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Dicyanomethylene compounds and heterocyclization of substituted carbohydrazides

✍ Scribed by Alaa A. Hassan; Yusria R. Ibrahim; Ahmed M. Shawky

Publisher
Journal of Heterocyclic Chemistry
Year
2009
Tongue
English
Weight
141 KB
Volume
46
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

magnified image

(1,3‐Dioxo‐2,3‐dihydro‐1__H__‐inden‐2‐ylidene)propanedinitrile (2, in dimethylformamide solution), 3‐(dicyanomethylene)‐2‐indolone (3, in ethanol/piperidine solution) act on substituted carbohydrazides 1a, 1b, 1c, 1d, 1e forming the derivatives of oxadiazolylideneindene‐1,3‐diones 4a, 4b, 4c, 4d, 4e, spiro(indene‐2,2′‐oxadiazole)‐1,3‐dione 5a, 5b, 5c, 5d, 5e, cyloxoindenopyrazolecarbonitriles 6a, 6b, 6c, 6d, 6e, spiro(indoline‐3,2′‐oxadiazol)‐2‐ones 1a, 1b, 1c, 1d, 1e, and acylpyrazoloindoles 13a, 13b, 13c, 13d, 13e. Rational for these conversions involving the nucleophilic addition on the dicyanomethylene carbon atom are presented. J. Heterocyclic Chem., (2009)

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