- Carboxyl radical-assisted 1,5-aryl migration through Smiles rearrangement
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We report herein, a silver(i)-catalyzed Smiles rearrangement of 2-aryloxy- or 2-(arylthio)benzoic acids to provide aryl-2-hydroxybenzoate or aryl-2-mercaptobenzoate dimer, respectively, through 1,5-aryl migration from oxygen or sulfur to carboxylate oxygen. Mechanistically, the aryl ether moiety undergoes an intramolecular ipso attack by the carboxyl radical followed by a C-O or C-S bond cleavage. Aryl-2-mercaptobenzoates undergo oxidative dimerization through a thiol moiety in situ.
- Hossian, Asik,Jana, Ranjan
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p. 9768 - 9779
(2016/10/31)
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- The use of ultrasound in the synthesis of 2-carboxy substituted diphenylethers using water as solvent
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An improved synthesis of 2-carboxy substituted diphenylethers using water as solvent can be achieved by ultrasound irradiation. A number of diphenylethers was prepared in good yields in a very short reaction time.
- Pellon Comdom, Rolando F.,Docampo Palacios, Maite L.
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p. 921 - 926
(2007/10/03)
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