Three-component synthesis of novel spiro[4H-pyran-3,3′-oxindoles] using 5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline-1,2-dione

One-pot, three-component reactions of the tricyclic isatin 5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline-1,2-dione with variously substituted aryl cyanomethyl ketones and malononitrile, or ethyl cyanoacetate, generates spiro[4H-pyran-3,3'-oxindoles], such as, 2-amino-2'-oxo-6-(phenyl)-5',6'-dihydro-2'H,4'H-spiro[pyran-4,1'-pyrrolo[3,2,1-ij]quinoline]-3,5-dicarbonitrile.

Automated summary

The one-pot, three-component reaction of tricyclic isatin with aryl cyanomethyl ketones and malononitrile or ethyl cyanoacetate yields spiro[4H-pyran-3,3'-oxindoles], including a novel compound with potential pharmaceutical activity.