A facile three-component reaction involving [4+1] cycloaddition leading to furan annulated heterocycles

✍ Scribed by Vijay Nair; Rajeev S Menon; A.U Vinod; S Viji

• Book ID: 104250650
• Publisher: Elsevier Science
• Year: 2002
• Tongue: French
• Weight: 180 KB
• Volume: 43
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(02)00226-5

✦ Synopsis

The in situ generated quinone methides from 4-hydroxycoumarin and 4-hydroxy-6-methylpyrone with various aldehydes underwent facile reaction with cyclohexyl isocyanide to produce furocoumarins in good yields. Quinone methides from 4-hydroxy-1-methylquinolinone afforded furoquinolones. The reaction presumably occurs via a [4+1] cycloaddition followed by a [1,3] H shift.