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Preparation of 2-phospholene oxides by the isomerization of 3-phospholene oxides.
Beilstein Journal of Organic Chemistry ( IF 2.7 ) Pub Date : 2020-04-22 , DOI: 10.3762/bjoc.16.75
Péter Bagi 1 , Réka Herbay 1 , Nikolett Péczka 1 , Zoltán Mucsi 2 , István Timári 3 , And György Keglevich 1
Affiliation  

A series of 1-substituted-3-methyl-2-phospholene oxides was prepared from the corresponding 3-phospholene oxides by double bond rearrangement. The 2-phospholene oxides could be obtained by heating the 3-phospholene oxides in methanesulfonic acid, or via the formation of cyclic chlorophosphonium salts. Whereas mixtures of the 2- and 3-phospholene oxides formed, when the isomerization of 3-phospholene oxides was attempted under thermal conditions, or in the presence of a base. The mechanisms of the various double bond migration pathways were elucidated by quantum chemical calculations.

中文翻译:

通过3-氧化茂氧化物的异构化制备2-氧化茂氧化物。

通过双键重排,由相应的3-氧化膦制备一系列1-取代的-3-甲基-2-氧化膦。可以通过在甲磺酸中加热3-氧化膦或通过形成环状氯膦盐来获得2-氧化膦。然而,当在热条件下或在碱的存在下尝试3-环氧丙烷的异构化时,形成了2-环氧丙烷和3-环氧丙烷的混合物。量子化学计算阐明了各种双键迁移途径的机理。
更新日期:2020-04-23
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