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欧阳幻实新虫 (小有名气)
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Regiocontrolled Synthesis of γ‑ Hydroxybutenolides via Singlet Oxygen-Mediated Oxidation of 2‑ Thiophenyl Furans Photooxygenation of 2-thiophenyl-substituted furans in ethanol leads to the rapid, regiocontrolled, and quantitative synthesis of γ-hydroxybutenolides. The carbonyl group in butenolide holds the position of thiophenyl moiety in reacting furans. Decomposition of the initially formed [4 + 2] endoperoxide into products through a radical chain mechanism is proposed, as the fate of thiophenyl moiety is its transformation into ethyl phenylsulfenate (PhS-OEt) and diphenyldisulfide. Under the reaction conditions, the sulfenate is fast oxidized into the corresponding sulfinate. |
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2楼2016-05-10 20:20:00