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Synthesis 2002(7): 0856-0858
DOI: 10.1055/s-2002-28520
DOI: 10.1055/s-2002-28520
SHORTPAPER
© Georg Thieme Verlag Stuttgart · New YorkSimple and Selective Oxidation of Thiols to Disulfides with Dimethylsulfoxide Catalyzed by Dichlorodioxomolybdenum(VI)
Weitere Informationen
Received
25 January 2002
Publikationsdatum:
14. Mai 2002 (online)
Publikationsverlauf
Publikationsdatum:
14. Mai 2002 (online)

Abstract
Selective and quantitative conversion of thiols to disulfides was effected by dimethyl sulfoxide under mild conditions catalyzed by dichlorodioxomolybdenum(VI).
Key words
thiols - disulfides - molybdenum(VI) complexes - oxotransfer catalysis - sulfoxides
- 1a
Capozzi G.Modena G. In The Chemistry of the Thiol Group Part 2:Patai S. Wiley; New York: 1974. - 1b
Jocelyn DC. In Biochemistry of the Thiol Group Academic Press; New York: 1992. - 2
Oae S.Fukushima D.Kim YH. J. Chem. Soc., Chem. Commun. 1977, 407 - 3a
Xan J.Wilson EA.Roberts LD.Norton NH. J. Am. Chem. Soc. 1941, 63: 1139 - 3b
Wallace TJ.Jacobsen N.Schriesheim A. Nature (London) 1964, 201: 609 - 3c
Liu K.-T.Tong YC. Synthesis 1978, 669 - 4a
Schaeffer JR.Goodhye GT.Risley HA.Stevens RE. J. Org. Chem. 1967, 32: 392 - 4b
Drabwicz J.Mikolajczyk M. Synthesis 1980, 32 - 4c
Wu X.Rieke RD.Zhu L. Synth. Commun. 1996, 26: 191 - 4d
Iranpoor N.Zeynizadeh B. Synthesis 1999, 49 - 4e
Abele E.Abele R.Lukevics E. J. Chem. Res., Synop. 1999, 624 - 5a
Wallace TJ. J. Org. Chem. 1966, 31: 1217 - 5b
Hirano M.Yakabe S.Chikamori H.Clark JH.Morimoto T. J. Chem. Res., Synop. 1998, 310 - 6a
Huang X.Chan C.-C. Synthesis 1982, 1091 - 6b
McKillop A.Kuyuncu D. Tetrahedron Lett. 1990, 31: 5007 - 6c
Hirano M.Yakabe S.Ando K.Morimoto T. J. Chem. Res., Synop. 1998, 816 - 6d
Noureldin MC.Hendry J.Lee DG. Synthesis 1998, 1587 - 6e
Lu G.Zhang Y. Synth. Commun. 1998, 28: 4479 - 6f
Hajipour AR.Mallakpour SE. J. Chem. Res., Synop. 2000, 32 - 7a
Yiannios CN.Karabinos JV. J. Org. Chem. 1963, 28: 3246 - 7b
Wallace TJ. J. Am. Chem. Soc. 1964, 86: 2018 - 7c
Wallace TJ.Mahon JJ. J. Am. Chem. Soc. 1964, 86: 4099 - 7d
Wallace TJ.Mahon JJ. J. Org. Chem. 1965, 30: 1502 - 7e
Lowe OG. J. Org. Chem. 1975, 40: 2096 - 7f
Aida T.Akasaka T.Furukawa N.Oae S. Bull. Chem. Soc. Jpn. 1976, 49: 1441 - 8
Kesavan V.Bonnet-Delpon D.Bégué J.-P. Synthesis 2000, 223 - 9a
Iranpoor N.Zeynizadeh B. Synthesis 1999, 49 - 9b
Hirano M.Monobe H.Yakabe S.Morimoto T. J. Chem. Research (S) 1999, 374 - 10
Harlan EW.Berg JM.Holm RH. J. Am. Chem. Soc. 1986, 108: 6992 - 11a
Arnáiz FJ.Aguado R.Martínez-Ilarduya JM. Polyhedron 1994, 13: 3257 - 11b
Arnáiz, F. J.; Aguado, R.; Pedrosa, M. R. unpublished results.
- 12
Arnáiz FJ. Inorg. Synth. 1997, 31: 246 - 13
Lide DR. CRC Handbook of Chemistry and Physics 75 th Ed.: CRC Press; Ann Arbor: 1994. - 14
Vinokurova RI.Sorokina LA.Patsanovskii II.Kataeva LM.Vereshchagin AN.Kataev EG. Bull. Acad. Sci. USSR Div. Chem. Sci. (Engl. Trans.) 1979, 28: 957 - 15
Field L.Lawson JE. J. Am. Chem. Soc. 1958, 80: 838 - 16
Hirano M.Yakabe S.Uraoka N.Morimoto T. Org. Prep. Proceed. Int. 1998, 30: 360 - 17a
Figuly GD.Loop CK.Martin JC. J. Am. Chem. Soc. 1989, 111: 654 - 17b
Block E.Eswarakrishnan V.Gernon M.Ofori-Okai G.Saha C.Tang K.Zubieta J. J. Am. Chem. Soc. 1989, 111: 658 - 17c
Smith K.Lindsay CM.Pritchard GJ. J. Am. Chem. Soc. 1989, 111: 665 - Physical properties are in accordance with those reported in the literature:
- 18a
Kasmai HS.Mischke SG. Synthesis 1989, 763 - 18b
Basha A.Brooks DW. J. Org. Chem. 1993, 58: 1293 - 19 The spectral data of this compound are identical with those reported in the literature:
Abe H.Fuyii H.Masunari C.Itani J.Kashino S.Shibaike K.Harayama T. Chem. Pharm. Bull. 1997, 45: 778 - 20
Arnáiz FJ.Aguado R.Pedrosa MR.Mahía J.Maestro MA. Polyhedron 2001, 20: 2781