Diazabicycloalkanes with nitrogen atoms in the junction positions. 11. Synthesis of dibenzo[b,e]-1,4-diazabicyclo[2.2.2]octadiene

Autor: Shishkin, G. V.
Zdroj: Chemistry of Heterocyclic Compounds; October 1984, Vol. 20 Issue: 10 p1162-1166, 5p
Abstrakt: The reaction of ethylene oxide with phenazine followed by treatment with HCl gives N-(2-hydroxyethyl)phenazinium chloride, which yields N-2-haloethyl derivatives of phenazine in a mixture with products of their one-electron reduction when the hydroxyl group is exchanged for a halogen. Heating of these mixtures in the presence of sodium borohydride results in intramolecular cyclization with the formation of a new heterocyclic system, viz., dibenzo[b,e]-1,4-diazabicyclo[2.2.2]octadiene.
Databáze: Supplemental Index
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