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Synthesis 2006(6): 1028-1034  
DOI: 10.1055/s-2006-926347
PAPER
© Georg Thieme Verlag Stuttgart · New York

A Novel Entry into a New Class of (Chromanone-pyrrolidine/pyrrolizidine/pyrrolo[1,2-c]thiazole/pyrrolo[1,2-a]isoquinoline)indane-1,3-dione Ring Systems­ through [3+2] Cycloaddition

Jayadevan Jayashankaran, Rathna Durga R. S. Manian, Raghavachary Raghunathan*
Department of Organic Chemistry, University of Madras, Guindy Campus, Chennai-600025, India
Fax: +91(44)22352494; e-Mail: ragharaghunathan@yahoo.com;
Further Information

Publication History

Received 22 August 2005
Publication Date:
27 February 2006 (online)

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Abstract

A highly regioselective synthesis of novel dispiroheterocycles by the cycloaddition of azomethine ylide generated through a decarboxylative route from sarcosine/proline/thiazolidine-4-carboxylic­ acid/1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid and ninhydrin with the dipolarophile 3-arylidene-4-chromanone is described.

Key words

1,3-dipole - chromanone - ninhydrin - pyrrolidine - pyrrolizidine

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