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Synfacts 2011(9): 0942-0942  
DOI: 10.1055/s-0030-1260993
Synthesis of Heterocycles
© Georg Thieme Verlag Stuttgart ˙ New York

(4-Hydroxy-TEMPO)-Catalyzed Synthesis of 2-Aryl Quinazolines

Contributor(s): Victor Snieckus, Yigang Zhao
B. Han*, C. Wang, R.-F. Han, W. Yu*, X.-Y. Duan, R. Fang, X.-L. Yang
Lanzhou University, P. R. of China
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Publication History

Publication Date:
19 August 2011 (online)

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Significance

Reported is a metal-free catalytic synthesis of 2-aryl quinazolines by the reaction of arylmethanamines with 2-aminobenzoketones or 2-aminobenzaldehydes. This aerobic oxidative synthesis proceeds smoothly under 4-hydroxy-TEMPO catalysis conditions via imine formation followed by intramolecular benzyl C-H amination to afford the 2-aryl quinazoline products in moderate to good yields. The reaction scope and limitations were investigated broadly for both starting materials.