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

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)2VV(O)(OiPr) (2 mol %, HQ = 8-quinolinate) and NEt3 (10 mol %) catalyze the oxida...

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Veröffentlicht in:Organic letters 2011-04, Vol.13 (8), p.1908-1911
Hauptverfasser: Hanson, Susan K, Wu, Ruilian, Silks, L. A. “Pete”
Format: Artikel
Sprache:eng
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Zusammenfassung: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)2VV(O)(OiPr) (2 mol %, HQ = 8-quinolinate) and NEt3 (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.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol103107v