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

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

Journal Name: Current Organic Synthesis

Volume 13 , Issue 4 , 2016

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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

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

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Article Details

VOLUME: 13
ISSUE: 4
Year: 2016
Page: [651 - 655]
Pages: 5
DOI: 10.2174/1570179413666151218203928
Price: $58

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