2393-98-8Relevant academic research and scientific papers
The potential of sulfimides as chiral acyl anion equivalents
Smith, Gareth,Sparey, Tim J.,Taylor, Paul C.
, p. 313 - 317 (1996)
Reaction of the tosyl imides 6 and 8 of 1,3-dithiane and 1,3,5-trithiane with sodium hydride and alkyl iodides in DMF yields anti alkylated products in all cases. In the case of the trithiane imide 8, both mono- and di-alkylation is observed. Preparation of cyclic sulfimide analogues of Eliel's oxathiane is shown to be problematic, but a new class of O,S-acetals, namely 4-bromophenylthiomethyl (BPTM) ethers, is introduced as a replacement for their troublesome phenylthiomethyl (PTM) analogues.
Sc(OTf)3-Catalyzed Synthesis of Symmetrical Dithioacetals and Bisarylmethanes Using Nitromethane as a Methylene Source
Dethe, Dattatraya H.,Shukla, Manmohan,Dherange, Balu D.
supporting information, p. 5778 - 5782 (2020/07/30)
Use of nitromethane as an electrophilic methylene source for the synthesis of symmetrical dithioacetals and bisarylmethanes has been showcased using Sc(OTf)3 as a catalyst. The procedure allows straightforward access to the densely functionalized dithioacetals and bisarylmethanes under mild conditions. Additionally, the method has been applied for the synthesis of antimalarial tetramethyl mellotojaponin C and anticancer dimeric phloroglucinol derivative.
A thioether compound and its synthetic method and application (by machine translation)
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Paragraph 0070; 0071; 0073, (2018/12/02)
The invention belongs to the technical field of sulfur-containing organic synthesis, discloses a thioether compound and its synthetic method and application. The vinyl ether compound is acetone, b of sulfur compounds, inorganic alkali and 18 - crown ether - 6 mixing, heating and stirring, in the inorganic alkali under the action of the catalyst, the reaction under air atmosphere, and then concentrated, purified made, the vinyl ether compound of molecular formula as formula (1) as shown: Wherein R1 And R2 Selected from hydrogen atom, alkyl, alkoxy, nitro, amino, hydroxy, halogen base, acyl, aryl or a heterocyclic group. The method can avoid the toxicity is relatively large of the methylene chloride and halogenated hydrocarbon such as methylene diiodide. The synthesis step is simple, convenient and easy operation, environment friendly and under a comparatively mild condition, have high conversion, the yield of the product can be as high as 96%. The thioether compound can be applied to the production of organic synthetic intermediates in the field. (by machine translation)
Reduction of CO2 into Methylene Coupled with the Formation of C-S Bonds under NaBH4/I2 System
Guo, Zhiqiang,Zhang, Bo,Wei, Xuehong,Xi, Chanjuan
supporting information, p. 6678 - 6681 (2018/10/24)
A selective four-electron reduction of CO2 with thiophenol using NaBH4 as a reductant is described to access dithioacetals. This reaction provides a novel synthetic method for the highly selective conversion of CO2 into methylene, and a new access to molecular structures via formation of C-S bonds using CO2 as the C1 source.
Cs2CO3-promoted methylene insertion into disulfide bonds using acetone as a methylene source
Chen, Qian,Yu, Guodian,Wang, Xiaofeng,Huang, Yulin,Yan, Yan,Huo, Yanping
supporting information, p. 4086 - 4089 (2018/06/12)
An efficient halogen-free Cs2CO3-promoted methylene insertion into disulfide bonds has been achieved using acetone as a methylene source under mild conditions. This method provides a convenient and practical route to dithioacetals in up to 96% yield with good functional group compatibility.
Bromomethyllithium-mediated chemoselective homologation of disulfides to dithioacetals
Pace, Vittorio,Pelosi, Azzurra,Antermite, Daniele,Rosati, Ornelio,Curini, Massimo,Holzer, Wolfgang
supporting information, p. 2639 - 2642 (2016/02/18)
An efficient, chemoselective homologation of disulfides and diselenides to the corresponding dithio- and diselenoacetals has been developed via the addition of bromomethyllithium. Chemoselectivity is fully preserved in the presence of concomitant electrophilic sites decorating the substrates. The synthetic potential of selected dithioacetals has been evaluated in Feringa-Fa?anas-Mastral-type Pd-catalyzed coupling with an organolithium and in the unusual 1,4-addition to a Weinreb amide.
A one-pot stereoselective synthesis of electron-deficient 4-substituted (E, E)-1-arylsulfonylbuta-1,3-dienes and their chemoselective [3+2] cycloaddition with azomethine ylides - A simple synthesis of 1,3,4-trisubstituted pyrrolidines and pyrroles
Sankar, Ulaganathan,Mahalakshmi, Susarla,Balasubramanian, Kalapattukuppuswamy
supporting information, p. 1533 - 1540 (2013/08/23)
A simple and efficient method for the synthesis of (E,E)-1-(arylsulfonyl) buta-1,3-dienes bearing electron-withdrawing substituents like cyano and ethoxycarbonyl at position 4, involving a one-pot alkylation of bis(phenylsulfonyl)methane with trans-ethyl 4-bromocrotonate/trans-4- bromocrotononitrile, and elimination of arylsulfinic acid, is described. These dienes undergo facile mono [3+2] cycloaddition with azomethine ylides chemoselectivity to furnish functionalized 1,3,4-trisubstituted pyrrolidines. Oxidation of these cycloadduct with MnO2·SiO2 under mild conditions provides 1,3,4-trisubstituted pyrroles. Georg Thieme Verlag Stuttgart. New York.
A highly efficient carbon-sulfur bond formation reaction via microwave-assisted nucleophilic substitution of thiols to polychloroalkanes without a transition-metal catalyst
Cao, Yi-Ju,Lai, Yuan-Yuan,Cao, Hong,Xing, Xiao-Ning,Wang, Xiang,Xiao, Wen-Jing
, p. 1529 - 1533 (2007/10/03)
An efficient carbon-sulfur bond formation reaction has been developed under microwave irradiation. This reaction affords a novel and rapid synthesis of thioacetals and sulfides under mild conditions. This method is particularly noteworthy given its experimental simplicity and high generality, and no transition-metal catalysts were needed under our conditions.
Surface-modified carbon felts: Possible supports for combinatorial chemistry
Coulon, Estelle,Pinson, Jean,Bourzat, Jean-Dominique,Commercon, Alain,Pulicani, Jean-Pierre
, p. 8513 - 8518 (2007/10/03)
It is possible to prepare carbon-based analogues of the Merrifield resin by electrochemical reduction of diazonium salts or oxidation of aryl acetates on high specifc surface area carbon felts. These modified felts can undergo further reactions: nucleophilic substitution, Suzuki reaction, and finally reductive electrochemical cleavage, taking advantage of the conductivity of the carbon felt. This provides a simple example of the possible use of electrochemistry in combinatorial synthesis.
