2396-68-1Relevant articles and documents
Preparation method of alkyl-substituted thiophenol
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Paragraph 0021-0022; 0031-0032, (2018/12/13)
The invention provides a preparation method of alkyl-substituted thiophenol. Alkyl-substituted benzene sulfonyl chloride is used as a raw material, a mixed solvent and acid are regarded as a reactionsystem, and under synergistic catalysis of metal and organophosphorus and reduction action of reductive salt, the alkyl-substituted thiophenol is obtained. The preparation method of the alkyl-substituted thiophenol has a high industrialized application value, an Iron powder reduction technology can be effectively replaced, the defects that an organic reducing system is high in cost, high in toxicity, difficult in post-treatment and the like are overcome, inorganic salt which is cheap and easy to get is used as a main reducing agent, through the synergistic catalysis action, the reducibility ofthe inorganic salt is significantly improved, the reaction yield stabilizes at 92% or above, and a technology has the characteristics of being simple and convenient to operate, short in production cycle, low in cost, clean, environmentally friendly and suitable for industrialized production.
Preparation of new tert-butyl substituted coumarins, thiocoumarins and dithiocoumarins
Voss, Jrgen,Edler, Ronald,Adiwidjaja, Gunadi
, p. 1893 - 1905 (2008/02/10)
6-tert-Butyl-4-methyl- and 6,8-di-tert-butyl-4-methylcoumarin were prepared from tert-butylphenols and diketene via the corresponding aryl acetoacetates. 6-tert-Butyl-4-methyl-thiocoumarin (6) was obtained from 6-tert-butylthiophenol. Thionation with Lawesson's or Davy's reagent led to the related thion- and dithiocoumarins. The structures were proved by NMR spectroscopy and an X-ray structure analysis of 6.
Catalytic kinetic resolution of 5-alkoxy-2(5H)-furanones
Faber, Wijnand S.,Kok, Johan,De Lange, Ben,Feringa, Ben L.
, p. 4775 - 4794 (2007/10/02)
The kinetic resolution of racemic 5-alkoxy-2(5H)-furanones, using a chiral aminoalcohol catalyzed 1,4-addition of arylthiols, was examined. Using various butenolides it was shown that a γ-alkoxy substituent appears to be essential to reach high enantioselectivities whereas electron-donating substituents in the arylthiols also increase the selectivity. Cinchona alkaloids are the preferred catalysts for the kinetic resolution, with quinine and quinidine leading to the most efficient and selective thiol additions. A remarkable dilution effect and a strong dependency on the mode of addition of reactants were observed. Optimization studies are presented of the kinetic resolution of 5-methoxy-2(5H)-furanone 2 resulting in (R)-2 or (S)-2 with enantiomeric excesses exceeding 90%. A mechanism for the quinine (quinidine) catalyzed kinetic resolution is given.