15446-15-8Relevant articles and documents
Compound, preparation method thereof, medical intermediate and application thereof
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Paragraph 0052-0059, (2020/08/06)
The invention relates to the technical field of chemical synthesis, and particularly discloses a compound, a preparation method thereof, a medical intermediate and an application thereof, the compoundcomprises the following raw materials: thioether, bromide and a proper amount of organic solvent, and the molar weight ratio of thioether to bromide is 1: (2-8). According to the compound provided bythe invention, thioether, bromide and a proper amount of organic solvent are used as raw materials, and the thioether compound can be obtained without adopting a catalyst, so that the problems of metal residues and the like are fundamentally eliminated, the provided preparation method is simple to operate, the method is simple in process and high in yield, the thioether compound is prepared through thioether metathesis reaction, metal catalysis is not needed in the whole reaction, meanwhile, the reaction condition is mild, the substrate range is wide, the problem of metal pollution existing in an existing thioether compound synthesis method is solved, and the method has wide market prospects in the fields of organic synthesis, medicine synthesis and the like.
Sulfoxide Reduction/C(sp3)-S Metathesis Cascade in Ionic Liquid
Liu, Chenjing,Chen, Dengfeng,Fu, Yuanyuan,Wang, Fei,Luo, Jinyue,Huang, Shenlin
supporting information, p. 5701 - 5705 (2020/07/24)
A sulfoxide reduction/C-S bond metathesis cascade between sulfoxides and alkyl bromides has been developed to access high-value sulfides without the use of any catalysts or bases. In this cascade, classical Kornblum oxidation is employed to reduce sulfoxides with alkyl bromides in ionic liquid. This protocol features high functional tolerance, mild conditions, promising scalability, and sustainable solvents.
Gold-Catalyzed Oxidation of Thioalkynes to Form Phenylthio Ketene Derivatives via a Noncarbene Route
Sharma, Pankaj,Singh, Rahulkumar Rajmani,Giri, Sovan Sundar,Chen, Liang-Yu,Cheng, Mu-Jeng,Liu, Rai-Shung
, p. 5475 - 5479 (2019/08/01)
Gold-catalyzed oxidations of thioalkynes with 8-methylquinoline oxides afford 2-phenylthioketenes that can be trapped efficiently with alcohols. The synthetic utility is manifested by terminal and internal thioalkynes over a wide scope, bearing esters, ke
Efficient synthetic approach to substituted benzo[b]furans and benzo[b]thiophenes by iodine-promoted cyclization of enaminones
Labarrios, Ehecatl,Jerezano, Alberto,Jimenez, Fabiola,Del Carmen Cruz, Maria,Delgado, Francisco,Zepeda, L. Gerardo,Tamariz, Joaquin
, p. 954 - 971 (2014/08/05)
An efficient synthetic approach to the substituted benzo[b]furan and benzo[b]thiophene scaffolds by iodine-mediated cyclization of the corresponding enaminones is described. This protocol was applied to a large series of these latter precursors to afford the respective benzoheterocycles substituted at the C-2 position by a carbonyl group functionality. A study of the factors that control this process reveals that the reactivity depends on the presence of electron-donor groups in the aryl ring of the aryloxycarbonylic and arylthiocarbonylic moieties.
PYRAZOLO[3,4-D]PYRIMIDIN-4(5H)-ONE DERIVATIVES AS PDE9 INHIBITORS
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Page/Page column 27, (2014/02/16)
A compound of the general formula (I) wherein R1 is selected from the group consisting of phenyl unsubstituted or substituted with 1 to 3 substituents selected from F, Cl, Br, I, CN, -O-C1-C3-alkyl, fluorinated -O-C1-C3-alkyl, -(CH2)mOH and 5-membered heterocyclic group with 1 or 2 heteroatoms selected from N, O and S; and 6- or 10-membered heteroaryl with 1 to 3 heteroatoms selected from O, N and S; R2 and R3 independently of each other represent H atom or straight or branched C1-C3 alkyl; R4 is selected from the group consisting of 4- to 6- membered cycloalkyl, wherein one of carbon atoms can be replaced by O atom, and which is unsubstituted or substituted with one or two halogen atoms,and straight or branched C1-C4 alkyl; Q represents a bond or C1-C3-alkylene, which can be optionally substituted by one to three C1-C3-alkyls; X is selected from the group consisting of O, NR5, and S(O)p; R5 represents H atom or C1-C3alkyl; m is 1, 2 or 3; p is 0, 1 or 2; and salts thereof, for use as a medicament, in particular for treating cognitive function disorders and neurodegenerative diseases.
Continuous flow biocatalytic resolutions of methyl sulfinylacetates
Liu, Zhanxiang,Burgess, Kevin
supporting information; experimental part, p. 6325 - 6327 (2012/01/02)
Product inhibition was encountered for some substrates in the resolution of methyl sulfinylacetates mediated by lipase Amano AK, so an apparatus to continually extract the carboxylate product was devised. This was applied to resolve some sulfoxides with h
A new method for the preparation of alkyl aryl sulfides from alcohols via alkoxydiphenylphosphines by oxidation-reduction condensation
Mukaiyama, Teruaki,Ikegai, Kazuhiro
, p. 1522 - 1523 (2007/10/03)
A new method for the preparation of alkyl aryl sulfides from alcohols via alkoxydiphenylphosphines by oxidation-reduction condensation was established. Various primary, secondary, and tertiary alcohols were successfully converted into the corresponding su
Pyrolysis of (2-Phenylethyl)phenylsulfonium Ylides
Yoshimura, Toshiaki,Motoyama, Atsushi,Morishige, Akiko,Tsukurimichi, Eiichi,Shimasaki, Choichiro,Hasegawa, Kiyoshi
, p. 174 - 180 (2007/10/02)
In order to obtain information concerning the reaction mechanism of the pyrolysis of sulfonium ylides bearing a substituted phenyl group on the 2-position in the S-ethyl group of ethylphenylsulfonium ylide, (2-phenylethyl)phenylsulfonium bis(methoxycarbonyl)methylide (1) and dicyanomethylide(2) were subjected to pyrolysis in benzene.The reaction rates of 1 and 2 at 140 deg C were 6.0- and 3.2-times faster than those of ethylphenylsulfonium bis(methoxycarbonyl)methylide and dicyanomethylide, respectively.The activation parameters for 1 were ΔH++=125 kJ mol-1 and ΔS++=-3.8 JK-18mol-1, while those for 2 were ΔH++=124 kJ mol-1 and ΔS++=-2.5 JK-1 mol-1.Substituent efects on the β-phenyl groups in 1 and 2 afforded positive Hammett ρ-values: ρ = 0.49 (γ = 0.997) and ρ = 0.26 (γ = 0.993), respectively.From the obtained results, it was suggested that the pyrolysis proceeds through essentially a concerted intramolecular cis-elimination inclined toward a slightly carbanion-like type from an E1-like type by introducing a phenyl substituent at the 2-position of the ethyl group in the ethylphenylsulfonium ylide.
A FACILE ROUTE TO HOMOCHIRAL SULFOXIDES
Burgess, Kevin,Henderson, Ian
, p. 3633 - 3636 (2007/10/02)
Biocatalytic resolution of methyl sulfinylacetates afford sulfoxides (R)-(1)-(6) in very high optical yields; the products have been used in a systematic study of the "SPAC" reaction, an asymmetric synthesis of γ-hydroxy-α,β-unsaturated esters.
