1989
DOI: 10.1055/s-1989-27388
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Novel Applications of Sodium Perborate to the Oxidation of Aromatic Aldehydes, α-Hydroxycarboxylic Acids, 1,2-Diketones, α-Hydroxyketones, 1,2-Diols and Some Unsaturated Compounds

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Cited by 23 publications
(10 citation statements)
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“…Various oxidants have been reported to effect this transformation, including KMnO 4 , [1] RuO 4 , [2] molybdenum and tungsten polyoxometalates, [3] methylrhenium trioxide, [4] an osmium(VI)-oxo complex in tBuOOH, [5] InCl 3 /tBuOOH, [6] NaBO 3 /AcOH, [7] Cr VI / H 2 SO 4 , [8] and Pd(OAc)/ZnCl 2 /O 2 . α-Diketones have been shown to be intermediates during the formation of the carboxylic acids.…”
Section: Introductionmentioning
confidence: 99%
“…Various oxidants have been reported to effect this transformation, including KMnO 4 , [1] RuO 4 , [2] molybdenum and tungsten polyoxometalates, [3] methylrhenium trioxide, [4] an osmium(VI)-oxo complex in tBuOOH, [5] InCl 3 /tBuOOH, [6] NaBO 3 /AcOH, [7] Cr VI / H 2 SO 4 , [8] and Pd(OAc)/ZnCl 2 /O 2 . α-Diketones have been shown to be intermediates during the formation of the carboxylic acids.…”
Section: Introductionmentioning
confidence: 99%
“…Although peroxoborate-induced epoxidations of unsaturated >C=C< function-containing compounds serve as appreciable steps in synthetic organic chemistry routes for the production of epoxides and further products (Equation (15)), these are limited since they are kinetically slow and thermodynamically unfavorable at temperatures below 40 °C. Indeed, higher temperatures and lengthy reaction time periods are often required for the generation of such epoxides and their 1,2-diol hydrolysis products [ 51 ]. Notwithstanding, such routes have been successfully employed for the epoxidation of both cyclic and non-cyclic α,β-unsaturated ketones [ 52 , 53 ] and 1,4-quinones [ 54 , 55 ] at very moderately alkaline pH values, i.e., ≥8.5.…”
Section: Differential Reactivities Of Peroxoborate Species and H mentioning
confidence: 99%
“…[8][9][10][11] A similar trend is observed for mesoporous silicas 6) for which there have been a few reports on the photoreactivity of silica itself. [12][13][14][15][16][17][18] During our investigation in the application of mesoporous silicas to synthetic chemistry, we found that benzylic acid (1) is oxidatively decarboxylated by photoirradiation to give benzophenone (2) using a 400-W high-pressure mercury lamp in the presence of FSM- 16,16) which is a mesoporous silica developed by Inagaki et al 19,20) In general, thermal [21][22][23][24][25][26][27][28] and photolytic 29,30) oxidative decarboxylation reactions of phenylacetic acid derivatives, which have been reported by several groups to proceed by using heavy metals as promoters, produce a large amount of waste and thus cause environmental problems; however, typical mesoporous silicas are free of heavy metals, recyclable, and yield little waste. Although this reaction has the advantages of both inexpensive acquisition of safe reagents and easy work-up, a 400-W high-pressure mercury lamp, which is expensive and has harmful effects on the human body, is required.…”
mentioning
confidence: 96%