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Synthesis of Disulfides
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1珂日tH
CHXL -78°C -*"20nC, 2 h
Ar-SBtenamides. Reactions of N-trifluoroacetyl arenesulfenamides with thiols and amines gave the desired products in high yields within short reaction times.
M. Bao, M. Shimizu, Tetrahedron, 2003, 59, 9655-9659.
1 mol-%Nal
1 eq. 30% KO. 口 D
R-SH - >- 口4 K
h
Thiols were effectively oxidized into disulfides by reacting with hydrogen peroxide in the presence of a catalytic amount of iodide ion or iodine.
M. Kirihara, Y. Asai, S. Ogawa, T. Noguchi, A. Hatano, Y. Hirai, Synthesis, 2007, 3286-3289.
R-SH
1 - 5 mol-% MoO2CI2(DMSO)=
DMSO, . or 70°C, 1 0 rriin - 24 h
R: Ar, Alkyl,
Benzyl
Selective and quantitative conversion of thiols to disulfides was effected by dimethyl sulfoxide under mild conditions catalyzed by dichlorodioxomolybdenum(VI).
R. Sanz, R. Aguado, M. R. Pedrosa, F. Arna iz, Synthesis, 2002, 856-858.
R-SH 1 DBDMH >
CHXL
., -5 h
r"S"s-r
R: Ar, alkyl, benzyl
DBDMH:验 Br
宀
Br
A mild and efficient oxidation of various thiols affords the corresponding disulfides using
1,3-dibromo-5,5-dimethylhydantoin (DBDMH) as oxidant under both solution and solvent-free conditions.
A. Khazaei, M. A. Zolfigol, A. Rostami, Synthesis, 2004, 2959-2961
Substituent effect on the efficiency of desulfurizative rearrangement of a