V. A. Nikanorov, G. V. Gavrilova, A. V. Yur'ev
Sep 1, 1995
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Journal
Russian Chemical Bulletin
Abstract
Abstract4-Methyl-4-bromomethyl-2,5-cyclohexadien-1-one reacts with Pd(PPh3)4 in benzene to give 4-methyl-2,4,6-cycloheptatrien-1-one. The reaction occurs as intramolecular carbometallation of the enone fragment of the starting dienone followed by rearrangement—dehydrometallation or involves a sequence of steps,viz., homolytic abstraction of the halogen atom, cyclization, recyclization, and dehydrogenation.