Investigation of reactions of the organozinc reagents prepared from zinc and dialkyl dibromomalonates with the derivatives of 2-arylmethyleneindan-1,3-dione and 5-arylmethylene-2,2-dimethyl-1,3-dioxane-4,6-dione

Organozinc compounds prepared from dialkyl dibromomalonates and zinc react with 2-arylmethyl-eneindan-4,6-diones, 5-arylmethylene-2,2-dimethyl-1,3-dioxane-4,6-diones, as well as with 2-[4-(1,3-dioxoindan-2-ylidenemethyl)phenyl]methyleneindan-1,3-dione and 5-[4-(2,2-dimethyl-4,6-dioxo-1,3-dioxane-2-ylidenemethyl)phenyl]methylene-2,2-dimethyl-1,3-dioxane-4,6-diones to form dialkyl 3-aryl-1′3′-dioxaspiro(cyclopropane-2,2′-indan)-1,1-dicarboxylates, dimethyl 3-aryl-6,6-dimethyl-5,7-dioxa-4,8-dioxaspiro[2,5]octan-2,2-dicarboxylates, dialkyl 2-{4-[3,3-bis (alkoxycarbonyl)-1′,3′-dioxaspiro(cyclopropane-2,2′-indan)-1-yl]phenyl}-1′,3′-dioxaspiro[cyclopropane-2,2′-indan]-1,1-dicarboxylates, and dialkyl 2-{4-[2,2-bis(alkoxycarbonyl)-6,6′-dimethyl-4,8-dioxo-5,7-dioxaspiro[2,5]oct-1-yl]phenyl}-6,6-dimethyl-4,8-dioxo-5,7-dioxaspiro[2,5]octan-1,1-dicarboxylate respectively.     

[4+2]-cycloaddition of alkyl vinyl ethers to 4,5-diaroyl-1H-pyrrole-2,3-diones

Russian Journal of Organic Chemistry -     

Five-membered 2,3-dioxo heterocycles: LXXXII. Recyclization of dimethyl 4,5-Dioxo-4,5-dihydro-1H-pyrrole-2,3-dicarboxylates in reaction with monosubstituted hydrazines. crystalline and molecular structure of dimethyl 1-benzyl-5-(4-methylphenylcarbamoyl)-1H-pyrazole-3,4-dicarboxylate

Dimethyl 1-aryl(benzyl)-4,5-dioxo-4,5-dihydro-1H-pyrrole-2,3-dicarboxylates reacted with phenylhydrazine and benzylhydrazine to give dimethyl 1-aryl(benzyl)-5-[(aryl or benzyl)carbamoyl]-1H-pyrazole-3,4-dicarboxylates.     

Three-component spiro heterocyclization of 1H-pyrrole-2,3-dione by the action of 3-arylamino-1H-inden-1-ones

Russian Journal of Organic Chemistry -     

Five-membered 2,3-dioxoheterocycles: LXXXVI. Spiro-heterocyclization of 1-aryl-4-aroyl-5-methoxycarbonyl-1H-pyrrole-2,3-diones under the action of 3-arylamino-1H-inden-1-ones. Crystal and molecular structure of 4′-hydroxy-3′-(2,4-dimethylbenzoyl)-1,1′-diphenyl-1H-spiro[indeno[1,2-b]pyrrole-3,2′-pyrrole]-2,4,5′(1′H)-trione

1-Aryl-4-aroyl-5-methoxycarbonyl-1H-pyrrole-2,3-diones react with 3-arylamino-1H-inden-1-ones affording 1,1??-diaryl-3??-aroyl-4??-hydroxy-1H-spiro[indeno[1,2-b]pyrrole-3,2??-pyrrole]-2,4,5??(1??H)-triones. The crystal and molecular structure of 4??-hydroxy-3??-(2,4-dimethylbenzoyl)-1,1??-diphenyl-1H-spiro[indeno[1,2-b] pyrrole-3,2??-pyrrole]-2,4,5??(1??H)-trione.     

Five-membered 2,3-dioxoheterocycles: LXXXIV. [4+2]-Cycloaddition of styrene to 4,5-diaroyl-1H-pyrrole-2,3-diones. Crystal and molecular structures of 7a-(2,5-dimethylbenzoyl)-4-(2,5-dimethylphenyl)-1-(4-methoxyphenyl)-6-phenyl-7,7a-dihydropyrano[4,3-b]-pyrrole-2,3(1H,6H)-dione

1-Aryl-4,5-diaroyl-1H-pyrrole-2,3-diones react with styrene to form substituted 7,7a-dihydropyrano[4,3-b] pyrrole-2,3(1H,6H)-diones whose structure was confirmed by XRD analysis. The crystal and molecular structure of 7a-(2,5-dimethylbenzoyl)-4-(2,5-dimethyl-phenyl)-1-(4-methoxyphenyl)-6-phenyl-7,7a-dihydropyrano[4,3-b] pyrrole-2,3(1H,6H)dione was examined.     

Five-membered 2,3-dioxoheterocycles: LXXXIII. Synthesis and thermolysis of 1-aryl-4,5-diaroyl-1<Emphasis Type="Italic">H</Emphasis>-pyrrole-2,3-diones

The reaction of (Z)-2-amino-1,4-diarylbut-2-en-1,4-diones with oxalyl chloride led to the formation of 1-aryl-4,5-diaroyl-1H-pyrrole-2,3-diones that at the thermal decarbonylation gave aroyl(N-arylimidoyl)ketenes which underwent stabilization by molecular cyclization into 2,3-diaroylquinolin-4(1H)-ones.