SCHEDULED MAINTENANCE
The effects of aryl substituents on the stannic chloride-catalysed cyclisation of aryl cyclopropyl ketones (1) to aryl tetralones (2) are consistent with the formation of a benzyl carbocation intermediate (8) or a cyclic oxonium ion intermediate (12). The secondary alcohols (3), occasionally formed as side-products, are derived from this intermediate. Tetralone formation by a concerted pathway is disproved.
W. S. Murphy and S. Wattanasin, J. Chem. Soc., Perkin Trans. 1, 1982, 1029 DOI: 10.1039/P19820001029
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