26905-24-8Relevant academic research and scientific papers
Synthesis of organic sulfides from thiols using montmorillonite-3-aminopropyltriethoxysilane as a new catalyst
Kannan,Pitchumani,Rajagopal,Srinivasan
, p. 369 - 370 (1996)
A new basic clay, synthesised by introducing 3-aminopropyltriethoxysilane into montmorillonite, catalyses the reaction between benzyl chloride and thiols to afford high yields of the corresponding sulfides. ? To whom correspondence should be addressed.
Synthesis of benzyl thioether derivatives via N-heterocyclic carbene palladium(II)-catalyzed cross coupling of benzylammonium salts with thiophenols
Wang, Tao,Guo, Jiarui,Xu, Yongli,Wang, Xiaobo,Wang, Yan,Feng, Dandan,Liu, Lantao
, (2021/12/01)
A new route to benzyl thioether derivatives has been developed via the N-heterocyclic carbene palladium(II)-catalyzed cross coupling of benzylammonium salts with thiophenols. Under the optimal conditions, different benzylammonium salts could be well toler
Synthesis method of benzyl sulfide
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Paragraph 0009-0013; 0055-0057, (2021/01/12)
At present, there are many sulfur-containing drugs used for treating various diseases in the market, such as antipsychotic drug chloropropylthiophene; and sulfide has a wide biological activity, and not only can be easily converted into other types of sul
Unusual Deoxidative Coupling Reaction of β-Sulfinyl Esters with Benzylic Trimethylammonium Salts
Chen, Feng,Feng, Hang,He, Ze,Zeng, Qingle,Zhang, Qiaoling
, p. 7806 - 7812 (2021/06/25)
A KOH-promoted unusual deoxidative coupling reaction of β-sulfinyl esters with benzylic trimethylammonium salts to produce thioethers is discovered for the first time. If quaternary ammonium salts synthesized from enantiomerically enriched amines are adopted, highly enantiomerically enriched benzyl thioethers (>95-99% ee) with configurations opposite to those of the enantiomerically enriched amines are obtained.
Photocatalytic synthesis method of aryl thioether and derivatives thereof
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Paragraph 0068; 0069; 0070; 0071, (2021/04/03)
The invention belongs to the field of organic synthesis, and particularly relates to a photocatalytic synthesis method of aryl thioether and derivatives thereof. The synthesis method comprises the steps: dissolving an N-(sulfanyl) amide compound into a methyl aromatic compound under the protection of inert gas, and thus obtaining the aryl thioether compound under the action of light, a catalyst, aligand and alkali. According to the method, the coupling reaction of a C-S bond is completed through visible light induction by utilizing a light/Ni dual-catalytic system, so that the method has goodfunctional group compatibility, and the C-S bond compound can be selectively and efficiently constructed in one step. The method has the advantages of simple catalytic system, mild reaction conditions, economical, simple and easily available substrate, simple reaction operation and the like.
Synthesis of benzyl sulfidesviasubstitution reaction at the sulfur of phosphinic acid thioesters
Nishiyama, Yoshitake,Hosoya, Takamitsu,Yoshida, Suguru
supporting information, p. 5771 - 5774 (2020/06/03)
An ambident electrophilicity of phosphinic acid thioesters is disclosed. Unexpected carbon-sulfur bond formation took place in the reaction between phosphinic acid thioesters and benzyl Grignard reagents. The developed method for benzyl sulfides has a wide substrate scope and was applicable for the synthesis of a drug analog.
Exploration of the mechanism and scope of the CuI/DABCO catalysed C–S coupling reaction
Thomas, Anns Maria,Sherin,Asha, Sujatha,Manojkumar,Anilkumar, Gopinathan
supporting information, (2019/12/26)
A cost effective and easily available CuI/DABCO catalytic system has been developed for the C–S cross-coupling reaction. This method is extremely useful for the thioetherification of aryl and heteroaryl halides, providing excellent yields and good chemoselectivity. We have also explored the mechanism of the reaction using DFT studies.
Transition metal-free coupling reactions of benzylic trimethylammonium salts with di(hetero)aryl disulfides and diselenides
Li, Fuhai,Wang, Dan,Chen, Hongyi,He, Ze,Zhou, Lihong,Zeng, Qingle
, p. 13029 - 13032 (2020/11/07)
A new protocol was developed to synthesize (enantioenriched) thioethers and selenoethers from (chiral) benzylic trimethylammonium salts and di(hetero)aryl disulfides or diselenides. These syntheses were promoted by the presence of weak base and did not require the use of any transition metal, and resulted in the target products with good to excellent yields (72-94%). Using quaternary ammonium salts synthesized from enantiomerically enriched amines led to highly enantiopure benzylic thioethers and selenoethers (94-99% ee) with configurations reversed from those of their enantioenriched quaternary ammonium salts. This journal is
Unsymmetrical Disulfides Synthesis via Cs2CO3-Catalyzed Three-Component Reaction in Water
Wang, Dungai,Gao, Yuanji,Tong, Yunli,Xiong, Mingteng,Liang, Xiao,Zhu, Heping,Pan, Yuanjiang
, p. 4991 - 4995 (2020/09/23)
An unsymmetrical disulfides synthesis by Cs2CO3-catalyzed three-component coupling reaction of thioacetate, sodium thiosulfate, and benzyl halide in water is described. The safe, stable, and non-toxic Na2S2O3 was invoked as the sulfur-source, successfully avoiding the odor generation in the process of S?S bond formation. A wide range of substrate suitability and appropriate functional group tolerance were observed for the transformation. Notably, the approach reported here was compatible with various biomolecules including glucose, coumarin, and quinolinone. (Figure presented.).
Copper nanoparticles supported on 2-methoxy-1-phenylethanone-functionalized MCM-41: An efficient and recyclable catalyst for one-pot three-component C–S coupling reaction of aryl halides with benzyl bromide and thiourea
Hajipour, Abdol R.,Fakhari, Farzaneh,Bidhendi, Gholamreza Nabi
, (2019/07/03)
An environmentally friendly copper-based catalyst supported on 2-methoxy-1-phenylethanone-functionalized MCM-41 was prepared and characterized by Fourier transform-infrared, transmission electron microscopy, field emission-scanning electron microscopy, X-ray diffraction and inductively coupled plasma techniques. The catalyst was applied for the one-pot three-component C–S coupling reactions of aryl halides with benzyl bromide and thiourea under aerobic conditions to afford the corresponding coupled products in good yields in water. The catalyst could be recovered and recycled five times. These results prove 2-methoxy-1-phenylethanone-functionalized MCM-41 supported Cu (II) complex was not leached during the reaction. Also it shows the correct heterogeneous nature of the catalyst.
