A NOVEL BASE-CATALYZED REARRANGEMENT OF p-PEROXYQUINOL ESTERS
- 5 March 1977
- journal article
- research article
- Published by Oxford University Press (OUP) in Chemistry Letters
- Vol. 6 (3) , 303-306
- https://doi.org/10.1246/cl.1977.303
Abstract
The p-peroxyquinol esters derived from the base-catalyzed oxygenation of 4-alkyl-2,6-di-t-butylphenols (alkyl=R1) followed by the Schotten–Baumann acylation (R2COCl) undergo a novel base-catalyzed rearrangement with t-BuOK in DMF to give p-quinoxyacetic acid derivatives in excellent yields. A mechanism involving the initiation by the homolysis of O–O bond is discussed.Keywords
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