Intramolecular alkylation of phenols. Part I. Mechanism of phenoxide cyclisation
Abstract
Cyclisation of 4-(m-hydroxyphenyl)butyl toluene-p-sulphonate under basic conditions is shown to occur by the hitherto unreported Ar2–-6 mechanism. Kinetic data are presented which confirm phenyl participation under basic conditions. The corresponding 3-(m-hydroxyphenyl)propyl toluene-p-sulphonate did not cyclise and no evidence could be found for the involvement of an Ar2–-5 mechanism.
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