Synthesis of cyclic di- and trithiocarbonates from epoxides and carbon disulfide catalyzed by N-heterocyclic carbene
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The synthesis of cyclic di- and trithiocarbonates from the reaction of epoxides and carbon disulfide catalyzed by N-heterocyclic carbene prepared in situ is described. 1,3-Oxathiolane-2-thiones or 1,3-dithiolane-2-thiones was obtained in high yield with good selectivity when the reactions were carried out with 4 in DMSO at 100 °C in the presence of K2CO3. The possible catalytic mechanism was proposed.
KeywordsN-Heterocyclic carbene Carbon disulfide Epoxide Dithiocarbonate Trithiocarbonate
We are grateful to the National Innovative Entrepreneurial Training Programs for Undergraduates (12ssjcxzd02, HXKYZD201203 and 201310320047) of Jiangsu Normal University and PAPD for financial support.