Canadian Journal of Chemistry

Intramolecular Michael-type additions. II. Synthesis of derivatives of 7-thia-2-azabicyclo [3.2. 1] oct-3-ene, a novel heterocyclic ring system

MEM Baggs, B Gregory

Index: Baggs, Marion E. M.; Gregory, Brian Canadian Journal of Chemistry, 1980 , vol. 58, p. 794 - 802

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Citation Number: 6

Abstract

The isothiouronium salt derived from dimethyl 4-chloromethyl-1, 4-dihydro-2, 6- dimethylpyridine-3, 5-dicarboxylate reacted with ammonium hydroxide to give dimethyl 7- thia-2-aza-1, 3-dimethylbicyclo [3.2. 1] oct-3-ene-4, 8-dicarboxylate, which could be converted back to a dihydropyridine using iodomethane. Replacement of ammonium hydroxide by sodium hydroxide afforded a tetrahydro-and a dihydrothieno [3, 4-c] pyridine ...

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