Highly Efficient, Organocatalytic Aerobic Alcohol Oxidation

被引:170
|
作者
Shibuya, Masatoshi [1 ]
Osada, Yuji [1 ]
Sasano, Yusuke [1 ]
Tomizawa, Masaki [1 ]
Iwabuchi, Yoshiharu [1 ]
机构
[1] Tohoku Univ, Grad Sch Pharmaceut Sci, Dept Organ Chem, Sendai, Miyagi 9808578, Japan
基金
日本学术振兴会;
关键词
TRANSITION-METAL-FREE; NITROXYL RADICALS; CATALYTIC OXIDATIONS; SELECTIVE OXIDATION; SECONDARY ALCOHOLS; 2-PHASE CONDITIONS; MILD CONDITIONS; NUCLEOTIDES; NUCLEOSIDES; KETONES;
D O I
10.1021/ja110940c
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
5- Fluoro-2-azaadamantane N-oxyl (5-FAZADO) realizes a simple, organocatalytic aerobic alcohol oxidation system that has a wide scope under mild conditions at ambient pressure and temperature and is weakly acidic and halogen- and transition-metal-free. The oxoammonium nitrate (5-F-AZADO(+)NO(3)(-)) works as a bifunctional catalyst of 5-F-AZADO and NO(x) that enables the catalytic aerobic oxidation of alcohols by itself (a metal-salt-free system).
引用
收藏
页码:6497 / 6500
页数:4
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