A novel and efficient synthesis of 2-substituted quinazolin-4(3H)-ones by the reaction of (het)arylmethanamines with isatoic anhydride. Issue 33 (17th August 2016)

• Record Type: Journal Article
• Authors: Mahdavi, Mohammad; Hassanzadeh, Rasool; Soheilizad, Mehdi; Golshani, Shiva; Moghimi, Setareh; Firoozpour, Loghman; Shafiee, Abbas; Foroumadi, Alireza
• Is Part Of: Tetrahedron letters. Volume 57:Issue 33(2016)
• Page Start: 3770
• Page End: 3772
• Publication Date: 2016-08-17
• Subjects: Quinazoline -- One-pot -- Isatoic anhydride -- Aerobic conditions -- CuBr; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2016.07.025
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Highlights: Quinazolin-4(3 H )-ones were synthesized in a one-pot reaction. The reaction proceeded in the presence of catalytic CuBr under aerobic conditions. Good yield and broad substrate scope are the advantageous features. Abstract: A novel and straightforward method for the synthesis of quinazolin-4(3 H )-ones is described. The one-pot reaction between isatoic anhydride and (het)arylmethanamines led to the formation of N -substituted anthranilamides, which under aerobic conditions in the presence of CuBr undergo an in situ oxidation–cyclization reaction to produce quinazolin-4(3 H )-ones in good yields.