Tetrahydroquinazoline-substituted chromones from Diels–Alder reaction of (E)-2-...

• Author(s): Patoilo, Diana ; Silva, Artur ; Pinto, Diana ; Santos, Clementina M.M. ; Tomé, Augusto ; Cavaleiro, José
• Date: 2012
• Persistent ID: http://hdl.handle.net/10198/8274
• Origin: Biblioteca Digital do IPB
• Subject(s): Tetrahydroquinazolines; Cycloadditions; 2-Styrylchromones; Pyrimidine ortho-Quinodimethane; NMR
• Document Type: Article
• Language: English

Description

The Diels-Alder reaction of (E)-2-styrylchromones with a pyrimidine ortho-quinodimethane is reported for the first time. These cycloaddition reactions afford mixtures of two regioisomeric tetrahydroquinazoline-substituted chromones in moderate to excellent global yields. Irrespectively of the substituents on the 2-styrylchromones, the 2-(7-aryl-4-methoxy-2-methyl-5,6,7,8-tetrahydroquinazolin-6-yl)chromone derivatives are always the major isomers.