Organic Chemistry Portal

Abstracts

Search:

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 (free Supporting Information)


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.


see article for more examples



Copper-Catalyzed Synthesis of Quinazoline Derivatives via Ullmann-Type Coupling and Aerobic Oxidation

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