Catalytic Oxidation of Alcohols Using a 2,2,6,6-Tetramethylpiperidine-N-hydroxyammonium Cation

被引：19
|
作者：
Miller, Shelli A. [1 ]
Bisset, Kathryn A. [1 ]
Leadbeater, Nicholas E. [1 ]
Eddy, Nicholas A. [1 ]
机构：
[1] Univ Connecticut, Dept Chem, 55 North Eagleville Rd, Storrs, CT 06269 USA
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2019年 / 2019卷 / 06期
关键词：
Oxidation; Hydroxyammonium salts; Synthetic methods; Alcohols; PENTAHYDRATE NAOCL-CENTER-DOT-5H(2)O CRYSTALS; ASYMMETRIC ALPHA-OXYAMINATION; TRIFLUOROMETHYL ALCOHOLS; OXOAMMONIUM CATIONS; NITROXYL RADICALS; ALDEHYDES; TEMPO; SALTS; MECHANISM; KETONES;
D O I：
10.1002/ejoc.201801718
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The oxidation of alcohols to aldehydes, ketones, and carboxylic acids is reported using 2,2,6,6-tetramethylpiperidine-4-acetamido-hydroxyammonium tetrafluoroborate as a catalyst in conjunction with sodium hypochlorite pentahydrate as a terminal oxidant. The reaction is generally complete within 30-120 min using an acetonitrile/water mix as the solvent, and no additives are required. Product yields are good to excellent and of particular note is that the methodology can be used to access aryl alpha-trifluoromethyl ketones.
引用
收藏
页码：1413 / 1417
页数：5
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