PYROLYSIS OF 1,4-DIPROPYLBENZOBICYCLOOCT-5-ENE-2,3-DIONE. INTERMEDIACY OF 1,4-DIPROPYL-2,3-DIHYDRONAPHTHALIN

Article abstract of DOI:10.1016/0040-4039(90)80017-G

The title α-diketone (1) was irradiated (λ > 340 nm) in a degassed benzene solution to afford a bicyclic ketone (2), 1,4-dipropylnaphthalene (3), and o-divinylbenzene (4); 1,4-dipropyl-2,3-dihydronaphthalene (6) being an intermediate which was trapped with dimethyl acetylenedicarboxylate to give the Diels-Alder adduct (5), and characterized by its visible absorption spectrum and its 1H nmr signal.