Abstract
A reaction of SH-containing heterocycles with dimethyl carbonate (DMC) in the presence of K2CO3 and tetrabutylammonium bromide (Bu4NBr) gave heteroaryl methyl thioethers in 44–93% yields. The reaction was carried out under mild conditions. This method provided a useful synthetic method for preparation of various heteroaryl methyl thioethers without the use of toxic methylic halides or dimethyl sulfate.
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ACKNOWLEDGMENTS
This work was supported by the National Natural Science Foundation of China (50773009) and by the Program for Changjiang Scholars and Innovative Research Team in University (IRT0526).
Notes
a Reaction conditions: 2-mercaptobenzothiazole = 10 mmol, DMC = 180 mmol, temperature = 90 °C.
b Ammonium quaternary salt = 2 mmol.
c Base = 15 mmol.
d Isolated yields based on 2-mercaptobenzothiazole after column chromatography.
e Temperature = 70 °C.
a Reaction conditions: substrates = 10 mmol, DMC = 180 mmol, Bu4NBr = 2 mmol, base = 15 mmol, temperature = 90 °C.
b Isolated yields after column chromatography.