A versatile new synthesis of quinolines and related fused pyridines. Part 12. A general synthesis of 2-chloropyridines and 2-pyridones
- 1 January 1984
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- p. 1173-1182
- https://doi.org/10.1039/p19840001173
Abstract
The Vilsmeier formylation of tertiary and secondary enamides leads to 2-pyridones and 2-chloropyridines, respectively. The reaction appears to be quite general allowing substitution in the 1-, 3-, 5-, or 6-position or combinations of these. The major limitation arises with enamides which are unsymmetrically substituted on the double bond with alkyl groups, when mixtures can result. Attempts to introduce a 4-substitutent by a variation of the Vilsmeier reagent had limited success.Keywords
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