Tetrahedron Letters p. 3027 - 3030 (1982)
Update date:2022-08-11
Topics:
Pomerantz, Martin
Swei, Gwo-Shin
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).
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(2006)
