112-51-6Relevant articles and documents
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Nakaya et al.
, p. 1888 (1970)
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Oxidation of organic compounds by potassium permanganate supported on montmorillonite K10
Shaabani, Ahmad,Bazgir, Ayoob,Lee, Donald G.
, p. 3595 - 3607 (2004)
The oxidation of organic compounds by potassium permanganate supported on Montmorillonite K10 has been studied under solvent-free conditions and the results compared with those from corresponding reactions where the reductants are dissolved in methylene chloride. Under both sets of conditions, primary benzylic and secondary alcohols are converted to aldehydes and ketones respectively, sulfides are oxidized to sulfones, and thiols undergo oxidative coupling to give disulfides. Surprisingly, reaction times under solvent-free conditions are shorter than those observed when the reductants are dissolved in a solvent.
CHEMISTRY OF A MOLYBDENUM-PERSULFIDE COMPLEX: ALKYLATION AND OXIDATIVE COUPLING
Harpp, David N.,MacDonald, J. Gavin
, p. 703 - 706 (1984)
The reaction of alkyl halides, sulfinyl and sulfonyl chlorides with (NH4)2 has been found to afford sulfides and disulfides in good-excellent yield.The effect of solvent polarity and reaction time is discussed.
Microwave assisted oxidative coupling of thiols to symmetrical disulfides with tripropylammonium fluorochromate(VI) (TPAFC)
Mohammadi, Mohammad Kazem,Ghammamy, Shahriare
, p. 139 - 144 (2012)
Tripropylammonium fluorochromate(VI) (TPAFC) is an efficient and novel reagent, which can be prepared easily and oxidizes thiols to the corresponding disulfides, quickly. The reactions are performed cleanly and are controlled to stop at the disulfide stage, without over-oxidation or side products. Coupling of thiols to their corresponding disulfides, was studied in solution at room temperature and under conditions using a minimal amount of solvent under microwave irradiation. The easy procedure, simple work-up, short reaction times, and excellent yields are other advantages of this reagent.
Oxidative coupling of thiols to disulfides using a solid anhydrous potassium phosphate catalyst
Joshi, Ashutosh V.,Bhusare, Sudhakar,Baidossi, Mubeen,Qafisheh, Nida,Sasson, Yoel
, p. 3583 - 3585 (2005)
Thiols are oxidized to the corresponding disulfides with a mild base, anhydrous potassium phosphate, under ambient conditions in the presence of air.
Homolytic and conjugate addition of thiols to 2,4-Dimethyl-2-vinyl-1,3-dioxa-2-silacyclohexane
Makaeva,Zorin,Musavirov,Brod'ko,Gvozdik,Musavirov
, p. 442 - 445 (2001)
Homolytic reaction of 1-propane-and 1-pentanethiols to 2,4-dimethyl-2-vinyl-1,3-dioxa-2-silacyclohexane, initiated by di-tert-butyl peroxide at 130°C, yields a mixture of isomeric sulfides (95%) as a result of addition at the α-and β-positions of the vinyl group. Conjugate addition of alkanethiols in the presence of the corresponding sodium thiolate at 100°C gives 10% of the same α-and β-regioisomeric sulfides at a ratio of 1:20.
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Mukaiyama,T.,Takahashi,K.
, p. 5907 - 5908 (1968)
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Oxidative coupling of thiols to disulfides in solution with tripropylammonium halochromates, (C3H7) 3NH[CrO3X], (X=F, Cl) adsorbed on alumina
Hassanijoshaghani, Ali,Ghammamy, Shahriare,Bagi, Shahryar,Moghimi, Ali,Javanshir, Zahra
, p. 164 - 170 (2009)
A mild and efficient method for the oxidative coupling of thiols by tripropylammonium fluorochromate and tripropylammonium chlorochromate absorbed on alumina in solution is reported. Alumina absorbed tripropylammonium fluorochromate and tripropylammonium chlorochromate are efficient and new reagents, which are easily prepared and oxidize thiols to the corresponding disulfides quickly. The reactions are clean and readily controlled to stop at the disulfide stage without the formation of common over-oxidized side products. Thus the advantages of the easy procedure and work up, short reaction times, and excellent yields make this a viable alternative method.
Gladysz et al.
, p. 838 (1978)
Application of Bulky NHC-Rhodium Complexes in Efficient S-Si and S-S Bond Forming Reactions
Bo?t, Ma?gorzata,?ak, Patrycja
supporting information, p. 17579 - 17585 (2021/11/18)
The efficient and straightforward syntheses of silylthioethers and disulfides are presented. The synthetic methodologies are based on new rhodium complexes containing bulky N-heterocyclic carbene (NHC) ligands that turned out to be efficient catalysts in thiol and thiol-silane coupling reactions. These green protocols, which use easily accessible reagents, allow obtaining compounds containing S-Si and S-S bonds in solvent-free conditions. Additionally, preliminary tests on coupling of mono- and octahydro-substituted spherosilicates with selected thiols have proved to be very promising and showed that these catalytic systems can be used for the synthesis of a novel class of functionalized silsesquioxane derivatives.
Selective, cofactor-mediated catalytic oxidation of alkanethiols in a self-assembled cage host
Da Camara, Bryce,Dietz, Philip C.,Chalek, Kevin R.,Mueller, Leonard J.,Hooley, Richard J.
supporting information, p. 14263 - 14266 (2020/11/24)
A spacious Fe(ii)-iminopyridine self-assembled cage complex can catalyze the oxidative dimerization of alkanethiols, with air as stoichiometric oxidant. The reaction is aided by selective molecular recognition of the reactants, and the active catalyst is derived from the Fe(ii) centers that provide the structural vertices of the host. The host is even capable of size-selective oxidation and can discriminate between alkanethiols of identical reactivity, based solely on size. This journal is
Oxidative dehydrogenation of thiols to disulfides at room temperature using silica supported iron oxide as an efficient solid catalyst
Paul, Susmita,Islam
, p. 95753 - 95759 (2016/10/22)
Selective transformation of thiols to disulfides by means of oxidative dehydrogenation has been described using silica supported iron oxide under base- and solvent-free reaction conditions at room temperature in an open atmosphere. The easiness of catalyst preparation, green reaction conditions, easy separation of the formed products and catalyst from the reaction mixture, and recyclability of the catalyst, are the most attractive facets of our synthetic procedure which, being ecofriendly, will find immense applications in academic and industrial sectors.