Electrochemical selective oxidation of aromatic alcohols with sodium nitrate mediator in biphasic medium at ambient temperature

The electrochemical oxidation of benzyl and substituted benzyl alcohols including primary and secondary alcohols and piperonyl alcohol was carried out in an undivided cell using platinum electrodes in a biphasic medium using Cl À /OCl À as the redox mediator. In most cases, selective oxidation of alcohols to the corresponding aldehydes or ketones was achieved with high yields of products by the in situ generated chloronium ion. This method is simple and gives better yields of products compared with chemical methods of oxidation.

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“…The use of Br − /OBr − and NO 3 − /NO 3 . as redox mediators for the conversion of a few primary and secondary alcohols has been reported …”

Section: Introductionsupporting

confidence: 90%

“…However, with the use of NO 3 − /NO 3 . as the redox mediator studied earlier, the yields of some of the products obtained were much lower than those obtained in the present work.…”

Section: Resultsmentioning

confidence: 99%

Redox-mediated oxidation of alcohols using Cl⁻ /OCl⁻ redox couple in biphasic media

Bosco

Lawrence

Christopher

et al. 2015

J. Phys. Org. Chem.

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“…208,209 Halides and hypohalite anions could also serve as mediators in the anodic oxidation of alcohols (Figure 12I–K). For example, electrochemical methods for the oxidative cleavage of diols have been reported wherein sodium periodate is anodically generated in a biphasic system (Figure 12I); 210 unmediated diol cleavage has also been described.…”

Section: Anodic Oxidationmentioning

confidence: 99%

Synthetic Organic Electrochemical Methods Since 2000: On the Verge of a Renaissance

2017

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“…O 2 can be converted into effective oxidants using redox mediators. [101][102][103][104] Photo-and electro-chemistry are generally performed at (sub-) ambient conditions therefore have great potential to deliver unique chemistry.…”

Section: Chemistry Challengesmentioning

confidence: 99%

Aerobic oxidations in flow: opportunities for the fine chemicals and pharmaceuticals industries

et al. 2016

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Molecular oxygen is without doubt the greenest oxidant for redox reactions, yet aerobic oxidation is one of the most challenging to perform with good chemoselectivity, particularly on an industrial scale. This collaborative review (between teams of chemists and chemical engineers) describes the current scientific and operational hurdles that prevent the utilisation of these reactions for the production of speciality chemicals and active pharmaceutical ingredients (APIs). The safety aspects of these reactions are discussed, followed by an overview of (continuous flow) reactors suitable for aerobic oxidation reactions that can be applied on scale. Some examples of how these reactions are currently performed in the industrial laboratory (in batch and in flow) are presented, with particular focus on the scale-up strategy. Last but not least, further challenges and future perspectives are presented in the concluding remarks

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Electrochemical selective oxidation of aromatic alcohols with sodium nitrate mediator in biphasic medium at ambient temperature

Cited by 21 publications

References 25 publications

Redox-mediated oxidation of alcohols using Cl⁻ /OCl⁻ redox couple in biphasic media

Redox-mediated oxidation of alcohols using Cl⁻ /OCl⁻ redox couple in biphasic media

Synthetic Organic Electrochemical Methods Since 2000: On the Verge of a Renaissance

Aerobic oxidations in flow: opportunities for the fine chemicals and pharmaceuticals industries

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Electrochemical selective oxidation of aromatic alcohols with sodium nitrate mediator in biphasic medium at ambient temperature

Cited by 21 publications

References 25 publications

Redox-mediated oxidation of alcohols using Cl− /OCl− redox couple in biphasic media

Redox-mediated oxidation of alcohols using Cl− /OCl− redox couple in biphasic media

Synthetic Organic Electrochemical Methods Since 2000: On the Verge of a Renaissance

Aerobic oxidations in flow: opportunities for the fine chemicals and pharmaceuticals industries

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Product

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Redox-mediated oxidation of alcohols using Cl⁻ /OCl⁻ redox couple in biphasic media

Redox-mediated oxidation of alcohols using Cl⁻ /OCl⁻ redox couple in biphasic media