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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 40, 2010 - Issue 19
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Original Articles

Green Oxidation of Methylarenes to Benzoic Acids with Bromide/Bromate in Water

, , &
Pages 2922-2929 | Received 10 Jul 2009, Published online: 25 Aug 2010
 

Abstract

An efficient and convenient procedure has been developed for the oxidation of methylarenes to the corresponding benzoic acids using a bromide/bromate-based reagent system in water. Regeneration and reusability of the bromide/bromate reagent is demonstrated.

ACKNOWLEDGMENT

The authors gratefully acknowledge the Department of Science and Technology, New Delhi, India, for financial support of this project under the Green Chemistry Task Force Scheme [No. SR/S5/GC-02A/2006].

Notes

Notes. Conditions: 10.86 mmol of 1, are in a 2:1:3 molar ratio, water, 100 °C, 8.00 h, in visible light. Product distribution is based on GC area percentages.

a GC-MS.

b Isolated yield.

c Reaction carried out at rt for 16 h.

d Constituted with multinuclear brominated and oxidized products not mentioned in the table.

e Without visible light.

a Isolated yields of pure products (1H and 13C NMR).

a Isolated yield.

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