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Volumn 7, Issue 5, 2010, Pages 415-419

An improved method for the synthesis of disulfides by periodic acid and sodium hydrogen sulfite in water

Author keywords

Disulfides; Improved method; Periodic acid; Sodium hydrogen sulfite; Water

Indexed keywords


EID: 77955936821     PISSN: 15701786     EISSN: None     Source Type: Journal    
DOI: 10.2174/157017810791514733     Document Type: Article
Times cited : (15)

References (35)
  • 1
    • 0001379039 scopus 로고
    • Boron trifluoride catalyzed addition of disulfides to alkenes
    • Caserio; M. C.; Fisher, C. L.; Kim, J. K. Boron trifluoride catalyzed addition of disulfides to alkenes. J. Org. Chem., 1985, 50, 4390.
    • (1985) J. Org. Chem. , vol.50 , pp. 4390
    • Caserio, M.C.1    Fisher, C.L.2    Kim, J.K.3
  • 2
    • 0343781738 scopus 로고
    • Sodium telluridemediated sulfenylation of α-halo carbonyl compounds with diphenyl disulfide
    • Padmanabhan, S.; Ogawa, T.; Suzuki, H. Sodium telluridemediated sulfenylation of α-halo carbonyl compounds with diphenyl disulfide. Bull Chem. Soc. Jpn., 1989, 62, 1358.
    • (1989) Bull Chem. Soc. Jpn. , vol.62 , pp. 1358
    • Padmanabhan, S.1    Ogawa, T.2    Suzuki, H.3
  • 3
    • 37049074738 scopus 로고
    • 1,2-disulphenylation of alkenes induced by a hypervalent iodine(III) reagent [PhlO- TfOH]
    • Kitamura, T.; Matsuyuki, J.-I.; Taniguchi, H. 1,2-disulphenylation of alkenes induced by a hypervalent iodine(III) reagent [PhlO- TfOH]. J. Chem. Soc. Perkin Trans., 1991, 1, 1607.
    • (1991) J. Chem. Soc. Perkin Trans. , vol.1 , pp. 1607
    • Kitamura, T.1    Matsuyuki, J.-I.2    Taniguchi, H.3
  • 4
    • 0017615827 scopus 로고
    • Artificial hybrid protein containing a toxic protein fragment and a cell membrane receptor-binding moiety in a disulfide conjugate: Synthesis of diphtheria toxin fragment A-S-S-human placental lactogen with methyl-5-bromovalerimidate
    • Chang, T.-M.; Dazord, A.; Neville Jr, D.M. Artificial hybrid protein containing a toxic protein fragment and a cell membrane receptor-binding moiety in a disulfide conjugate: synthesis of diphtheria toxin fragment A-S-S-human placental lactogen with methyl-5-bromovalerimidate. J. Biol. Chem., 1977, 252, 1505.
    • (1977) J. Biol. Chem. , vol.252 , pp. 1505
    • Chang, T.-M.1    Dazord, A.2    Neville Jr., D.M.3
  • 5
    • 0017863234 scopus 로고
    • Preparation of protein conjugates via intermolecular disulfide bond formation
    • King, T.P.; Li, Y.; Kochoumian, L. Preparation of protein conjugates via intermolecular disulfide bond formation. Biochemistry (Moscow), 1978, 17, 1499.
    • (1978) Biochemistry (Moscow) , vol.17 , pp. 1499
    • King, T.P.1    Li, Y.2    Kochoumian, L.3
  • 6
    • 0018146209 scopus 로고
    • Moehring T.J.Chimeric toxins: Toxic, disulfide-linked conjugate of concanavalin A with fragment a from diphtheria toxin
    • Gilliland, D.G.; Collier, R.J.; Moehring, J.M. Moehring, T.J.Chimeric toxins: Toxic, disulfide-linked conjugate of concanavalin A with fragment a from diphtheria toxin. Proc. Natl. Acad. Sci. USA, 1978, 75, 5319.
    • (1978) Proc. Natl. Acad. Sci. USA , vol.75 , pp. 5319
