Synthesis of 3-substituted and 2,3-disubstituted quinazolinones via Cu-catalyzed aryl amidation.
CuI/4-hydroxy-L-proline catalyzed coupling of N-substituted o-bromobenzamides with formamide takes place at 80 °C, affording 3-substituted quinazolinones directly. Under these conditions other amides that were tested only provided simple coupling products, which can be converted into 2,3-disubstituted quinazolinones via HMDS/ZnCl(2) mediated condensative cyclization.
Department of Chemistry, Fudan University, Shanghai 200433, China.
Lanting
L
Xu
Yongwen
Y
Jiang
Dawei
D
Ma
D000586:Amination; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D003500:Cyclization; D015394:Molecular Structure; D052999:Quinazolinones / Q000138:chemical synthesis*
D052999:Quinazolinones; D003300:Copper