Copper-catalyzed synthesis of oxime ethers from iminoxy radical (C=N-O•) and maleimides via radical addition

被引：2

作者：

Han, Ziwei ^{[1
]}

Shen, Subo ^{[1
]}

Zheng, Feng ^{[2
]}

Hu, Han ^{[1
]}

Zhang, Jianmin ^{[1
,3
]}

Zhu, Shizheng ^{[3
]}

机构：

[1] Shanghai Univ, Coll Sci, Dept Chem, Shanghai 200444, Peoples R China

[2] Shanghai Aerosp Chem Applicat Res Inst, Shanghai 201109, Peoples R China

[3] Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Organofluorine Chem, 345 Lingling Rd, Shanghai 200032, Peoples R China

来源：

TETRAHEDRON LETTERS | 2019年 / 60卷 / 43期

关键词：

Copper-catalyzed; Radical addition; Oxime radical; Maleimides; ELECTRON-SPIN-RESONANCE; C-H FUNCTIONALIZATION; DERIVATIVES; BIOACTIVITY; OXIDATION; KETOXIMES; ANALOGS; DESIGN; AGENTS;

D O I：

10.1016/j.tetlet.2019.151188

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient Cu(II)-catalyzed radical addition of maleimides has been achieved. The identified copper catalyst enables the formation of oxime radicals (N-O-center dot) by cleaving the O-H bond in ketoximes, followed by the radical addition to N-substituted maleimides. The oxime radicals (N-O-center dot) were detected and confirmed by EPR spectroscopy and variable-temperature H-1 NMR. The simple one-pot reaction realizes the facile preparation of a variety of oxime ether adduct products in moderate to good yields. (C) 2019 Elsevier Ltd. All rights reserved.

引用

页数：5

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