Details

Autor(en) / Beteiligte

• Bonvin, Yannick
• Callens, Emmanuel
• Larrosa, Igor
• Henderson, David A
• Oldham, James
• Burton, Andrew J
• Barrett, Anthony G. M

Titel

Bismuth-Catalyzed Benzylic Oxidations with tert-Butyl Hydroperoxide

Ist Teil von

• Organic letters, 2005-10, Vol.7 (21), p.4549-4552

Ort / Verlag

United States: American Chemical Society

Erscheinungsjahr

2005

Quelle

MEDLINE

Beschreibungen/Notizen

• Oxidation of alkyl and cycloalkyl arenes with tert-butyl hydroperoxide catalyzed by bismuth and picolinic acid in pyridine and acetic acid gave the corresponding benzylic ketones (48−99%). Alternatively, oxidation of methyl arenes gave the corresponding substituted benzoic acids (50−95%). Preliminary mechanistic studies were consistent with a radical mechanism rather than a bismuth(III)−bismuth(V) cycle.