    • Gilliland, D.G.1    Collier, R.J.2    Moehring, J.M.3
  • 7
    • 0028865019 scopus 로고
    • Sodium chlorite-yet another oxidant for thiols to disulphides
    • Ramadas, K.; Srinivasan, N. Sodium chlorite-yet another oxidant for thiols to disulphides. Synth. Commun., 1995, 25, 227.
    • (1995) Synth. Commun. , vol.25 , pp. 227
    • Ramadas, K.1    Srinivasan, N.2
  • 8
    • 33744472176 scopus 로고    scopus 로고
    • Single-chain, triple-domain gonadotropin analogs with disulfide bond mutations in the subunit elicit dual follitropin and lutropin activities in vivo
    • Jablonka-Shariff, A.; Kumar, T.R.; Eklund, J.; Comstock, A.; Boime, I. single-chain, triple-domain gonadotropin analogs with disulfide bond mutations in the subunit elicit dual follitropin and lutropin activities in vivo. Mol. Endocrinol., 2006, 20, 1437.
    • (2006) Mol. Endocrinol. , vol.20 , pp. 1437
    • Jablonka-Shariff, A.1    Kumar, T.R.2    Eklund, J.3    Comstock, A.4    Boime, I.5
  • 10
    • 1842428799 scopus 로고    scopus 로고
    • Nitric acid mediated oxidative transformation of thiols to disulfides
    • Misra, A.K.; Agnihotri, G. Nitric acid mediated oxidative transformation of thiols to disulfides. Synth. Commun., 2004, 34, 1079.
    • (2004) Synth. Commun. , vol.34 , pp. 1079
    • Misra, A.K.1    Agnihotri, G.2
  • 11
    • 0034902943 scopus 로고    scopus 로고
    • Preparation of disulfides by the oxidation of thiols using trichloroisocyannuric acid
    • Zhong, P.; Guo, M.-P. Preparation of disulfides by the oxidation of thiols using trichloroisocyannuric acid. Synth. Commun., 2001, 31, 1825.
    • (2001) Synth. Commun. , vol.31 , pp. 1825
    • Zhong, P.1    Guo, M.-P.2
  • 13
    • 0029128885 scopus 로고
    • A facile method for the syntheses of dialkyl disulfides from sulfur under phase transfer conditions
    • Wang, J. - X.; Wang, C.-H.; Cui, W.; Hu, Y. A facile method for the syntheses of dialkyl disulfides from sulfur under phase transfer conditions. Synth. Commun., 1995, 25, 3573.
    • (1995) Synth. Commun. , vol.25 , pp. 3573
    • Wang, J.-X.1    Wang, C.-H.2    Cui, W.3    Hu, Y.4
  • 14
    • 0041784360 scopus 로고    scopus 로고
    • Synthesis of disulfides by the oxidative coupling of thiols with calcium hypochlorite and silica gel in hexane
    • Hirano, M. Yakabe, S.; Uraoka, N.; Marimoto, T. Synthesis of disulfides by the oxidative coupling of thiols with calcium hypochlorite and silica gel in hexane. Org. Prep. Proced. Int., 1998, 30, 360.
    • (1998) Org. Prep. Proced. Int. , vol.30 , pp. 360
    • Hirano Yakabe M, S.1    Uraoka, N.2    Marimoto, T.3
  • 16
    • 0000333563 scopus 로고
    • Oxidation of thiols by superoxide ion
    • Crank, G.; Makin, M.I.H. Oxidation of thiols by superoxide ion. Aust. J. Chem., 1984, 37, 2331.
    • (1984) Aust. J. Chem. , vol.37 , pp. 2331
    • Crank, G.1    Makin, M.I.H.2
  • 17
    • 0000158075 scopus 로고
    • Electrochemical oxidation of thiols to disulfides
    • Leite, S L.S.; Pardini, V.L.; Viertler, H. Electrochemical oxidation of thiols to disulfides. Synth. Commun., 1990, 20, 393.
    • (1990) Synth. Commun. , vol.20 , pp. 393
    • Leite, S.L.S.1    Pardini, V.L.2    Viertler, H.3
  • 18
    • 0032564603 scopus 로고    scopus 로고
