Subscribe to RSS
A Simple Preparation of Benzo-Fused Bicyclo[n.2.2]alkadienes from 1,3-Diene-Benzoquinone Cycloadducts
20 August 2002 (online)
Synthetic procedures are reported for the conversion of the Diels-Alder adduct of benzoquinone and both 1,3-cyclohexadiene and 1,3-cycloheptadiene to the parent hydrocarbons, 1,4-dihydro-1,4-ethanonaphthalene(benzobicyclo[2.2.2]octadiene) and 6,7,8,9-tetrahydro-5H-5,9-ethenobenzocycloheptene (benzobicyclo[3.2.2]nonadiene), respectively. The Diels-Alder adducts can be conveniently converted into the 5,8- and 1,4-dimethoxy as well as 5,8- and 1,4-diacetoxy derivatives, respectively, of these tricyclic compounds.