60091-82-9Relevant articles and documents
Method for preparing thioether from unsaturated olefin without catalysis of transition metal
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Paragraph 0029-0030, (2020/05/11)
The invention relates to a synthetic method for preparing thioether by a reaction of unsaturated olefin and thiophenol without catalysis of transition metal. The synthetic method comprises the following steps: adding an unsaturated olefin substrate and a thiophenol substrate into a reaction tube, then adding a catalytic amount of tripentafluorophenyl boron, and carrying out a reaction at 30-80 DEGC for 1-24 hours so as to obtain a thioether compound. Main innovation points of the invention are as follows: the thioether compound can be efficiently prepared without using of a transition metal catalyst, so heavy metal pollution is avoided. The method provided by the invention has the advantages of greenness, no solvent, simple and convenient operation, mild conditions, rapid reaction, good substrate universality, high reaction yield and selectivity and the like.
C-S coupling with nitro group as leaving group via simple inorganic salt catalysis
Xuan, Maojie,Lu, Chunlei,Lin, Bo-Lin
supporting information, (2019/08/26)
An efficient and practical synthetic protocol to synthesize nonsymmetrical aryl thioethers by nucleophilic aromatic substitution (SNAr) reaction of nitroarenes by thiols with potassium phosphate as the catalyst is described. Various moderate to strong electron-withdrawing functional groups are tolerated by the system to provide thioethers in a good to excellent yields. We also showed that the present method allows access to 3 drug examples in a short reaction time. Finally, mechanistic studies suggest that the reaction may form the classic Meisenheimer complex through a two-step addition-elimination mechanism.
The use of aminoiminomethanesulfinic acid (thiourea dioxide) under phase transfer conditions for generating organochalcogenate anions. Synthesis of sulfides, selenides and tellurides
Comasseto, J. V.,Lang, E. S.,Ferreira, J. Tercio B.,Simonelli, F.,Correira, V. R.
, p. 329 - 340 (2007/10/02)
A procedure is described which allows for the in situ synthesis of arylalkyl, diaryl and dialkylchalcogenides under phase transfer conditions starting from the corresponding diorganodichalcogenides.The dichalcogenides are reduced by aminoiminomethanesulfinic acid (thiourea dioxide) in alkaline medium and catalyzed by a quaternary ammonium salt.The reduction proceeds easily for diaryl disulfides and diaryl diselenides at a sodium hydroxide concentration of 13percent; diaryl ditellurides require a 50percent sodium hydroxide solution to give the aryl tellurolate anion.The dialkyl diselenides and dialkyl ditellurides are more difficult to reduce.The intermediate arylthiolates and arylselenolates are quenched by alkyl and activated aryl halides to give the corresponding sulfides and selenides in high yield (77-97percent).The aryltellurolates react with alkyl halides giving the aryl alkyl tellurides in 81-96percent yield.The procedure could not be successfully used for the synthesis of dialkylselenides and dialkyl tellurides; low yields and mixture of products were formed.
