Reactions of N-phenyl-3-oxobutanethioamide with 3-aryl-2-propenoyl chlorides in acetone in the presence of potassium carbonate give rise to 4-aryl-5-acetyl-1-phenyl-6-thioxopiperidin-2-ones, 2-aryl-5-acetyl-6phenylamino-2,3-dihydro-4H-thiopyran-4-ones, and 6-aryl-2-acetonylidene-3-phenyl-5,6-dihydro-4H-1,3-thiazin-4-ones whose structure was proved both by spectral methods and chemical transformations.
Chlorides. -The cycloacylation of thioamide (I) with 3-aryl-2-propenoyl chlorides (II) affords thiooxopiperidinones (III) along with minor amounts of either thiopyranones (IV) or thiazinone (V). -(BRITSUN, V. N.; BORISEVICH, A. N.; SAMOILENKO, L. S.; LOZINSKII, M. O.; Russ.
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