A new and convenient synthesis of 2-imino-2H-pyrancarboxaldehydes from β-ketoamides using Vilsmeier reagent

✍ Scribed by Ramiya R Amaresh; Paramasivan T Perumal

• Publisher: Elsevier Science
• Year: 1999
• Tongue: French
• Weight: 601 KB
• Volume: 55
• Category: Article
• ISSN: 0040-4020
• DOI: 10.1016/s0040-4020(99)00416-0

✦ Synopsis

The synthesis of previously unreported 2-arylimino-2H-pyrancarboxaldehydes is achieved by the treatment of Vilsmeier reagent with N-arylacetoacetamides. 2-N-Alkyl and the parent 2-imino-2H-pyrancarboxaldehyde derivatives are synthesized from the corresponding acetoacetamide derivatives. A possible mechanism for the formation of 2-imino-2H-pyrancarboxaldehyde is discussed.