Mild and Selective Vanadium-Catalyzed Oxidation of Benzylic, Allylic, and Propargylic Alcohols Using Air

被引:122
作者
Hanson, Susan K. [1 ]
Wu, Ruilian
Silks, L. A. Pete
机构
[1] Los Alamos Natl Lab, Div Chem, Los Alamos, NM 87545 USA
关键词
ENANTIOSELECTIVE AEROBIC OXIDATION; INSULIN MIMETIC AGENT; ALPHA-HYDROXY ESTERS; MOLECULAR-OXYGEN; SECONDARY ALCOHOLS; IONIC LIQUIDS; ALDEHYDES; COMPLEXES; CHEMISTRY; MECHANISM;
D O I
10.1021/ol103107v
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Transition metal-catalyzed aerobic alcohol oxidation is an attractive method for the synthesis of carbonyl compounds, but most catalytic systems feature precious metals and require pure oxygen. The vanadium complex (HQ)(2)V(v)(O)(O(I)Pr) (2 mol %, HQ = 8-quinolinate) and NEt(3) (10 mol %) catalyze the oxidation of benzylic, allylic, and propargylic alcohols with air. The catalyst can be easily prepared under air using commercially available reagents and is effective for a wide range of primary and secondary alcohols.
引用
收藏
页码:1908 / 1911
页数:4
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