One pot synthesis of novel dispiro[oxindole-thiazolidinedione/thioxo-thiazolidinone/dihydro pyrazolone]-pyrrolidines via 1,3-dipolar cycloaddition reaction of azomethine ylides
✍ Scribed by Shashikanth Ponnala; Devi Prasad Sahu; Rishi Kumar; Prakas R. Maulik
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 2006
- Tongue
- English
- Weight
- 560 KB
- Volume
- 43
- Category
- Article
- ISSN
- 0022-152X
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✦ Synopsis
Abstract
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A series of novel dispiro[oxindole‐thiazolidinedione]pyrrolidine, dispiro[oxindole‐thioxothiazolidinone]‐pyrrolidine, dispiro[oxindole‐dihydro‐pyrazolone]pyrrolidine were synthesized by both regio‐ and stereo‐selective 1,3‐dipolar cycloaddition reaction of azomethine ylide generated from amino acid and amino acid ester with π‐deficient alkenes in a single pot protocol in good yield. X‐ ray crystallographic studies established orthogonal disposition between spiro‐oxindole and spiro‐thiazolidinedione rings in 4a and 5a.
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