Unexpected Copper-Catalyzed Cascade Synthesis of Quinazoline Derivatives

• Published in: Journal of organic chemistry Vol. 78; no. 22; pp. 11342 - 11348
• Main Authors: Chen, Zhongyan, Chen, Jiuxi, Liu, Miaochang, Ding, Jinchang, Gao, Wenxia, Huang, Xiaobo, Wu, Huayue
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 15.11.2013; Amer Chemical Soc
• Subjects: aldehydes; ammonium chloride; Catalysis; cerium; chemical reactions; Chemistry; Chemistry, Organic; Copper - chemistry; moieties; Molecular Structure; nitrates; organic chemistry; Physical Sciences; Quinazolines - chemical synthesis; Quinazolines - chemistry; Science & Technology; SYSTEM; LAPATINIB; NITROARENES; DESIGN; 2-SUBSTITUTED QUINAZOLINES; BIOLOGICAL EVALUATION; RECEPTOR; INHIBITORS; DISCOVERY; WATER

The first example of a copper-catalyzed cascade reaction of (2-aminophenyl)methanols with aldehydes using the combination of cerium nitrate hexahydrate and ammonium chloride has been developed, leading to a wide range of 2-substituted quinazolines in moderate to excellent yields. The efficiency of t...