10381-68-7Relevant academic research and scientific papers
Palladium-Catalyzed Sulfinylation of Aryl- And Alkenylborons with Sulfinate Esters
Hosoya, Takamitsu,Kanemoto, Kazuya,Nakamura, Yu,Suzuki, Minori,Yoshida, Suguru
supporting information, p. 3793 - 3797 (2021/05/29)
An efficient, direct sulfinylation of organoborons catalyzed by palladium is disclosed. Treatment of organoborons and sulfinate esters in the presence of a palladium precatalyst provided a broad range of sulfoxides. Various organosulfur compounds having oxidizable functional groups were successfully prepared through the sulfoxide synthesis.
Vanadium-catalyzed Selective Oxidation of Sulfides to Sulfoxides and Sulfones with H2O2
Chen, M.,Jia, A.-Q.,Zhang, P.-Z.,Zhang, Q.-F.,Zhou, W.-Y.
, p. 816 - 824 (2021/06/12)
Abstract: A direct selective approach to the oxidation of sulfides to sulfoxides andsulfones with H2O2 in moderate togood yields is developed. The reaction proceeds in the presence of 2 mol % ofVO(acac)2 at room temperature. All sulfoxides andsulfones were detected by gas chromatography, and the molecular structures of2-methylbenzyl 4-methylphenyl sulfone, 4-methylbenzyl 4-methylphenyl sulfone,2-bromobenzyl 4-methylphenyl sulfone, and 4-tert-butylbenzyl benzyl sulfone were determined by singlecrystal X-ray crystallography.
Investigations on the Lewis-acids-catalysed electrophilic aromatic substitution reactions of thionyl chloride and selenyl chloride, the substituent effects, and the reaction mechanisms
Sun, Xiaoping,Haas, David,McWilliams, Samantha,Smith, Benjamin,Leaptrot, Katrina
, p. 736 - 744 (2014/01/23)
The previously established aluminium-chloride-(AlCl3)-catalysed electrophilic aromatic substitution (EAS) of benzene (PhH) with thionyl chloride (SOCl2) has been extended to toluene (PhCH3), chlorobenzene (PhCl), and phenol (PhOH). -CH3 was found to be mainly a para-director with a minor ortho-directing effect on the EAS reactions giving diaryl sulfoxides (Ar2SO). -Cl was found to be exclusively a para-director for formation of Ar2SO. All the -CH3, -Cl, and -OH groups were shown to be exclusive para-directors for formation of diaryl sulfides (Ar2S) from the EAS reactions. Although the reactions of PhH and PhCH3 with SOCl2 in the presence of AlCl 3 gave the major Ar2SO and minor Ar2S at ambient temperature, the phenol (PhOH) reaction was shown to give only the reduced sulfide (p-HOC6H4)2S with no sulfoxide (p-HOC6H4)2SO formed. The mixed diaryl sulfoxides ArSOAr′ (Ar, Ar′=C6H5, p-CH 3C6H4; C6H5, o-CH 3C6H4; and C6H5, p-ClC6H4) were produced in the AlCl3-catalysed reactions of SOCl2 with molar 1:1 PhH-PhX mixtures (X=CH3 and Cl). Efforts to enhance the yield of S-aryl arenesulfonothioates ArSO 2SAr (Ar=Ph, p-CH3C6H4, and p-ClC6H4) from the AlCl3-catalysed EAS reactions of SOCl2 were made, showing that decreasing the molar ratios of ArH/SOCl2 or lowering the temperature resulted in an increase in the product yield. A detailed mechanism has been proposed to account for the formation of ArSO2SAr. The Lewis-acid-MCl3-(M=Al and Fe)-catalysed EAS reactions of PhH with selenyl chloride (SeOCl2) were demonstrated to give the reduced diphenyl selenide (Ph2Se) and diphenyl diselenide (PhSeSePh) via novel auto-redox processes in selenium of the key EAS intermediates.
Synthesis of enantiomerically pure 1,2-disubstituted 2-selenoamines
Torrente, Esther,Ruano, Jose Luis Garcia,Castro, Ana M. Martin,Degl'Innocenti, Alessandro,Capperucci, Antonella,Frateschi, Lucrezia
scheme or table, p. 1268 - 1273 (2011/09/14)
Optically pure phenylseleno-(S)-2-p-tolylsulfinylbenzylcarbanions react with (S)-N-2-p-tolylsulfinylimines derived from aliphatic and aromatic aldehydes in a highly stereoselective manner affording bis-sulfinylselenoamines, easily transformed into 1-pheny
Selective aerobic oxidation of sulfides to sulfoxides catalyzed by coenzyme NAD+ models
Xu, Hua-Jian,Lin, Yi-Cheng,Wan, Xin,Yang, Chun-Yan,Feng, Yi-Si
experimental part, p. 8823 - 8827 (2011/01/04)
Coenzyme NAD+ models can be applied in the photooxygenation of sulfides to sulfoxides as organocatalysts at room temperature. A series of sulfoxides are synthesized easily with this protocol and the possible mechanism is discussed. This procedure provides a reliable approach to the clean production of useful sulfoxides in synthetic chemistry.
An ionic liquid-mediated expeditious route to the syntheses of diaryl sulfoxides
Mohile, Swapnil S.,Potdar, Mahesh K.,Salunkhe, Manikrao M.
, p. 1255 - 1258 (2007/10/03)
A fast and efficient protocol is proposed for the synthesis of diaryl sulfoxides in the ionic liquid 1-butyl-3-methylimidazolium chloroaluminate, [bmim]Cl·AlCl3, N=0.67, by employing arenes and thionyl chloride. The ionic liquid plays a dual role of Lewis acid catalyst and solvent, under ambient conditions, offering good yields of the product. The influence of the Lewis acidity of the ionic liquid on the extent of conversion is studied.
