Issue 6, 1994

Self-condensation of 1-bromo-2-naphthol: mechanism of formation of a 1,4-dinaphthodioxin

Abstract

The reaction of 1-bromo-2-naphthol with its conjugated base (sodium 1-bromo-2-naphthoxide) affords 1-bromo-2′-hydroxy-2,1′-dinaphthyl ether and follows a second-order kinetic law. The bromo ether can be cyclised to a 1,4-dioxin derivative through a radical ipso-substitution reaction, predominantly. Some mechanistic implications are discussed.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 2, 1994, 1291-1293

Self-condensation of 1-bromo-2-naphthol: mechanism of formation of a 1,4-dinaphthodioxin

L. Forlani, A. Lugli, D. Nanni and P. E. Todesco, J. Chem. Soc., Perkin Trans. 2, 1994, 1291 DOI: 10.1039/P29940001291

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