    • Facile solventfree oxidation of thiols mediated by mineral supports
    • Sainte-Marie, L.; Guibe-Jampel, E.; Therisod, M. Facile solventfree oxidation of thiols mediated by mineral supports. Tetrahedron Lett., 1998, 39, 9661.
    • (1998) Tetrahedron Lett. , vol.39 , pp. 9661
    • Sainte-Marie, L.1    Guibe-Jampel, E.2    Therisod, M.3
  • 19
    • 0033579654 scopus 로고    scopus 로고
    • One pot conversion of alcohols to disulfides mediated by benzyltriethylammonium tetrathiomolybdate
    • Sinha, S.; Ilankumaran, P.; Chandrasekaran, S. One pot conversion of alcohols to disulfides mediated by benzyltriethylammonium tetrathiomolybdate. Tetrahedron, 1999, 55, 14769.
    • (1999) Tetrahedron , vol.55 , pp. 14769
    • Sinha, S.1    Ilankumaran, P.2    Chandrasekaran, S.3
  • 20
    • 0034027996 scopus 로고    scopus 로고
    • Solid state oxidation of thiols to disulfides using ammonium persulfate
    • Varma, R. S.; Mesharam, H.M.; Dahiya, R. Solid state oxidation of thiols to disulfides using ammonium persulfate. Synth. Commun., 2000, 30, 1249.
    • (2000) Synth. Commun. , vol.30 , pp. 1249
    • Varma, R.S.1    Mesharam, H.M.2    Dahiya, R.3
  • 21
    • 0037195744 scopus 로고    scopus 로고
    • Selective and efficient oxidation of sulfides and thiols with benzyltriphenylphosphonium peroxymonosulfate in aprotic solvent
    • Hajipour, A.R.; Mallakpour, S.E.; Adibi, H. Selective and efficient oxidation of sulfides and thiols with benzyltriphenylphosphonium peroxymonosulfate in aprotic solvent. J. Org. Chem., 2002, 67, 8666.
    • (2002) J. Org. Chem. , vol.67 , pp. 8666
    • Hajipour, A.R.1    Mallakpour, S.E.2    Adibi, H.3
  • 23
    • 1242271367 scopus 로고    scopus 로고
    • 2,6-Dicarboxypyridinium chlorochromate: An efficient and selective reagent for the oxidation of thiols to disulfides and sulfides to sulfoxides
    • Tajbakhsh, M.; Hosseinzadeh, R.; Shakoori, A. 2,6-Dicarboxypyridinium chlorochromate: an efficient and selective reagent for the oxidation of thiols to disulfides and sulfides to sulfoxides. Tetrahedron Lett., 2004, 45, 1889.
    • (2004) Tetrahedron Lett. , vol.45 , pp. 1889
    • Tajbakhsh, M.1    Hosseinzadeh, R.2    Shakoori, A.3
  • 24
    • 0141608196 scopus 로고    scopus 로고
    • Oxidation of thiols with molecular oxygen catalyzed by cobalt (II) pthalocyanines in ionic liquid
    • Chauhan, S.M.S.; Kumar, A.; Srinivas, K.A. Oxidation of thiols with molecular oxygen catalyzed by cobalt (II) pthalocyanines in ionic liquid. Chem. Commun., 2003, 2348.
    • (2003) Chem. Commun. , vol.2348
    • Chauhan, S.M.S.1    Kumar, A.2    Srinivas, K.A.3
  • 25
    • 19544365439 scopus 로고    scopus 로고
    • Simple extremely fast, and high-yielding oxidation of thiols to disulfides
    • Alam, A.; Takaguchi, Y.; Tsuboi, S. Simple, extremely fast, and high-yielding oxidation of thiols to disulfides. Synth. Commun., 2005, 35, 1329.
    • (2005) Synth. Commun. , vol.35 , pp. 1329
    • Alam, A.1    Takaguchi, Y.2    Tsuboi, S.3
  • 27
    • 1642538445 scopus 로고    scopus 로고
    • Cetyltrimethylammonium dichromate: A mild oxidant for coupling amines and thiols
    • Patel, S.; Mishra, B.K. Cetyltrimethylammonium dichromate: a mild oxidant for coupling amines and thiols. Tetrahedron Lett., 2004, 45, 1371.
