A Convenient Preparation of 7,7-Dimethyl-1,3,5-cycloheptatriene

Article abstract of DOI:10.1055/s-1989-27190

Described is a four-step synthesis of 7,7-dimethyl-1,3,5-cycloheptatriene, which starts from readily available 1,4-cyclohexadiene.Monocyclopropanation of this compound with dibromocarbene followed by replacement of the halogens with methyl groups using a higher order cuprate reagent provides the corresponding norcarene which is subjected to a bromination-dehydrobromination sequence to give the title compound.