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Title: Synthesis of novel spiro[indole-pyranoimidazole] and spiro [indole-pyranopyrrole] derivatives
Authors: Dandia, Anshu
Taneja, Harshita
Saha, Mitali
Issue Date: Sep-1997
Publisher: NISCAIR-CSIR, India
Abstract: An elegant one-step synthesis of two novel spiro ring systems viz., spiro [3H-indole-3,4'(1’H)-pyrano[2,3-d-imidazol]-2-oxo-2'-thiones-5' carbonitrile (VI) and spiro[3H-indole-3,4'(1’H) pyrano [2,3-c] pyrrole]-5' carbonitrioles (VII) in 44-59% yields is described. The spiro heterocycles were prepared by the Michael reactions of 3-dicyanomethylene-2H-indol-2-ones (III) with I-phenyl-2-thio-hydamoin (IV) and 2-pyrrolidone/N-methyl-2-pyrrolidone (V), respectively, while the intermediate (III) has been synthesized from substituted indole-2,3-diones (I) with malanonitrile (II). The synthesized compounds have been characterized on the basis of elemental analyses IR' 1H NMR 19F NMR and mass spectral studies. All the compounds have been screened in vitro for antifungal activity against Alternaria alternata.
Page(s): 243-246
ISSN: 0975-0991 (Online); 0971-457X (Print)
Appears in Collections:IJCT Vol.04(5) [September 1997]

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