    • (2004) Tetrahedron Lett. , vol.45 , pp. 1371
    • Patel, S.1    Mishra, B.K.2
  • 30
    • 0009349611 scopus 로고
    • Novel rearrangement of tricyclo[5.2.1.02,6]deca-3,8-dienes into oxatricyclo[6.3.0.03,7]undeca-4,10-dienes by treatment with periodic acid
    • Ohta, H.; Motoyama, T.; Ura, T.; Ishii, Y.; Ogawa, M. Novel rearrangement of tricyclo[5.2.1.02,6]deca-3,8-dienes into oxatricyclo[6.3.0.03,7]undeca-4,10- dienes by treatment with periodic acid. J. Org. Chem., 1989, 54, 1668.
    • (1989) J. Org. Chem. , vol.54 , pp. 1668
    • Ohta, H.1    Motoyama, T.2    Ura, T.3    Ishii, Y.4    Ogawa, M.5
  • 31
    • 0000784976 scopus 로고
    • Mild and stereocontrolled synthesis of iodo-and bromohydrins by halogentetrakis( isopropoxy)titanium opening of epoxy alcohols
    • Alvarez, E.; Nuñez, M.T.; Martín, V.S. Mild and stereocontrolled synthesis of iodo-and bromohydrins by halogentetrakis( isopropoxy)titanium opening of epoxy alcohols. J. Org. Chem., 1990, 50, 3429.
    • (1990) J. Org. Chem. , vol.50 , pp. 3429
    • Alvarez, E.1    Nuñez, M.T.2    Martín, V.S.3
  • 32
    • 0002117575 scopus 로고
    • Iodohydrin synthesis from simple and functionalised olefins on treatment with periodic acid and sodium bisulfite
    • Ohta, H.; Sakata, Y.; Takeuchi, T.; Ishii, Y. Iodohydrin synthesis from simple and functionalised olefins on treatment with periodic acid and sodium bisulfite. Chem. Lett., 1990, 733-736.
    • (1990) Chem. Lett. , pp. 733-736
    • Ohta, H.1    Sakata, Y.2    Takeuchi, T.3    Ishii, Y.4
  • 33
    • 57349102432 scopus 로고    scopus 로고
    • An expedient and selective approach towards disulfides using sodium bromate/sodium hydrogen sulfite reagent
    • Khan, K.M.; Ali, M.; Taha, M.; Perveen, S.; Choudhary, M.I.; Voelter, W.; An expedient and selective approach towards disulfides using sodium bromate/sodium hydrogen sulfite reagent. Lett. Org. Chem., 2008, 5, 432.
    • (2008) Lett. Org. Chem. , vol.5 , pp. 432
    • Khan, K.M.1    Ali, M.2    Taha, M.3    Perveen, S.4    Choudhary, M.I.5    Voelter, W.6
  • 34
    • 0035951954 scopus 로고    scopus 로고
    • An improved method for the synthesis of γ-lactones using sodium bromate and sodium hydrogen sulfite
    • Hayat, S.; Atta-ur-Rahman; Choudhary, M.I.; Khan, K.M.; Bayer, E. An improved method for the synthesis of γ-lactones using sodium bromate and sodium hydrogen sulfite. Tetrahedron Lett., 2001, 42, 1647.
    • (2001) Tetrahedron Lett. , vol.42 , pp. 1647
    • Hayat, S.1    Atta-Ur-Rahman2    Choudhary, M.I.3    Khan, K.M.4    Bayer, E.5
  • 35
    • 0038721796 scopus 로고    scopus 로고
    • An expedient esterification of aromatic carboxylic acids using sodium bromate and sodium hydrogen sulfite
    • Khan, K.M.; Maharvi, G.M.; Hayat, S.; Zia-Ullah, Choudhary, M.I.; Atta-ur-Rahman. An expedient esterification of aromatic carboxylic acids using sodium bromate and sodium hydrogen sulfite. Tetrahedron, 2003, 59, 5549-5554.
    • (2003) Tetrahedron , vol.59 , pp. 5549-5554
    • Khan, K.M.1    Maharvi, G.M.2    Hayat, S.3    Zia-Ullah Choudhary, M.I.4    Atta-Ur-Rahman5


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