Reactions of alkylidenephosphoranes with symmetrically substituted p-quinones

✍ Scribed by Wafaa M. Abdou; Monier A.E. Salem; Ashraf A. Sediek

• Book ID: 104208067
• Publisher: Elsevier Science
• Year: 1997
• Tongue: French
• Weight: 657 KB
• Volume: 53
• Category: Article
• ISSN: 0040-4020
• DOI: 10.1016/s0040-4020(97)00905-8

✦ Synopsis

The reaction ofp-quinone I with ylides 2a and 2b afforded the corresponding phosphonium salts $a,b, p-quinone-dimethanides 4a,b(Z) and 5a,b(E); substituted phenols 7a,b(Zand E) and coumatin-derivative 11 (only with 2a). The reaction of 1 with ylide 2c gave, besides 4¢, 5c and 8¢, hydroquinone[l]eyclobutene 16 and the Diels-Alder product 17. Reactions ofl with 2d and 3 (salts) in the presence of sodium alkoxide yielded through preferred attack on the nitrile function, azo-22 and bisimino-24 compounds, respectively.