1142-19-4Relevant articles and documents
Visible-light-mediated facile synthesis of disulfides using reusable TiO2/MoS2nanocomposite photocatalyst
Liu, Wenjie,Wang, Cancan,Huang, Yibo,Chen, Qun,Wang, Liang,He, Mingyang
, p. 1268 - 1274 (2016)
A nontoxic and inexpensive TiO2/MoS2nanocomposite was prepared and employed as an efficient photocatalyst for the synthesis of symmetrical disulfides under visible light irradiation at room temperature. Both aryl and alkyl thiols survived the reaction conditions, affording the corresponding disulfides in good to excellent yields. The photocatalyst could be easily recovered by simple centrifugation and filtration and reused several times without significant loss in its activity.
Substituent Effect on the Rate Constants for the Reactions between Benzenethiyl Radicals and Stable Free Radicals Estimated by Flash Photolysis
Nakamura, Michiaki,Ito, Osami,Matsuda, Minoru
, p. 698 - 701 (1980)
Absolute rate constants for the reactions between para-substituted benzenethiyl radicals and stable free radicals such as di-tert-butyl nitroxide (DBNO.) and galvinoxyl (G.) were determined by means of xenon- and laser-flash photolysis.The rate constants were in the range of 3.3 108 to 1.6 109 M-1 s-1.For both the stable free radicals, the rate constants were correlated with Hammett substituent constant ?+ yielding positive ρ+ values; ρ+(DBNO.) = +0.75 +/- 0.02 and ρ+(G.) = +0.25 +/- 0.05.The observed ρ+ for G. most likely implies that the reactivities are determined mainly by the thermodynamic stabilities of the substituted benzenethiyl radicals.The ρ+ for DBNO., which is considerably larger than the ρ+ for G., may be explained by the contribution of the polar resonance structures to the transition state.
Synthesis of aryl cyclopropyl sulfides through copper-promoted S-cyclopropylation of thiophenols using cyclopropylboronic acid
Benoit, Emeline,Fnaiche, Ahmed,Gagnon, Alexandre
, p. 1162 - 1171 (2019)
The copper-promoted S-cyclopropylation of thiophenols using cyclopropylboronic acid is reported. The procedure operates under simple conditions to afford the corresponding aryl cyclopropyl sulfides in moderate to excellent yields. The reaction tolerates substitution in ortho-, meta- and para-substitution as well as electron-donating and electron-withdrawing groups. The S-cyclopropylation of a thiophenol was also accomplished using potassium cyclopropyl trifluoroborate.
Caro's acid supported on silica gel. Part 1: Oxidative coupling of thiols to disulfides
Movassagh,Lakouraj,Ghodrati
, p. 3597 - 3603 (1999)
Mild and efficient method for preparation of disulfides from thiols is described using Caro's acid supported on silica gel.
Conversion of thiols to disulfides using a hexamethylenetetramine-bromine complex
Yavari, Issa,Rounaqi, Ali A.,Moradi, Loghman
, p. 2659 - 2662 (2006)
Hexamethylenetetramine-bromine complex, a yellow-orange, very stable homogeneous solid, affects a mild and fairly general conversion of thiols to disulfides. Copyright Taylor & Francis Group, LLC.
Polymer supported reagents: Oxidative selection between thiols
Shirini,Lakouraj,Mohammadpour-Baltork,Asadi
, p. 1833 - 1837 (2003)
A very simple reaction is described for the efficient oxidative selection between thiols by Dowex l-X8, as a quaternary ammonium resin, on which Cl- is replaced by dichromate and bisulfate ions (DDB).
Iron-Catalyzed Cross-Dehydrogenative Coupling of Oxindoles with Thiols/Selenols for Direct C(sp3)?S/Se Bond Formation
Huang, Lu-Shan,Han, Dong-Yang,Xu, Da-Zhen
, p. 4016 - 4021 (2019)
The C?X (S/Se) bonds are common and ubiquitous in natural products and pharmaceuticals. Here, we report an iron-catalyzed cross-dehydrogenative coupling (CDC) reaction for the direct synthesis of C(sp3)?X (S/Se) bonds from oxindoles, phenylacetamides, pyrazolones, phenylacetonitriles and ethyl cyanoacetate with thiols and selenols. All the reactions were performed under simple and mild conditions, and air (molecular oxygen) was employed as an ideal green oxidant, thus promising broad application in chemical industry and modification of bioactive molecules. (Figure presented.).
Selective and convenient oxidation of thiols to disulfides using n-butyltriphenylphosphonium dichromate (Bun PPh3) 2Cr2O7 in solution, under solvent-free conditions and microwave irradiation
Mohammadpoor-Baltork, Iraj,Memarian, Hamid Reza,Bahrami, Kiumars
, p. 2315 - 2321 (2004)
A variety of aliphatic, aromatic, and heteroaromatic thiols were rapidly and cleanly converted to their corresponding disulfides in excellent yields using n-butyltriphenylphosphonium dichromate (BTPPDC) in acetonitrile solution under solvent-free conditions and microwave irradiation. Selective oxidation of thiols in the presence of other oxidizable functional groups, such as alcohol and sulfide, is a noteworthy advantage of this method.
Thiol-Olefin Cooxidation (TOCO) Reaction. 10. Phenyl Allyl Ether and p-Chlorothiophenol
Chung, Moo-Il,D'Souza, Valerian T.,Szmant, H. Harry
, p. 1741 - 1744 (1987)
The TOCO reaction of a hexane solution of phenyl allyl ether and p-chlorothiophenol was investigated under photochemical and thermal activation conditions and over a temperature range of -23 to +25 deg C.The formation of the desired TOCO product, the thiol-olefin anti-Markovnikov adduct, and p-bis(chlorophenyl) sulfide was found to vary both as a function of temperature and of the activating conditions.The equilibrium constants for the formation of the thiol-olefin complexes were determined in the case of phenyl allyl ether and the analogous 4-phenyl-1-butene as well as 1-octene, norbornene, and 1-phenylbutane in order to elucidate the nature of these associations.
A direct preparation of functionalized aryl and heteroaryl disulfides from functionalized zinc organometallics by using sulfur monochloride (S 2Cl2)
Korn, Tobias J.,Knochel, Paul
, p. 1185 - 1187 (2005)
A range of functionalized aryl and heteroaryl disulfides has been prepared from zinc organometallics by using sulfur monochloride (S2Cl 2). The zinc reagents were obtained by transmetalation from magnesium or lithium reagents with ZnBr2.
