Copper-Catalyzed Sequential N-Arylation and Aerobic Oxidation: Synthesis of Quinazoline Derivatives
Qing Liu, Yufen Zhao, Hua Fu*, Changmei Cheng
*Key Laboratory of Bioorganic Phosphorus Chemistry and
Chemical Biology (Ministry of Education), Department of Chemistry, Tsinghua
University, Beijing 100084, P. R. of China,
Email: fuhuamail.tsinghua.edu.cn
Q. Liu, Y. Zhao, H. Fu, C. Cheng, Synlett, 2013, 24, 2089-2094.
DOI: 10.1055/s-0033-1339800
Abstract
A novel and efficient copper-catalyzed cascade method for the synthesis of quinazolines in good yields uses readily available substituted (2-bromophenyl)methylamines and amidine hydrochlorides as the starting materials, inexpensive CuBr as the catalyst, and economical and environment friendly air as the oxidant. The procedure underwent sequential intermolecular N-arylation, intramolecular nucleophilic substitution and aerobic oxidation.
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C. Wang, S. Li, H. Liu, Y. Jiang, H. Fu, J. Org. Chem., 2010, 75, 7936-7938.
Key Words
copper, N-arylation, aerobic oxidation, cascade reaction, quinazolines
ID: J60-Y2013