Copper-catalyzed α-aminoxylation of 1,3-dicarbonyl compounds with 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO) via an aerobic oxidative sp3 C-H bond activation

被引：19
|
作者：
Luo, Xiaoyan [1 ,2 ]
Wang, Zheng-Lin [1 ,2 ]
Jin, Jing-Hai [1 ,2 ]
An, Xing-Lan [1 ,2 ]
Shen, Zhenlu [3 ]
Deng, Wei-Ping [1 ,2 ,3 ]
机构：
[1] E China Univ Sci & Technol, Shanghai Key Lab New Drug Design, Shanghai 200237, Peoples R China
[2] E China Univ Sci & Technol, Sch Pharm, Shanghai 200237, Peoples R China
[3] Zhejiang Univ Technol, Coll Chem Engn, Hangzhou 310014, Zhejiang, Peoples R China
来源：
TETRAHEDRON | 2014年 / 70卷 / 44期
基金：
中国国家自然科学基金;
关键词：
alpha-Aminoxylation; Copper; TEMPO; 1,3-Dicarbonyl compounds; RADICAL POLYMERIZATION; OXYAMINATION; CHEMISTRY; ALDEHYDES; ALKOXYAMINE; KETONES; CDC;
D O I：
10.1016/j.tet.2014.09.031
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A facile and direct synthetic method for the construction of alkoxyamine derivatives through copper-catalyzed aerobic oxidative activation of sp(3) C-H bond was developed in good to excellent yields (75 -95%), by treating the readily available 1,3-dicarbonyl compounds with 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO) and its derivatives. This method was also successfully applied to the preparation of quaternary alpha-fluorinated alpha-hydroxyl acid derivatives. (C) 2014 Elsevier Ltd. All rights reserved.
引用
收藏
页码：8226 / 8230
页数：5
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