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Copper(i) reagent-promoted hydroxytrifluoromethylation of enamides: flexible synthesis of substituted-3-hydroxy-2-aryl-3-(2,2,2-trifluoro-1-arylethyl)isoindolin-1-one†
RSC Advances ( IF 3.9 ) Pub Date : 2018-07-19 00:00:00 , DOI: 10.1039/c8ra04088e
Qing Wang 1 , Peng Shi 1 , Runsheng Zeng 1
Affiliation  

A novel CuBr-catalyzed hydroxytrifluoromethylation reaction was investigated. Substituted 3-benzylidene-2-arylisoindolin-1-ones was reacted with sodium trifluoromethanesulfinate to afford substituted-3-hydroxy-2-aryl-3-(2,2,2-trifluoro-1-arylethyl)isoindolin-1-one. The reaction proceeded at 25 °C in air atmosphere in the absence of base and ligands. Our results indicate that trifluoromethyl free radical tends to attack a double bond rather than aryl in this reaction.

中文翻译:

铜 (i) 试剂促进烯酰胺的羟基三氟甲基化:灵活合成取代的-3-羟基-2-芳基-3-(2,2,2-三氟-1-芳乙基)异吲哚啉-1-one†

研究了一种新型 CuBr 催化的羟基三氟甲基化反应。取代的3-亚苄基-2-芳基异吲哚啉-1-酮与三氟甲亚磺酸钠反应,得到取代的-3-羟基-2-芳基-3-(2,2,2-三氟-1-芳乙基)异吲哚啉-1-酮。在没有碱和配体的情况下,反应在空气气氛中于 25°C 进行。我们的结果表明,在该反应中,三氟甲基自由基倾向于攻击双键而不是芳基。
更新日期:2018-07-19
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