Copper-catalyzed chemoselective C-H functionalization of quinoxalin-2(1H)-ones with hexafluoroisopropanol.,Chemical Communications

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Copper-catalyzed chemoselective C-H functionalization of quinoxalin-2(1H)-ones with hexafluoroisopropanol.
Chemical Communications ( IF 4.3 ) Pub Date : 2020-09-15 , DOI: 10.1039/d0cc05623e
Hai-Yan Su ₁ , Xiao-Lei Zhu ₁ , Yangen Huang ₁ , Xiu-Hua Xu ₂ , Feng-Ling Qing ₃

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An unexpected three-component reaction of quinoxalin-2(1H)-ones, tert-butyl peroxybenzoate (TBPB), and hexafluoroisopropanol (HFIP) is described. Under CuBr-catalyzed and TBPB-oxidized conditions, a variety of hydroxyhexafluoroisobutylated quinoxalin-2(1H)-ones were formed. Furthermore, the first hexafluoroisopropoxylation of the quinoxalin-2(1H)-ones with HFIP is also demonstrated with Cu₂O as the catalyst and PhI(OAc)₂ as the oxidant. These new transformations of HFIP furnish previously unknown and potentially useful fluorinated quinoxalin-2(1H)-one derivatives.

中文翻译：

用六氟异丙醇铜催化喹喔啉-2（1H）-ones的化学选择性CH功能化。

描述了喹喔啉-2（1 H）-酮，过氧苯甲酸叔丁酯（TBPB）和六氟异丙醇（HFIP）的意外三组分反应。在CuBr催化和TBPB氧化的条件下，形成了多种羟基六氟异丁基化的喹喔啉-2（1 H）-1 。此外，还证实了用HFIP对喹喔啉-2（1 H）-酮进行的六氟异丙氧基的第一次氧化，以Cu ₂ O为催化剂，Phi（OAc）₂为氧化剂。HFIP的这些新转变提供了以前未知且潜在有用的氟化喹喔啉2（1 H）-one衍生物。

更新日期：2020-09-23

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