Efficient Synthesis of Polysubstituted Tetrahydrothiopyran Sulfoxides by the Reaction of α,β-Unsaturated Ketones and Na2S

Title:Efficient Synthesis of Polysubstituted Tetrahydrothiopyran Sulfoxides by the Reaction of α,β-Unsaturated Ketones and Na2S

Volume: 13 Issue: 4

Author(s): Dong-Dong Chen, Nai-Xing Wang, Xing-Wang Lan, Wei Zhang, Cui-Bing Bai, Hui-Ling Geng, Le Zhou and Yi-He Li

Affiliation:

Keywords: α, β-unsaturated ketones, sodium sulfide, tetrahydrothiopyran, sulfoxides, synthesis.

Abstract: A catalyst-free condensation reaction of α,β-unsaturated ketones and sodium sulfide in CH₃CN-H₂O mixture (1:1) was established to prepare a variety of polysubstituted tetrahydrothiopyrans in good to excellent yields. The obtained tetrahydrothiopyrans were oxidized with MCPBA to the corresponding sulfoxides in good yields. The present research is the first report on synthesis of polysubstituted tetrahydrothiopyran sulfoxides

Cite this article as:

Chen Dong-Dong, Wang Nai-Xing, Lan Xing-Wang, Zhang Wei, Bai Cui-Bing, Geng Hui-Ling, Zhou Le and Li Yi-He, Efficient Synthesis of Polysubstituted Tetrahydrothiopyran Sulfoxides by the Reaction of α,β-Unsaturated Ketones and Na2S, Current Organic Synthesis 2016; 13 (4) . https://dx.doi.org/10.2174/1570179413666151218203928