Abstract
Reactions of 2-(4-methoxyphenoxy)propanoicacidmethylester, aryloxyaceticacids and their derivatives with di-tert-butylperoxide at 150°C result in the formation of 4-methoxyacetophenone and benzaldehydes. This transformation is explained by a 1,2 O → C aryl-migration, induced by acapto-dativ substituted radical and followed by a β-fragmentation of an alkoxyradical. The success of this radical rearrangement depends heavily on the nature of thecapto-substituent and on the reaction temperature. Both parameters are subjects of this investigation.
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Herrn Prof. Dr.H. Bretschneider zum 80. Geburtstag gewidmet.
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Wörgötter, E., Hohenlohe-Oehringen, K. Aromatische Carbonylverbindungen aus 2-Aryloxycarbonsäureestern. Monatsh Chem 116, 995–1003 (1985). https://doi.org/10.1007/BF00809192
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DOI: https://doi.org/10.1007/BF00809192