DIRECT SYNTHESIS OF 2,6-DISUBSTITUTED PYRIDINES FROM BICYCLIC KETALS

Authors
JUN JG SHIN HS KIM SH
Citation
Jg. Jun et al., DIRECT SYNTHESIS OF 2,6-DISUBSTITUTED PYRIDINES FROM BICYCLIC KETALS, Journal of the Chemical Society. Perkin transactions. I, (15), 1993, pp. 1815-1818
Citations number
12
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of the Chemical Society. Perkin transactions. I → ACNP
ISSN journal
0300922X
Issue
15
Year of publication
1993
Pages
1815 - 1818
Database
ISI
SICI code
0300-922X(1993):15<1815:DSO2PF>2.0.ZU;2-4
Abstract
6,8-Dioxabicyclo[3.2.1]octanes 1, prepared from methyl vinyl ketone di mer, have been readily converted into 2,6-disubstituted pyridine deriv atives 2 in one step by treatment with AlCl3-NH2OH.HCl/AcOH. The trans formation mechanism of this reaction has been studied by the preparati on of a deuterium labelled 1,5-diketone, which was transformed into a pyridine via a dioxime, from the bicyclic ketal.