Abstract

It is shown by 1H Fourier transform n.m.r. spectroscopy that potassium methoxide in dimethyl sulphoxide adds at C-7 of an activated cycloheptatrienone like 2-chlorotropone; this adduct rapidly disappears owing to competitive direct replacement of chlorine by methoxide from 2-chlorotropone present at equilibrium to give 2-methoxytropone which, finally, is trapped by methoxide as a gem-dimethoxy-adduct.

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