2393-96-6Relevant academic research and scientific papers
Asymmetric synthesis of planar-chiral paracyclophanes by double C-S bond formation: Comparison of catalytic activity and enantioselectivity of Pd and Rh catalysts
Hori, Tomoko,Shibata, Yu,Tanaka, Ken
, p. 1303 - 1306 (2010)
We have determined that a cationic palladium(II)/(R)-BINAP complex is able to catalyze enantioselective double C-S bond-forming reactions between dithiols and dibenzyl dibromides leading to planar-chiral dithiaparacyclophanes. Although the yields and ee v
Preparation method of dithioacetal derivative
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Paragraph 0023-0025, (2021/02/10)
The invention discloses a method for preparing a dithioacetal derivative, which specifically comprises the steps of sequentially adding sodium borohydride and thiophenol or mercaptan into a reaction tube filled with a dichloromethane solvent, sealing the
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.
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.
A thioether compound and its synthetic method and application (by machine translation)
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Paragraph 0054; 0055; 0057, (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)
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.
Trifluoroacetic acid catalyzed thiophenylmethylation and thioalkylmethylation of lactams and phenols via domino three-component reaction in water
Mudududdla, Ramesh,Sharma, Rohit,Guru, Santosh K.,Kushwaha, Manoj,Gupta, Ajai P.,Bharate, Sonali S.,Aravinda, Subrayashastry,Kant, Rajni,Bhushan, Shashi,Vishwakarma, Ram A.,Bharate, Sandip B.
, p. 14081 - 14088 (2014/04/17)
An efficient one-pot trifluoroacetic acid catalyzed thiophenylmethylation and thioalkylmethylation of lactams, isatins and phenols via domino three-component coupling (3CC) with thiols and formaldehyde in water has been described. The developed protocol has wide substrate-scope for a variety of thiols, lactams and isatins. Utility of the protocol for ortho-/para- thiophenylmethylation of phenols indicated that reaction proceeds through in situ formation of a thiophenylmethylium cation intermediate. LC-ESIMS-based mechanistic investigation further confirmed formation of this intermediate. For isatins, the N- versus O-thiophenylmethylation was confirmed by recording the X-ray crystal structure of compound 4e. Thionaphthyl analog 3e exhibited significant antiproliferative activity in MCF-7 cells (IC50 8 μM) via apoptosis-induction.
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.
