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

被引:26
作者
Su, Hai-Yan [1 ]
Zhu, Xiao-Lei [1 ]
Huang, Yangen [1 ]
Xu, Xiu-Hua [2 ]
Qing, Feng-Ling [1 ,2 ]
机构
[1] Donghua Univ, Coll Chem Chem Engn & Biotechnol, 2999 North Renmin Lu, Shanghai 201620, Peoples R China
[2] Chinese Acad Sci, Key Lab Organofluorine Chem, Ctr Excellence Mol Synth, Shanghai Inst Organ Chem,Univ Chinese Acad Sci, 345 Lingling Lu, Shanghai 200032, Peoples R China
基金
中国国家自然科学基金;
关键词
FLUORINATED ALCOHOLS; QUINOXALINONES; PHOTOCATALYST; ALKOXYLATION; DERIVATIVES; INHIBITORS; ARYLATION; THIOLS;
D O I
10.1039/d0cc05623e
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
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.
引用
收藏
页码:12805 / 12808
页数:4
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