Synthesis of cyanodibenzo[1,4]dioxines and their derivatives by cyano-activated fluoro displacement reactions

doi:10.1039/B008508L

Paper

Synthesis of cyanodibenzo[1,4]dioxines and their derivatives by cyano-activated fluoro displacement reactions

Published 2001 · G. Eastmond, J. Paprotny, A. Steiner

New Journal of Chemistry

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26

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0

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Abstract

A new group of cyanodibenzo[1,4]dioxines have been synthesized by cyano-activated fluoro displacement reactions between cyanodifluorobenzenes and catechols in DMF at 130 °C in the presence of potassium carbonate. This route is exemplified by the synthesis of cyanodibenzo[1,4]dioxines from several substituted catechols. The reactions are virtually quantitative. Cyanodibenzo[1,4]dioxines were hydrolysed with potassium hydroxide in ethylene glycol or converted into amide derivatives to yield additional substituted dibenzo[1,4]dioxines. Cyanodibenzo[1,4]-dioxines are fluorescent and excitation and emission data are presented. Improved syntheses of 4,5-diphenylveratrole and 3,6-dimethylcatechol, the latter involving reduction of a phenolic Mannich base at atmospheric pressure, have been elaborated.

Study Snapshot

Cyano-activated fluoro displacement reactions provide a quantitative and environmentally friendly method for synthesizing cyanodibenzo[1,4]dioxines and their derivatives, with potential applications in the production of fluorescent dyes and phenolic Mannich bases.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

Synthesis of cyanodibenzo[1,4]dioxines and their derivatives by cyano-activated fluoro displacement reactions

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