Microwave-Assisted Sequential Amide Bond Formation and Intramolecular Amidation:  A Rapid Entry to Functionalized Oxindoles

A general method has been developed for the synthesis of N-substituted oxindoles. The two-step process involves initial microwave-assisted amide bond formation between 2-halo-arylacetic acids and various alkylamines and anilines, followed by a palladium-catalyzed intramolecular amidation under aqueo...

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Bibliographic Details
Published in:Organic letters 2005-03, Vol.7 (5), p.863-866
Main Authors: Poondra, Rajamohan R, Turner, Nicholas J
Format: Article
Language:English
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Summary:A general method has been developed for the synthesis of N-substituted oxindoles. The two-step process involves initial microwave-assisted amide bond formation between 2-halo-arylacetic acids and various alkylamines and anilines, followed by a palladium-catalyzed intramolecular amidation under aqueous conditions. In the case of alkylamines, the procedure can be carried out as a one-pot process without isolation of the intermediate amide.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol0473804