14846-66-3Relevant academic research and scientific papers
ELECTROLYTIC REDUCTION OF 1-METHYSULFINYL-1-METHYLTHIO-2-ARYLETHENES AT MERCURY AND PLATINUM ELECTRODES IN ACETONITRILE
Kunugi, Akira,Abe, Kyo
, p. 159 - 162 (1984)
The electrolytic reduction of 1-methylsulfinyl-1-methylthio-2-arylethenes involves a cleavage of one carbon-sulfur bond, resulting in formation of E-1-methylthio-2-arylethenes in good yields, but not Z-isomers, in the presence of excess phenol as a proton donor.
Electrolytic Reduction of 1-Methylsulfinyl-1-methylthio-1-alkenes at Mercury Electrode in Nonaqueous Media
Kunugi, Akira,Abe, Kyo,Hagi, Toshio,Hirai, Taketsugu
, p. 2009 - 2010 (1986)
In the electrolytic reduction of organic sulfur compounds of general formula RCH=C(SMe)S(O)Me, the substrates with R=aryl are much easier to reduce than those with R=alkyl, and the former substrates afford the desulfinylated compounds, E-isomers of RCH=CH
A visible-light photocatalytic thiolation of aryl, heteroaryl and vinyl iodides
Czyz,Weragoda,Monaghan,Connell,Brzozowski,Scully,Burton,Lupton,Polyzos
supporting information, p. 1543 - 1551 (2018/03/08)
The general catalytic synthesis of aryl and vinyl thioethers from readily available halides remains a challenge. Herein we report a unified method for the thiolation of aryl and vinyl iodides with dialkyl disulfides using visible light photoredox catalysis. A range of thioether products bearing diverse functional groups can be accessed in high yield and with excellent chemoselectivity. We demonstrate the versatility of this method through the expedient synthesis of a family of thioether-rich natural products. A detailed investigation of the photocatalytic mechanism is presented from both steady-state and time-resolved luminescent quenching as well as transient absorption spectroscopy experiments.
Cobalt modified N-doped carbon nanotubes for catalytic C=C bond formation via dehydrogenative coupling of benzyl alcohols and DMSO
Li, Jinlei,Liu, Guoliang,Shi, Lijun,Xing, Qi,Li, Fuwei
supporting information, p. 5782 - 5788 (2017/12/26)
The development of heterogeneous, cost-effective and environmentally benign catalysts to construct C=C bonds is highly desirable. We report here Co@N-doped carbon nanotubes (Co@NCNT) as a catalyst for a novel synthesis of styryl sulfides via dehydrogenative coupling of benzyl alcohols and DMSO under anaerobic conditions. This reaction maintains high atom efficiency as the C=C bond is formed without the cracking of the C-S bond. We proposed that Co modified N-doped carbon sites are the active sites, different from traditionally believed metal centers for dehydrogenative C-C coupling. Moreover, the Co@NCNT catalyst could be easily separated and recycled for at least six runs. This work opens up a new application of metal-N-C catalysts in C=C bond-forming reactions in synthetic chemistry.
The reactions of DMSO with arylaldehydes in the presence of sodium hydride
Shi, Min,Shen, Yu-Mei
, p. 422 - 427 (2007/10/03)
Dimethyl sulfoxide (DMSO) reacted with arylaldehydes under basic conditions to afford sulfide 1, β-(benzyloxy)styrene 2 and dialkyl sulfoxide 3, while the reaction of benzophenone with DMSO gave 1,1-diphenylethylene 4, 1,1-diphenyl-2-methylthioethylene 5 and sulfoxide 6 at the same time under the same conditions.
Mg-promoted stereoselective desulfonation of β-arylvinyl sulfone derivatives
Nishiguchi, Ikuzo,Matsumoto, Takeshi,Kuwahara, Takeshi,Kyoda, Makoto,Maekawa, Hirofumi
, p. 478 - 479 (2007/10/03)
β-Arylvinyl ρ-tolylsulfones, easily prepared from base-catalyzed condensation of aromatic aldehydes with a variety of ρ-tolylsulfones, were efficiently transformed to the corresponding (E)-β-substituted aromatic olefins in a stereoselective manner through Mg-promoted reduction. The reaction may be initiated through electron transfer from Mg metal to the vinyl sulfones to give the corresponding anionic species followed by stereoselective elimination of a sulfonyl group.
Desulfonylation of α-Methylthio-α,β-unsaturated Sulfones. A New Route to One Carbon Homologation of Aromatic Aldehydes
Huang, Xian,Zhang, Han-Zhong
, p. 42 - 43 (2007/10/02)
α-Methylthio-α,β-unsaturated sulfones 3 prepared from aromatic aldehydes 1 and sulfone 2 react with sodium hydrogen telluride in ethanol to undergo reductive desulfonylation to give vinyl sulfides 4 with certain extent of stereospecificity.A new route to one carbon homologation of aromatic aldehydes 1 to 5 is achieved by hydrolysis of 4 with titanium tetrachloride.
A NEW AND FACILE SYNTHESIS OF 5-ARYLPYRIMIDINES AND 4-ARYLPYRAZOLES
Kano, Shinzo,Yuasa, Yoko,Shibuya, Shiroshi,Hibino, Satoshi
, p. 1079 - 1082 (2007/10/02)
A condensation of 2-aryl-3-(methylthio)acroleins (3a)-(3e), a new masked form of arylmalondialdehydes, with amidines yielded the corresponding 5-arylpyrimidines (4a)-(4k).Similarly, the reaction of 3 with N-substituted hydrazines gave the corresponding 1-
