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

Pandey Manju | Zendy; Raghuvanshi Dushyant Singh | Zendy; Singh Krishnd | Zendy

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

Author(s) -

Pandey Manju,

Raghuvanshi Dushyant Singh,

Singh Krishnd

Publication year - 2009

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.12

Subject(s) - chemistry , morpholine , piperidine , thiazolidine , indole test , aryl , formaldehyde , yield (engineering) , condensation , solvent , organic chemistry , medicinal chemistry , alkyl , metallurgy , thermodynamics , materials science , physics

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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