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Novel phosphoryloxylactonisation of pentenoic acids mediated by ammonium iodide

机译:碘化铵介导的戊烯酸的新型磷酰氧基内酯化

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摘要

Using ammonium iodide as a catalyst and m-chloroperbenzoic acid as the oxidant, a novel and efficient procedure has been developed for phosphoryloxylactonisation of alkenoic acids in CH_3CN at room temperature, which provides the corresponding phosphoryloxylactones in good yields. In this protocol, it is proposed that ammonium iodide catalyst is first oxidised to hypoiodous acid, which reacts with the alkenoic acid to afford the corresponding iodolactone. Then, the iodolactone is further transformed into a hypervalent iodine intermediate by continuing oxidation, and finally the in situ generated active iodine species reacts with a diaryl phosphate to furnish the phosphoryloxylactone end product.
机译:以碘化铵为催化剂,间氯过苯甲酸为氧化剂,已开发出一种新颖,有效的方法,用于室温下CH_3CN中链烯酸的磷酰氧基内酯化,可提供高收率的相应磷酰氧基内酯。在该方案中,建议先将碘化铵催化剂氧化成次碘酸,然后与链烯酸反应得到相应的碘内酯。然后,通过继续氧化将碘内酯进一步转化为高价碘中间体,最后原位产生的活性碘物质与磷酸二芳基酯反应以提供磷酰氧基内酯终产物。

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