The Journal of organic chemistry

High-yielding oxidation of β-hydroxyketones to β-diketones using o-iodoxybenzoic acid

SL Bartlett, CM Beaudry

Index: Bartlett, Samuel L.; Beaudry, Christopher M. Journal of Organic Chemistry, 2011 , vol. 76, # 23 p. 9852 - 9855

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Citation Number: 34

Abstract

The oxidation of β-hydroxyketones to β-diketones was systematically investigated. o-Iodoxybenzoic acid (IBX) was found to be efficient, operationally easy, and superior to other common oxidants. The reaction is suitable for milligram- to gram-scale oxidations. ... Recently, we required the oxidation of β-hydroxyketone 1a to the corresponding β-diketone 2a (Table 1, entry 1).(7) We found that 1a was oxidized under Swern conditions(8) to give 2a; however, the yield ...

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