Journal
TETRAHEDRON LETTERS
Volume 45, Issue 39, Pages 7303-7305Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2004.08.015
Keywords
azomethine ylide; cycloaddition; dispiro oxindole
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A comparative study of the synthesis of novel dispiro pyrrolo/pyrrolizidino ring systems by the cycloaddition of azomethine ylides generated by a decarboxylative route from sarcosine/proline and isatin with the dipolarophile 9-arylidine-fluorene using four different methodologies is described. A solvent-free microwave-assisted approach gave products with the highest yields in a short time. Additionally, our solvent-free approach allowed the use of 4-N,N-dimethylaminobenzaldehyde, which failed to yield the desired cycloadducts under conventional approaches. (C) 2004 Elsevier Ltd. All rights reserved.
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