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Abstract A sodium salt of 2-hydroxymethylene cyclohexanon (206) was reacted with cyanothioacetamide in ethanol to afford 2-thioxo-1,2,5,6,7,8-hexahydroquinoline-3-carbonitrile (207). S-Alkylation of compound (207) was performed easily using -halo carbonyl compounds in ethanol in the presence of sodium acetate to give S-alkylated derivative (208a-g), which cyclized into thienotetrahydroquinoline derivatives (209a-g) when treated with sodium ethoxide in ethanol. Compounds (209a-g) also were obtained from compound (207) directly by refluxing with -halocarbonyl compounds in ethanol in presence of potassium carbonate. |