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Paper | Regular issue | Vol 36, No. 9, 1993, pp.2109-2127
Published online, 1st January, 1970
DOI: 10.3987/COM-93-6431
A Regiospecific Synthesis of Highly Substituted Acridones

Colette Mongrain and Paul Brassard*

*Département de Chimie, Université Laval, Cité Universitaire, Québec, G1K 7P4, Canada


The regiospecific substitution of isomeric halogenoquinones by the appropriate sulfonamide can be carried in the presence of fluoride ions and affords the corresponding o-methoxycarbonylanilinoquinones of definite structure. After reductive methylation, saponification and cyclization, these substrates provide ready access to highly substituted acridones and benz[b]acridones some of which are difficultly obtained by other means.