100-68-5Relevant articles and documents
Pd-catalyzed synthesis of biphenyls with methylthio group
Zhang, Zhiqiang,Hu, Zhizhi,Yu, Zhixiao,Chi, Haijun,Lei, Peng,Wang, Yue,He, Ren
, p. 683 - 690 (2007)
The synthesis of unsymmetrical biaryls with a methylthio group is achieved using the air-stable palladium-phosphinous acid complexes, [(t-Bu)2P(OH)]2 PdCl2 (POPd), as the catalyst. A great variety of substituted bromobenzenes having electron-withdrawing and electron-donating functional groups in para and meta positions have been successfully coupled with 3-methylthiophenylboronic acid. Copyright Taylor & Francis Group, LLC.
Reduction of sulfoxides and pyridine-N-oxides over iron powder with water as hydrogen source promoted by carbon dioxide
Ma, Ran,Liu, An-Hua,Huang, Cheng-Bin,Li, Xue-Dong,He, Liang-Nian
, p. 1274 - 1279 (2013)
A green process was developed for efficient reduction of sulfoxides and pyridine-N-oxides using the iron powder in the presence of H2O- CO2 to sulfides and pyridines, respectively. Notably, H2O is employed as the terminal hydrogen source, and CO2 could enhance hydrogen generation through in situ formation of carbonic acid. Thus carbonic acid offers simple neutralization by depressurizing CO2 and the system can eliminate unwanted byproducts. The high generality and chemo-selectivity of this protocol were demonstrated by the scope of substrates, in which chlorine, vinyl group and benzene ring can be tolerated.
Photocatalytic deoxygenation of sulfoxides to sulfides over titanium(IV) oxide at room temperature without use of metal co-catalysts
Kominami, Hiroshi,Nakanishi, Kousuke,Yamamoto, Satoshi,Imamura, Kazuya,Hashimoto, Keiji
, p. 100 - 103 (2014)
Deoxygenation of sulfoxides was examined in acetonitrile suspensions of metal-free titanium(IV) oxide (TiO2) under irradiation of UV light at room temperature. Experimental results indicate that deoxygenation was induced by the TiO2
Catalytic dehydrogenation of amines to imines and the in-situ reduction of sulfoxides into sulfides
Li, Bo,Liu, Bing,Liu, Xixi,Wang, Wei,Wang, Yanxin,Xiang, Nian,Zhang, Zehui
, p. 81 - 88 (2021)
The catalytic acceptorless dehydrogenation of primary amines into imines and H2 represents one of the most important organic transformations, and the in-situ utilization of the generated H2 for chemical reduction reactions has never
Impregnated palladium on magnetite as catalyst for multicomponent reductive amination reactions and other related reducing processes
Cano, Rafael,Yus, Miguel,Ramón, Diego J.
, p. 8079 - 8085 (2011)
The impregnated palladium on magnetite catalyst is a versatile system for different reduction processes using inexpensive polymehtylhydrosiloxane, including multicomponent reductive amination reactions, and aldehyde, imine, sulfinimide and sulfoxide reductions. This catalyst avoids the use of any type of expensive and quite expensive organic ligand, showing excellent yields, under mild reaction conditions. The catalyst is easily removed from the reaction medium, just by using a magnet. The catalytic system is very selective permitting the discrimination between ketones and aldehydes in the reductive amination process.
Gas-phase S-alkylation of benzenethiol with aliphatic alcohols, ethers, esters, alkyl halides and olefins over halide cluster catalysts of Groups 5 and 6 transition metals
Nagashima, Sayoko,Kudo, Kentaro,Yamazaki, Hitomi,Kamiguchi, Satoshi,Chihara, Teiji
, p. 50 - 56 (2013)
Benzenethiol was reacted with methanol under a hydrogen stream over [(Nb6Cl12)Cl2(H2O) 4]·6H2O supported on silica gel. Catalytic activity of the cluster commenced above 250 °C, yielding methyl phenyl sulfide. The selectivity was 98% at 400 °C. Molybdenum, tantalum and tungsten halide clusters with the same octahedral metal framework also catalyzed the reaction. Primary alcohols with shorter alkyl chains were effective reagents for the S-alkylation. Aliphatic ethers, dialkyl carbonates, orthoesters and alkyl halides were effective reagents for the S-alkylation. When 1-hexene was applied to the reaction, spontaneous and catalytic S-alkylation proceeded simultaneously above 200 °C, yielding n-hexyl phenyl sulfide. When alkyl acetates were subjected to this reaction, the niobium cluster afforded S-phenyl thioacetate, and the other clusters afforded alkyl phenyl sulfides selectively. A Br?nsted acid site attributable to a hydroxo ligand, which is formed on the cluster complex by thermal activation, is proposed as the active site of the catalysts.
Efficient reduction of sulfoxides with NaHSO3 catalyzed by I2
Abbasi, Mohammad,Mohammadizadeh, Mohammad Reza,Moradi, Zahra
, p. 6610 - 6613 (2015)
An efficient method for the deoxygenation of sulfoxides into their corresponding sulfides at room temperature using NaHSO3 in the presence of catalytic I2 has been reported.
Reactivity of Substituted Phenyldimethylsulfonium Ions with Common Nucleophiles. A Test of pKlgMe for Phenyldimethylsulfonium Salts and a Comparison with Methyl Arenesulfonates
Fountain,Dunkin, Timothy W.,Patel, Kamlesh D.
, p. 3711 - 3714 (1997)
The correlations of nucleophilic rate data for phenyldimethylsulfonium ions with common nucleophiles with pKlgMe values shows that the slopes of the line, βlgMe, correlate qualitatively with Edwards hardness parameter for the nucleophile, and not with the Swain-Scott no parameter. Comparison with substituted methyl arenesulfonates shows different leaving group behavior in the two systems. These results support Shaik's hypothesis that leaving group behavior consists of some SET character.
Selective deoxygenation of sulfoxides to sulfides with phosphites catalyzed by dichlorodioxomolybdenum(VI)
Sanz, Roberto,Escribano, Jaime,Aguado, Rafael,Pedrosa, Maria R.,Arnaiz, Francisco J.
, p. 1629 - 1632 (2004)
Chemoselective deoxygenation of sulfoxides to sulfides was carried out by P(OPh)3 in mild conditions catalyzed by dichlorodioxomolybdenum(VI).
Rapid, efficient and chemoselective deoxygenation of sulfoxides to thioethers using NaBH4/I2
Karimi, Babak,Zareyee, Daryoush
, p. 335 - 336 (2003)
Sodium borohydride in the presence of iodine in anhydrous THF converts a range of structurally different sulfoxides to their thioethers in excellent yields. It has been found that chemoselective deoxygenation of sulfoxides can be achieved in the presence of other reducible functional groups such as esters, nitriles and double bonds.
