal additives. Mechanistic experiments suggest that the reaction proceeds through 1,5-H atom abstraction by a hydroxyl radical generated with iron.
Unsymmetrical Disulfides Synthesis via Sulfenium Ion
Parida, Amarchand,Choudhuri, Khokan,Mal, Prasenjit
supporting information, p. 2579 - 2583 (2019/07/15)
An umpolung approach for the synthesis of unsymmetrical disulfides via sulfenium ion is reported. In situ generated electrophilic sulfenium ion from electron-rich thiols reacted with second thiols to yield unsymmetrical disulfides. Using an iodine catalyst and 4-dimethylaminopyridine (DMAP)/water as promoter, the target syntheses were achieved in one pot under aerobic condition.
A Novel Method for the Direct Synthesis of Symmetrical and Unsymmetrical Sulfides and Disulfides from Aryl Halides and Ethyl Potassium Xanthogenate
Soleiman-Beigi,Arzehgar
supporting information, p. 986 - 992 (2018/02/09)
An efficient and new method for the synthesis of disulfides and sulfides via the reaction of aryl halides with ethyl potassium xanthogenate in the presence of MOF-199 is described. O -Ethyl- S -aryl carbonodithioate has a key role as an intermediate in this procedure; it was converted into symmetrical diaryl disulfides in DMF. Additionally, this could be applied to the synthesis of unsymmetrical aryl alkyl(aryl′) disulfides by the reaction with S -alkyl(aryl) sulfurothioates (Bunte salts) as well as unsymmetrical aryl alkyl(aryl′) sulfides in DMSO.
Aryl-alkyl asymmetric persulfate compound, and synthesis method and application thereof
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Paragraph 0358; 0359; 0360; 0361, (2017/02/24)
The invention discloses an aryl-alkyl asymmetric persulfate compound shown as a formula (3) and a synthesis method thereof. Arylboronic acid shown as a formula (I) and R2SSCOR3 shown as a formula (2) are used as reaction raw materials; under the effects of metal copper catalysts, reaction is performed to obtain the aryl-alkyl asymmetric persulfate compound. The method has the advantages that the reaction conditions are mild; the raw materials are low in cost and easy to obtain; the reaction operation is simple; the yield is higher; cheap metal is used as catalysts in the reaction process; economy and practicability are realized; the environment-friendly performance is achieved; reaction substrates can be easily prepared; after the reaction amplification, the reaction efficiency is high. The prepared aryl-alkyl asymmetric persulfate compound shown as the formula (3) and prepared by the method can be used for further synthesizing potential medicine compounds containing C-S bonds, such as benzyl (phenyl) thioether and benzyl (4-methoxy phenyl) thioether. The aryl-alkyl asymmetric persulfate compound and the synthesis method provided by the invention have the advantages of wide application prospects and practical value.
Metal-free radical thiolations mediated by very weak bases
Koziakov, Denis,Majek, Michal,Jacobi Von Wangelin, Axel
supporting information, p. 11347 - 11352 (2016/12/16)
Aromatic thioethers and analogous heavier chalcogenides were prepared by reaction of arene-diazonium salts with disulfides in the presence of the cheap and weak base NaOAc. The mild and practical reaction conditions (equimolar reagents, DMSO, r.t., 8 h) tolerate various functional groups (e.g. Br, Cl, NO2, CO2R, OH, SCF3, furans). Mechanistic studies indicate the operation of a radical aromatic substitution mechanism via aryl, acetyloxyl, thiyl, and dimsyl radicals.
