Syeda Asghari Ahmed

Synthesis of some substituted adamantane-2,4-diones from 4, 4-disubstituted cyclohexanone enamines and methacryloyl chloride

The reaction of methacryloyl chloride with the morpholine enamine 4a derived from 4-acetyl-4-isopropenylcyclo-hexanone 3a gave 4,6-anti-6-hydroxy-5,6-dimethyl-7-isopropenyladamantane-2,4-dione 6a and 4,6-syn-6-hydroxy-5,6-dimethyl-7-isopropenyladamantane-2, 4-dione 7a as racemates epimeric at 6-C. Comparable results were found for the corresponding phenyl and benzyl substituted cyclohexanones 3b and 3c. In the case of the methyl-substituted cyclohexanone 3d 4,6- anti-alcohol 7d was isolated in pure form.

Synthesis of 7,11-diaryl-3-oxo (or thioxo)-2,4-diazaspiro[5.5]undecane-1,5,9-triones, Part I

Spiro compounds 7,11-diaryl-2,4-diazaspiro[5.5]undecane-1,3,5,9-tetraones 3a–e and 7,11-diaryl-3-thioxo-2,4-diazaspiro[5.5]undecane-1,5,9-triones 3f–j were prepared from the reaction of 1,5-diaryl-1,4-pentadien-3-ones 2a–f with barbituric acid (1a) and 2-thiobarbituric acid (1b). The structures of the products were confirmed by UV, IR, 1H and 13C NMR, MS and elemental analysis.

Synthesis of Some Substituted Adamantanetriones

Following the same general procedure employed for the synthesis of substituted adamantane-2,4-diones which we reported previously6,7 we now herein report the synthesis of substituted adamantane-2,4,6-triones 6a and 6b.

ENAMINE CHEMISTRY. PART 27. THE EFFECT OF ADDITIONAL α‐ AND β‐HETEROATOMS ON THE PΠ‐CONJUGATION AND REACTIVITY OF ENAMINES. SUB OR SUPER ENAMINES?

Der Einflus der α- und β-Heteroatome in Enaminen wie z.B. (I)-(III) besteht in der Verminderung der p?-Konjugation zwischen einsamem N-Elektronenpaar und den rr-Elektronen der Doppelbindung.

Synthesis of 8-Aroyl-9-hydroxy-7,9,11-triaryl-3-oxo(or thioxo)-2,4-diazaspiro[5.5]undecane-1,5-diones

Abstract A number of 8-aroyl-9-hydroxy-7,9,11-triaryl-3-oxo(or thioxo)-2,4-diazaspiro[5.5]undecane-1,5-diones 3a–g were synthesized from the reaction of 1,3-diaryl-2-propen-1-ones 2a–d with barbituric acid 1a and 2-thiobarbituric acid 1b in 50% aqueous ethanol under refluxing conditions without using any catalyst. The structures of the compounds were confirmed by ultraviolet, infrared, 1H and 13C NMR, mass, and elemental analysis. GRAPHICAL ABSTRACT

Synthesis of substituted tricyclo[5.3.1.04,9]undecan-2,6-dione from 4,4-disubstituted cyclohexanone enamines and methacryloyl chloride

Abstract Morpholine enamines 4‐acetyl‐4‐methyl‐1‐morpholinocyclohexene 4a, 4‐acetyl‐4‐phenyl‐1‐morpholinocyclohexene 4b, and 4‐acetyl‐4‐isopropenyl‐1‐morpholinocyclohexene 4c react with methacryloyl chloride to give 1,7‐dimethyl‐4(N‐morpholino) tricyclo[5.3.1.04,9]undecan‐2,6‐dione 9a , 1‐phenyl‐7‐methyl‐4(N‐morpholino) tricyclo[5.3.1.04,9]undecan‐2,6‐dione 9b , and 1‐ispropenyl‐7‐methyl‐4(N‐morpholino) tricyclo[5.3.1.04,9]undecan‐2,6‐dione 9c respectively, along with the corresponding substituted adamandane‐2,4‐diones.