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Microwave-assisted, solvent-free synthesis of 3′-(aryl/heteroaryl)-1-morpholinomethyl/piperidinomethylspiro[3H- indole-3,2′-thiazolidine]-2,4′(1H)-diones via 3-isatinimines

✍ Scribed by Manju Pandey; Dushyant Singh Raghuvanshi; Krishna Nand Singh

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

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✦ Synopsis

Abstract

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The solvent‐free, microwave (MW)‐assisted synthesis of a new series of 3′‐(aryl/heteroaryl)‐1‐morpholinomethyl/piperidinomethylspiro[3__H__‐indole‐3,2′‐thiazolidine]‐2,4′(1__H__)‐diones has been achieved in an open vessel. Isatins 1 undergo an easy condensation with various aryl/heteroaryl amines by MW using montmorillonite K10 clay as a solid support to afford Schiff bases 2, which subsequently undergo smooth cyclization with TGA under neat MW conditions to afford the spiro thiazolidinones 3. The spiro‐compounds are made to react with morpholine/piperidine and formaldehyde to give the corresponding Mannich bases 4/5 in reasonably good yield. J. Heterocyclic Chem., (2009).

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