Access to 2-Arylquinazolin-4(3H)-ones through Intramolecular Oxidative C(sp3)-H/N-H Cross-Coupling Mediated by I2/DMSO

Authors：Wen, Simiaomiao; Du, Yifan; Liu, Yiwen; Cui, Xiaofeng; Liu, Qixing^*; Zhou, Haifeng^*

Source：European Journal of Organic Chemistry, 2022, 2022(4).

DOI：10.1002/ejoc.202101187

• 2-Arylquinazolin-4(3H)-one
• 2-(Benzylamino)benzamide
• C-N bond formation
• Cross-coupling
• Nitrogen heterocycles

A novel approach for the synthesis of 2-arylquinazolin-4(3H)-ones was developed. A series of title compounds were obtained with good functional group tolerance and good yields by I-2/DMSO-mediated intramolecular oxidative cross-coupling of 2-(benzylamino)benzamides to form C=N double bonds. This method was applicable for gram-scale synthesis. A proposed reaction pathway based on some control experiments was also provided.