Deoxygenation of Pyridine N-Oxides by Palladium-Catalysed Transfer Oxidation of Trialkylamines

被引:19
|
作者
Fuentes, Jose A. [1 ]
Clarke, Matthew L. [1 ]
机构
[1] Univ St Andrews, Sch Chem, EaSTCHEM, St Andrews KY16 9ST, Fife, Scotland
关键词
deoxygenation; homogeneous catalysis; palladium; pyridine N-oxides; ligand effects;
D O I
10.1055/s-0028-1083508
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A convenient and chemoselective method for deoxygenation of pyridine N-oxide derivatives by transfer oxidation of triethylamine-catalysed by [Pd(OAc)(2)]/dppf is described.
引用
收藏
页码:2579 / 2582
页数:4
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