One-Pot Synthesis of Quinazolinones from Anthranilamides and Aldehydes via p-Toluenesulfonic Acid Catalyzed Cyclocondensation and Phenyliodine Diacetate Mediated Oxidative Dehydrogenation
Ran Cheng, Tianjian Guo, Daisy Zhang-Negrerie, Yunfei Du*, Kang Zhao*
*Tianjin Key Laboratory for Modern Drug Delivery &
High-Efficiency, School of Pharmaceutical Science and Technology, Tianjin
University, Tianjin 300072, P. R. of China, Email: duyunfeier
tju.edu.cn,
kangzhaotju.edu.cn
R. Cheng, T. Guo, D. Zhang-Negrerie, Y. Du, K. Zhao, Synthesis, 2013, 45, 2998-3006.
DOI: 10.1055/s-0033-1338521
Abstract
Cyclization of 2-aminobenzamides and aldehydes catalyzed by p-toluenesulfonic acid followed by an efficient PIDA-mediated oxidative dehydrogenation enables the synthesis of various 4(3H)-quinazolinones - including quinazolinones bearing an N-alkoxy substituent. The method offers mild reaction conditions.
see article for more examples
Key Words
quinazolinones, cyclocondensation, dehydrogenation, phenyliodine diacetate, one-pot synthesis
ID: J66-Y2013
