The domino four-component reaction of hydrated hydrazine, dimethyl acetylenedicarboxylate, isatin and malononitrile or ethyl cycanoacetate in ethanol in the presence of triethylamine afforded the polysubstituted spiro[indoline-3.4'-pyrano[2.3-clpyrazole] derivatives in satisfactory yields. Under similar conditions, the four-component reaction containing acenaphthenequinone also resulted in the spiro[acenaphthyl-3.4'-pyrano[2,3-c]pyrazole] in good yields.
A one-pot sequential reaction for efficient synthesis of pyrrolo[2,1-a]isoquinoline and pyrrolo[1,2-a]quinoline derivatives has been developed.The reaction included firstly the Cu-catalyzed three-component reaction of isoquinoline(quinoline),acetylenedicarboxylate and alkynylbenzene and then Cs 2 CO 3-promoted intramolecular cyclization reaction of initially formed 1-alkenyl-2-alkynyl-1,2-dihydroisoquinoline(1,2-dihydroquinoline).
The functionalized arylidene bis(3-arylaminoacrylates) were efficiently prepared by FeCl3 catalyzed one-pot domino reactions of primary amines, methyl propiolate and aromatic aldehydes. When isatins were utilized under similar conditions, only 2-oxoindolinyl 3-arylaminoacrylates were obtained in moderate yields. ^1H NMR data and single crystal structures indicated that this reaction has high diastereoselectivity.