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Synthesis of some indole based spiro and condensed heterocycles as potential biologically active agents

✍ Scribed by R. L. Sharma; Daljeet Kour; Jasbir Singh; Surinder Kumar; Poonam Gupta; Shallu Gupta; Bhavneet Kour; Anand Sachar

Publisher
Journal of Heterocyclic Chemistry
Year
2008
Tongue
English
Weight
319 KB
Volume
45
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

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The reactions of isatin with cyclic ketones, viz camphor (dl, Mp 174–181°C, specific rotation −1.5° to +1.5°) available from s. d. fine‐ CHEM LTD and menthone (I, Bp 207°–210° C, density 0.893 g/mL) isolated from peppermint oil, in refluxing ethanol in the presence of t‐BuOK afforded the corresponding indolylidene compounds (3a) and (3b) (a mixture of stereochemical isomers E and Z in both the cases) respectively, all obtained as racemates. Cyclocondensation of (3a) and (3b) with thiourea, urea, ethylenediamine and o‐phenylenediamine afforded new spiro (4a,b‐7a,b) and condensed systems (4a',b'‐7a',b') respectively, whereas with 2‐aminopyridine spiro compounds exclusively were obtained (8a,8b). All the new spiro and condensed systems generated have been isolated as racemates and evaluated for their antimicrobial activity.

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