Synthesis of Quinazolines via an Iron-Catalyzed Oxidative Amination of N-H Ketimines
Cheng-yi Chen*, Fengxian He, Guangrong Tang, Huiqing Yuan, Ning Li, Jinmin Wang and Roger Faessler
*Janssen R&D, Pharmaceutical Development and Manufacturing
Sciences, Small Molecule API Switzerland, Cilag AG, Hochstrasse 201, 8205
Schaffhausen, Switzerland, Email: cchen117its.jnj.com
C.-y. Chen, F. He, G. Tang, H. Yuan, N. Li, J. Wang, R. Faessler, J. Org. Chem., 2018, 83, 2395-2401.
DOI: 10.1021/acs.joc.7b02943
see article for more reactions
Abstract
An iron-catalyzed C(sp3)-H oxidation, intramolecular C-N bond formation, and aromatization enables an efficient synthesis of quinazolines from 2-alkylamino N-H ketimine derivatives, which can be prepared by addition of various organometallic reagents to 2-alkylamino benzonitriles.
see article for more examples
synthetic strategy
Key Words
ID: J42-Y2018