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BF3-H2O catalyzed Fries rearrangement of phenolic esters

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Abstract

BF3-H2O catalyzed Fries rearrangement is reported. Aliphatic and aromatic carboxylic acid esters of phenols react smoothly under mild conditions to provide the corresponding hydroxyketones in high yield, selectivity and purity.

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Notes

  1. Caution! Highly exothermic, dry ice-acetone bath is recommended for cooling, when excessive heat is generated.

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Acknowledgment

Support of our work by Loker Hydrocarbon Research Institute is gratefully acknowledged.

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Authors and Affiliations

  1. Department of Chemistry, Loker Hydrocarbon Research Institute, University of Southern California, 837 Bloom Walk, Los Angeles, CA, 90089-1661, USA

    G. K. Surya Prakash, Chiradeep Panja, Thomas Mathew & George A. Olah

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  1. G. K. Surya Prakash
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  2. Chiradeep Panja
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  3. Thomas Mathew
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  4. George A. Olah
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Correspondence to G. K. Surya Prakash.

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Prakash, G.K.S., Panja, C., Mathew, T. et al. BF3-H2O catalyzed Fries rearrangement of phenolic esters. Catal Lett 114, 24–29 (2007). https://doi.org/10.1007/s10562-007-9033-9

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