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

页码：8226 / 8230

页数：5

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