THE OXIDATION OF BENZOTROPYLIUM CATION

Article abstract of DOI:10.1016/S0040-4039(00)87524-3

Oxidation of benzotropylium (1) fluoborate with Na2O2 and KO2 gives the benzotropones, 5 and 6, as the major products with no naphtalene (9) or other ring contracted products formed.Oxidation with m-chloroperoxybenzoic acid produces a small amount of naphtaldehydes (10 and 11) and even less naphtalene, along with the benzotropones, while oxidation with H2O2 and t-butyl peroxyacetate gives slightly more of the ring contracted naphtaldehydes than benzotropones, in addition to a small quantity of naphtalene.All reactions produce some 1,2-benzotropolidine (8).