Synthesis and Structure of New Derivatives of Thieno[2,3–b]thiocine. Unusual Intramolecular Cycloaddition Product of 2-Homomethallyl-3-thiophenecarbonitrile Oxide
Abstract:
For the first time 9-methyl-3,3a,4,5,6-hexahydrothieno[2,3-b]thiocine[4,5-c]isoxazole and 9-methyl-7-hydroxyimino-3,4,6-hexahydro-5-methylenethieno[2,3–b]thiocine have been prepared by NaOCl oxidation of 2-ω-alkenylthio-3-thiophenecarbaldoximes. The structure of these products has been confirmed by mass, 1H NMR and 13C NMR spectroscopy, and of the second, also by X-ray analysis.