Issue 0, 1979

N-Quaternary compounds. Part 53. Vinylation reactions of pyridine-2-thiones

Abstract

N-Vinyl derivatives of pyridine-2-thiones can be prepared by initial synthesis of dihydrothiazolo[3,2-a]pyridinium derivatives which are ring-opened by a strong base such as potassium t-butoxide in dimethylformamids The product ratios of the separable N- and S-vinyl isomers formed depend largely on the nature and positions of their substituents. The major pathways in the ring-opening reactions of the dihydrothiazolo[2,3-a]pyridinium intermediates have been elucidated by deuterium labelling experiments. Syntheses of a number of selectively deuteriated compounds are described.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1979, 2420-2424

N-Quaternary compounds. Part 53. Vinylation reactions of pyridine-2-thiones

G. A. Ulsaker, H. Breivik and K. Undheim, J. Chem. Soc., Perkin Trans. 1, 1979, 2420 DOI: 10.1039/P19790002420

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