Aromatische Carbonylverbindungen aus 2-Aryloxycarbonsäureestern

摘要

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-dativsubstituted 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 investigat