Dibromocyclopropanes, prepared by addition of dibromocarbene to cyclic olefins, give unsaturated ketones, with ring expansion, when treated with silver sulphate in concentrated sulphuric acid at room temperature. Mild hydrogenation of a dibromocyclopropane gave equivalent amounts of the monobromocyclopropane and of a ring-opened bromine-free compound.
A. J. Birch, G. M. Iskander, B. I. Magboul and F. Stansfield, J. Chem. Soc. C, 1967, 358 DOI: 10.1039/J39670000358
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