Issue 15, 1993

Direct synthesis of 2,6-disubstituted pyridines from bicyclic ketals

Abstract

6,8-Dioxabicyclo[3.2.1]octanes 1, prepared from methyl vinyl ketone dimer, have been readily converted into 2,6-disubstituted pyridine derivatives 2 in one step by treatment with AlCl3–NH2OH·HCl/AcOH. The transformation mechanism of this reaction has been studied by the preparation of a deuterium labelled 1,5-diketone, which was transformed into a pyridine via a dioxime, from the bicyclic ketal.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1993, 1815-1818

Direct synthesis of 2,6-disubstituted pyridines from bicyclic ketals

J. Jun, H. S. Shin and S. H. Kim, J. Chem. Soc., Perkin Trans. 1, 1993, 1815 DOI: 10.1039/P19930001815

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