Cyclic six-membered imines, i.e. 2,3,4,5-tetrahydropyridines, are efficiently converted under mild conditions into the corresponding pyridines by highly regioselective α, α-dichlorination with N-chlorosuccinimide (NCS) followed by double dehydrochlorination with methanolic bases.
N. De Kimpe, M. Keppens and G. Fonck, Chem. Commun., 1996, 635 DOI: 10.1039/CC9960000635
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