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Heterocyclic Letters 2012
A HIGHLY EFFICIENT ONE STEP GREEN PROCEDURE FOR BAKERVENKATARAMAN REARRANGEMENT IN AQUEOUS MEDIUM Eine hocheffiziente ONE STEP GREEN VERFAHREN FüR BAKERVENKATARAMAN Umlagerung in w ssrigem MediumDOI: may 28, 2012 Keywords: Baker-Venkataraman rearrangement, 2-hydroxyacetophenones, 2-hydroxydibenzoylmethanes, 2-hydroxybenzoylcinnamoylmethanes, microwave irradiation, aqueous medium Abstract: A highly efficient procedure for the synthesis of 2-hydroxydibenzoylmethanes and 2- hydroxybenzoylcinnamoylmethanes is described. 2-Hydroxyacetophenones on reaction with aroyl chloride/ cinnamoyl chloride and potassium carbonate homogenized with few drops of water on microwave irradiation give required β-diketones directly. The formation of 2- aroyloxyacetophenones/ 2-cinnamoyloxyacetophenones followed by their Baker-Venkataraman rearrangement take place simultaneously in a single step. It is a green procedure as it avoids the use of organic solvents at any stage of the reaction.
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