67545-12-4Relevant academic research and scientific papers
Photocatalytic synthesis method of aryl thioether and derivatives thereof
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Paragraph 0040; 0041; 0042; 0043, (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.
Eosin-Y-Catalyzed Photoredox C?S Bond Formation: Easy Access to Thioethers
Chand, Shiv,Pandey, Anand Kumar,Singh, Rahul,Kumar, Saurabh,Singh, Krishna Nand
supporting information, p. 4712 - 4716 (2019/11/03)
An operationally simple Eosin Y catalyzed sulfenylation of hydrazones has been realized to afford a range of thioethers under visible light. The methodology provides high yields of thioethers under ambient conditions employing readily available and inexpensive starting materials. The reaction has broad substrate scope and is compatible with various functional groups.
Efficient dehydrative alkylation of thiols with alcohols catalyzed by alkyl halides
Yang, Yaqi,Ye, Zihang,Zhang, Xu,Zhou, Yipeng,Ma, Xiantao,Cao, Hongen,Li, Huan,Yu, Lei,Xu, Qing
supporting information, p. 9638 - 9642 (2017/11/30)
Alcohols can be efficiently converted into the useful thioethers by a transition metal- and base-free dehydrative S-alkylation reaction with thiols or disulfides by employing alkyl halides as the effective catalyst. This simple and efficient method is a green and practical way for the preparation of thioethers, as it tolerates a wide range of substrates such as aryl and alkyl thiols, as well as benzylic, allylic, secondary, tertiary, and even the less reactive aliphatic alcohols.
An aryl alkyl thioether compound and its synthetic method
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Paragraph 0134-0137, (2019/02/04)
The invention discloses a synthetic method of an aryl alkyl thioether compound shown as formula (II), and the synthetic method is as follows: at room temperature and in a water phase, using triazene and haloalkane as reaction raw materials, using Na2S2O3 as a vulcanization reagent for reaction under the promotion effect of a copper catalyst and a Lewis acid to obtain the aryl alkyl thioether compound. The advantages of the synthetic method are as follows: reaction is efficient and yield is high; the vulcanization reagent is cheap, easy to obtain, stable, and free of irritating smell; the reaction is carried out in the solvent green water, the reaction is free of addition of a phase transfer catalyst and a volatile organic solvent, and is environmentally friendly; the reaction is carried out at room temperature, is mild in condition; the catalyst copper sulfate used in the reaction is cheap and economic reaction; the reaction substrate is easy in preparation; after amplification, the reaction efficiency is higher.
Sulfide synthesis through copper-catalyzed C-S bond formation under biomolecule-compatible conditions
Zhang, Yonghong,Li, Yiming,Zhang, Xiaomei,Jiang, Xuefeng
, p. 941 - 944 (2015/01/09)
We report here an efficient and mild method for constructing C-S bonds. The reactions were carried out with Na2S2O3 as a sulfurating reagent, CuSO4 as a catalyst, and water as solvent without any surfactant. The products were achieved in moderate to excellent yields at room temperature under air. Notably, this reaction is compatible with various biomolecules including amino acids, oligosaccharides, nucleosides, proteins, and cell lysates. This journal is
A highly efficient Cu-catalyzed S-transfer reaction: From amine to sulfide
Li, Yiming,Pu, Jiahua,Jiang, Xuefeng
supporting information, p. 2692 - 2695 (2014/06/09)
A highly efficient Cu-catalyzed dual C-S bonds formation reaction, proceeding in alcohol and water under air, is reported, in which inodorous stable Na2S2O3 is used as a sulfurating reagent. This powerful strategy provides a practical and efficient approach to construct thioethers, using readily available aromatic amines and alkyl halides as starting materials. Sensitive and synthetic useful functional groups could be tolerated. Furthermore, pharmaceuticals, glucose, an amino acid, and a chiral ligand are successfully furnished by this late-stage sulfuration strategy.
Efficient recyclable CuI-nanoparticle-catalyzed S-arylation of thiols with aryl halides on water under mild conditions
Xu, Hua-Jian,Liang, Yu-Feng,Zhou, Xin-Feng,Feng, Yi-Si
supporting information; experimental part, p. 2562 - 2568 (2012/04/23)
CuI nanoparticles efficiently catalyzed the C-S cross coupling of aryl and alkyl thiols with aryl halides in the absence of ligands on water under mild conditions. A wide range of diaryl sulfides and aryl alkyl sulfides are synthesized in good to excellent yields utilizing this protocol. This procedure is particularly noteworthy given its mild conditions, avoiding the undesired formation of disulfides through oxidation of thiols. The recovery and successful reutilization of the catalyst is described. Furthermore, the directed synthesis of bisarylated product is presented. The Royal Society of Chemistry 2012.
Zn in ionic liquid: An efficient reaction media for the synthesis of diorganyl chalcogenides and chalcogenoesters
Narayanaperumal, Senthil,Alberto, Eduardo E.,Gul, Kashif,Kawasoko, Cristiane Yuriko,Dornelles, Luciano,Rodrigues, Oscar E.D.,Braga, Antonio Luiz
experimental part, p. 4723 - 4730 (2011/06/27)
A straightforward and efficient methodology is described to synthesize structurally diverse diorganyl selenides, sulfides, seleno- and thioesters by using commercially available Zn dust in ionic liquid. Excellent yields were achieved under neutral conditions at room temperature in a short time. The solvent/ionic liquid is reusable and exhibited higher performance as compared with organic solvents.
Synthesis of aryl benzyl NH-sulfoximines
Barry, Nicola,Brondel, Nicolas,Lawrence, Simon E.,Maguire, Anita R.
experimental part, p. 10660 - 10670 (2010/01/16)
Efficient synthesis and characterisation of a series of aryl benzyl NH-sulfoximines are described. While N-protected versions of aryl benzyl sulfoximines have been previously described, reports of their deprotection are very limited, presumably due to lab
Ring Expansion of Cyclobutanones to Cyclopentanones via α-Lithioalkyl Aryl Sulfoxides and Selenoxides
Gadwood, Robert C.,Mallick, Ishwar M.,DeWinter, Amy J.
, p. 774 - 782 (2007/10/02)
Reaction of α-lithioalkyl 2-chlorophenyl sulfoxides (prepared from the corresponding sulfoxides and LDA) with cyclobutanones affords adducts which undergo ring expansion to cyclopentanones upon treatment with potassium hydride.This reaction only works for cyclobutanones substituted at C2 with at least one phenyl or alkenyl group (type I and type II cyclobutanones).Cyclobutanones substituted at C2 with at least one alkyl group (type III and type IV cyclobutanones) undergo similar ring expansion upon treatment with α-lithioalkylphenyl selenoxides followed by direct thermolysis of the adducts.With both the sulfoxide and selenoxide reagents, the carbon atom inserted into the cyclobutanone can be unsubstituted, monosubstituted, or disubstituted.The ring expansions of 17 different cyclobutanones to 29 different cyclopentanones are presented.
