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Journal of the Brazilian Chemical Society

Print version ISSN 0103-5053

Abstract

CERECETTO, Hugo; GONZALEZ, Mercedes; LAVAGGI, M. Laura  and  PORCAL, Williams. Preparation of phenazine N5,N10-dioxides: Effects of benzofuroxan substituents in the outcome of their expansion reaction with phenolates. J. Braz. Chem. Soc. [online]. 2005, vol.16, n.6a, pp. 1290-1296. ISSN 0103-5053.  http://dx.doi.org/10.1590/S0103-50532005000700030.

The mesomeric effects of the benzofuroxan substituent in the preparation of phenazine N5,N10-dioxides are described. The electronic characteristics of the substituent in 5-substituted benzofuroxans determine the ratio of the 7- and 8-isomers of phenazine N5,N10-dioxides when substituted phenols are used.

Keywords : phenazine N5,N10-dioxide; benzofuroxan tautomerism; mesomeric effect.

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