DOI: 10.1039/A707521I
(Paper)
Reference Section for: J. Chem. Soc., Perkin Trans. 1, 1998, 1101-1106
Base catalysed syntheses of the novel tetrahydropyridine-2-thione, piperidine-2-thione and 6-aza-2-oxa-3-oxo-5-thioxobicyclo[2.2.2]octane ring systems
(Note: The full text of this document is currently only available in the PDF Version )
Shameem Bhatia, David Buckley, Richard W. McCabe and Peter B. Hitchcock
Abstract
In contrast to the acid catalysed condensations of 2-ethoxycarbonylthioamides with α,β-unsaturated ketones to dihydrothiazines, base catalysis yields 6-hydroxypiperidine-2-thiones; which can be dehydrated to tetrahydropyridine-2-thiones and, if the second substituent at the 6-position is electron releasing, the molecule can eliminate ethanol transannularly to give novel lactone bridged bicyclic systems.
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