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2,2,2-trifluoroethanol-promoted access to symmetrically 3,3-disubstituted quinoline-2,4-diones
Journal of Fluorine Chemistry ( IF 1.9 ) Pub Date : 2020-04-09 , DOI: 10.1016/j.jfluchem.2020.109520
Marcel Manke Selvero , Gabriela N. Ledesma , Ulrich Abram , Ernesto Schulz-Lang , Ademir Farias Morel , Enrique L. Larghi

The unprecedented use of 2,2,2-trifluoroethanol as reaction solvent provided a facile and convenient access to symmetrically 3,3-disubstitued quinoline-2,4-diones in moderate to excellent yields and high regioselectivity, by reaction of 4-hydroxy-2-quinolones with electrophiles like methyl iodide, as well as benzyl and allyl bromides in the presence of K2CO3. Silver (I) oxide is required to increase the yield of the methylations.



中文翻译:

2,2,2-三氟乙醇促进获得对称的3,3-二取代喹啉-2,4-二酮

通过2,2,2-三氟乙醇作为反应溶剂的空前使用,通过4-羟基-苯酚的反应,以中等至极好的收率和高区域选择性提供了一种方便且便捷的途径,可对称地获得3,3-二取代的喹啉-2,4-二酮。在K 2 CO 3存在下,具有亲电试剂的2-喹诺酮类化合物,如甲基碘,以及苄基和烯丙基溴。需要氧化银(I)以增加甲基化的产率。

更新日期:2020-04-21
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