Metal-Free Solvent Promoted Oxidation of Benzylic Secondary Amines to Nitrones with H2O2

被引:9
|
作者
Granato, Alisson Silva [1 ,2 ]
Amarante, Giovanni Wilson [2 ]
Adrio, Javier [1 ,3 ]
机构
[1] Univ Autonoma Madrid, Fac Ciencias, Dept Quim Organ, Madrid 28049, Spain
[2] Univ Fed Juiz de Fora, Chem Dept, Sao Pedro, Brazil
[3] Univ Autonoma Madrid, Inst Adv Res Chem Sci IAdChem, Madrid 28049, Spain
来源
JOURNAL OF ORGANIC CHEMISTRY | 2021年 / 86卷 / 19期
关键词
UREA-HYDROGEN-PEROXIDE; NUCLEOPHILIC ADDITIONS; CATALYZED OXIDATION; SELECTIVE OXIDATION; N-OXIDES; N; N-DISUBSTITUTED HYDROXYLAMINES; FLUORINATED ALCOHOLS; CYCLIC NITRONES; TERTIARY-AMINES; COMPLEXES;
D O I
10.1021/acs.joc.1c01888
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An environmentally benign protocol for the generation of nitrones from benzylic secondary amines via catalyst-free oxidation of secondary amines using H2O2 in MeOH or CH3CN is described. This methodology provides a selective access to a variety of C-aryl nitrones in yields of 60 to 93%. Several studies have been performed to shed light on the reaction mechanism and the role of the solvent.
引用
收藏
页码:13817 / 13823
页数:7
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