Abstract
Abstract The reaction of enamino ketone 1, derived from acetylacetone, with benzoyl isocyanate (4) gave the isomeric benzoylcarbamoyl derivatives 6 and 9, and/or 2-pyridone 7, depending upon the reaction conditions. Similarly, enamino ketone 2, derived from benzoylacetone, reacted with 4 to afford the isomeric benzoylcarbamoyl compounds 12, 13, and/or 2-pyrone 14. It has been found that the carbamoyl compound 12 was thermally converted into 13 and 14. Enamino ketones 1 and 2 reacted with thiobenzoyl isocyanate (5) at room temperature to yield the 2-pyridones 7 and 15, respectively. On the other hand, enamino ketones 3, derived from benzoylacetaldehyde and secondary amines, reacted with 4 to give the corresponding 2-benzoylcarbamoyl-2-penten-2-one compound 18, while in the reaction with 5, 3 gave the 1,3-thiazin-4-one 19 and/or (4+2) cycloaddut 20.
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