SELF-CONDENSATION OF 1-BROMO-2-NAPHTHOL - MECHANISM OF FORMATION OF A1,4-DINAPHTHODIOXIN

Authors
FORLANI L LUGLI A NANNI D TODESCO PE
Citation
L. Forlani et al., SELF-CONDENSATION OF 1-BROMO-2-NAPHTHOL - MECHANISM OF FORMATION OF A1,4-DINAPHTHODIOXIN, Perkin transactions. 2, (6), 1994, pp. 1291-1293
Citations number
19
Categorie Soggetti
Chemistry Physical","Chemistry Inorganic & Nuclear
Journal title
Perkin transactions. 2 → ACNP
ISSN journal
03009580
Issue
6
Year of publication
1994
Pages
1291 - 1293
Database
ISI
SICI code
0300-9580(1994):6<1291:SO1-MO>2.0.ZU;2-1
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 cyclise d to a 1,4-dioxin derivative through a radical ipso-substitution react ion, predominantly. Some mechanistic implications are discussed.