Über Naphtho[1.8-de]-1,3-dioxine / Naphtho[1,8-de]-1,3-dioxines
Open Access
- 1 August 1983
- journal article
- Published by Walter de Gruyter GmbH in Zeitschrift für Naturforschung B
- Vol. 38 (8) , 1000-1007
- https://doi.org/10.1515/znb-1983-0818
Abstract
Treatment of 1,8-Dihydroxy-naphthaline with bromochloromethane/K3CO3 in DMF gives Naphtho[1,8-de]-1,3-dioxine (1a) in good yield. The bromo (1b) and nitro compound (1c) can be obtained free of isomorics by electrophilic substitution of la. Bromolithium exchange of 1b leads to a lithium organic compound, which possibles the synthesis of alkyl-, olefinic-, and carboxylic derivatives of the substrate 1a. In a similar way the treatment of 2,3-dihydroxynaphthazarin with chlorobromomethane/K2CO3 gives the naphtho[1,8-de;4,5-d′e′]-bis-1,3-dioxine (3a). The substrate 3a can be subjected to electrophilic aromatic substitutions.Keywords
This publication has 0 references indexed in Scilit: