Unusual mechanistic pathway for the synthesis of novel spiro-oxindoles via 3-phenyl-5-isoxazolone ring cleavage by secondary amino acids

✍ Scribed by Neelakandan Vidhya Lakshmi; Yuvaraj Arun; Paramasivam T. Perumal

• Publisher: Elsevier Science
• Year: 2011
• Tongue: French
• Weight: 682 KB
• Volume: 52
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/j.tetlet.2011.04.093

✦ Synopsis

A new approach to synthesize a series of spiro-oxindole derivatives via a multicomponent reaction of isatin, 3-phenyl-5-isoxazolone, and sarcosine or L-proline which play a dual role of base and nucleophile in methanol under reflux condition is reported. Also spiroindan-1,3-diones were synthesized from ninhydrin and 3-phenyl-5-isoxazolone. The methodology affords high yields of products in a short reaction time.