This review summarizes a series of studies on the reactions of 1H-pyrrole-2,3-diones, fused at the C 5 -N 1 bond to nitrogen-containing heterocycles, with nucleophiles, leading to the formation of C-C bonds. Reactions of pyrrolobenzoxazinetrione and pyrroloquinoxalinetrione with CH,OH-, CH,NH-binucleophiles, and dienophiles are discussed.

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Direct heterocyclization of [3,4-dihydroisoquinolin-1(2H)- AbstractAroylketenes generated by thermolysis of 6-aryl-2,2-dimethyl-4H-1,3-dioxin-4-ones react with (Z)-2-[3,3-dimethyl-3,4-dihydroisoquinolin-1(2H)-ylidene]acetamides and (Z)-2-[4a-methyl-1,3,4,4a,5,10b-hexahydrophenanthridin-6(2H)-ylidene]acetamide to produce (Z)-4-aryl-3-(3,3-dimethyl-3,4-dihydroisoquinolin-1(2H)-ylidene)pyridine-2,6(1H,3H)-diones and (Z)-3-(4a-methyl-1,3,4,4a,5,10b-hexahydrophenanthridin-6(2H)-ylidene)-4-phenylpyridine-2,6(1H,3H)-dione. The crystal and molecular structure of (Z)-3-(4a-methyl-1,3,4,4a,5,10b-hexahydrophenanthridin-6(2H)-ylidene)-4-phenylpyridine-2,6(1H,3H)-dione was confirmed by X-ray analysis.

Review: 74 refs.