Metal-free methylation of a pyridine N-oxide C-H bond by using peroxides

被引:43
作者
Li, Gang [1 ]
Yang, Suling [1 ]
Lv, Bingjie [1 ]
Han, Qingqing [1 ]
Ma, Xingxing [1 ]
Sun, Kai [1 ]
Wang, Zhiyong [1 ]
Zhao, Feng [1 ]
Lv, Yunhe [1 ]
Wu, Hankui [1 ]
机构
[1] Anyang Normal Univ, Coll Chem & Chem Engn, Anyang 455000, Peoples R China
基金
中国国家自然科学基金;
关键词
SINGLE-ELECTRON TRANSMETALATION; C(SP(3))-H BONDS; FUNCTIONALIZATION; ALKYLATION; ACTIVATION; CASCADE; AMIDES; ARENES; ACIDS; ARYLACRYLAMIDES;
D O I
10.1039/c5ob01900a
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Metal-free methylation of a pyridine N-oxide C-H bond was developed using peroxide as a methyl reagent under neat conditions. Pyridine N-oxide derivatives with various groups (e.g., Cl, NO2, and OCH3) were all suitable substrates, and the desired products were obtained in moderate to excellent yields under standard conditions. Moreover, the methylation can be performed with a good yield on the gram-scale experiment. Tentative mechanistic studies show that the methylation is a classical radical process.
引用
收藏
页码:11184 / 11188
页数:5
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