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Uncommon fluorination of enones with xenon difluoride
Journal of Fluorine Chemistry ( IF 1.7 ) Pub Date : 2019-11-07 , DOI: 10.1016/j.jfluchem.2019.109413
Igor I. Gerus , Yury I. Zhuk , Liliya M. Kacharova , Gerd-Volker Röschenthaler , Elena N. Shaitanova , Alexandr E. Sorochinskii , Sergey I. Vdovenko , Jacek Wojcik

Readily available β-alkoxyvinylpolyfluoroalkyl ketones react with XeF2 to give the products of addition of two Fluorine atoms to the C = C double bond - vic-difluoro ketones, which can be easily converted to α-F enones. We demonstrated chemical evaluation of these compounds by formation of new fluorocontaining enaminones and pyrazoles. In order to obtain new precursors for bioactive compounds we performed [4 + 2] hetero Diels-Alder reaction and obtained dihydropyranes which are perspective starting materials for fluorinated carbohydrates.



中文翻译:

烯酮与二氟化氙的不常见氟化

易得的β-烷氧基乙烯基多氟烷基酮与XeF 2反应,生成两个氟原子加成到C = C双键的基团-vic-二氟酮,可以很容易地转化为α-F烯酮。我们通过形成新的含氟烯胺酮和吡唑证明了对这些化合物的化学评估。为了获得生物活性化合物的新前体,我们进行了[4 + 2]杂Diels-Alder反应,并获得了二氢吡喃,它们是氟化碳水化合物的原料。

更新日期:2019-11-07
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