Efficient methods for the synthesis of spiroheterocyclic systems based on 4,4,6-trimethyl-4H-pyrrolo[3,2,1-ij]quinoline-1,2-diones

摘要

Cyclocondensation of 4H-pyrrolo[3,2,1-ij]quinoline-1,2-diones with some 1,2- and 1,3-dinucleophiles, their three-component cyclocondensations with arylamines and 2-mercapto-acetic acid, as well as with malononitrile and various methylene active carbonyl compounds lead to new heterocyclic systems: spiro[imidazolidine-2,1'-pyrrolo[3,2,1-ij]quinoline], spiro[1,3-dioxolane-2,1'-pyrrolo[3,2,1-ij]quinoline], spiro[1,3-benzothiazole-2,1'-pyrro- lo[3,2,1-ij]quinoline], spiro[beta-carboline-1,1'-pyrrolo[3,2,1-ij]quinoline], spiro[3,1-benzoxazine-2,1'-pyrrolo[3,2,1-ij]quinoline], spiro[pyrrolo[3,2,1-ij]quinoline-1,2'-quinazoline], spiro[pyrrolo[3,2,1-ij]quinoline-1,2'-[1,3]thiazolidine], spiro[pyran-4,1'-pyrrolo[3,2,1-ij]- quinoline], spiro[chromene-4,1'-pyrrolo[3,2,1-ij]quinoline], spiro[pyrano[4,3-b]pyran-4,1'- pyrrolo[3,2,1-ij]quinoline], spiro[pyrano[3,2-c]chromene-4,1'-pyrrolo[3,2,1-ij]quinoline], and spiro[pyrano[2,3-c]pyrazole-4,1'-pyrrolo[3,2,1-ij]quinoline].