4.5 Article

High-yielding cleavage of (Aryloxy)acetates

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2008, Issue 2, Pages 337-342

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.200700769

Keywords

azides; cleavage reactions; carboxylic acids; arenes; rearrangement

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A reliable and high-yielding one-pot sequence for the removal of O-carboxymethyl moieties from phenols is presented. When diethylphosphoryl. azide is employed as the azide transfer reagent in the Curtius rearrangement and glycerol in the subsequent hydrolytic workup, the protocol can be reliably applied to a very broad scope of substrates. ((c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008).

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