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High‐Yielding Cleavage of (Aryloxy)acetates
Author(s) -
Spurg Anke,
Waldvogel Siegfried R.
Publication year - 2008
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200700769
Subject(s) - chemistry , curtius rearrangement , reagent , azide , cleavage (geology) , phenols , glycerol , hydrolysis , organic chemistry , combinatorial chemistry , geotechnical engineering , fracture (geology) , engineering
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 theazide 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. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)