Categories: C-S Bond Formation >
Synthesis of dithiocarbonates (xanthates)
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Recent Literature
S-Arylation of potassium O-alkyl xanthates with diaryliodonium
salts proceeds under mild conditions, enabling access to substituted S-aryl
xanthates. The method exhibits good functional group tolerance and can be
applied to the late-stage C-H functionalization of drug molecules. Divergent
transformations of the resulting S-aryl xanthates provide a range of
organosulfur compounds.
D. I. Bugaenko, A. A. Volkov, V. V. Andreychev, A. V. Karchava, Org. Lett., 2023, 25,
272-276.
A simple and efficient method to obtain α-xanthylmethyl ketones from α-diazo
ketones proceeds through a protonation/nucleophilic substitution sequence in the
presence of p-toluenesulfonic acid and potassium ethyl xanthogenate as
the nucleophile. The reaction provides a broad variety of xanthates.
P. López-Mendoza, L. D. Miranda, Synthesis, 2021, 53,
3777-3790.
Related
In an efficient Cu-catalyzed one-pot approach for the synthesis of unsymmetrical
diaryl thioethers through a Cu-catalyzed double arylation, the aryl thiols are generated in
situ from an easily available xanthate and aryl halides. This strategy was further successfully utilized for the synthesis of symmetrical
diaryl thioethers, aryl alkyl thioethers, and benzothiazoles.
D. J. C. Prasad, G. Sekar, Org. Lett., 2011,
13, 1008-1011.