I₂-Catalyzed Aerobic Oxidative C(sp³)-H Amination/C-N Cleavage of Tertiary Amine: Synthesis of Quinazolines and Quinazolinones

Yizhe Yan*, Ying Xu, Bin Niu, Huifang Xie and Yanqi Liu*

*School of Food and Biological Engineering, Zhengzhou University of Light Industry, Zhengzhou 450000, P. R. China, Email: yanyizhemail.ustc.edu.cn, liuyanqizzuli.edu.cn

Y. Yan, Y. Xu, B. Niu, H. Xie, Y. Liu, J. Org. Chem., 2015, 80, 5581-5587.

DOI: 10.1021/acs.joc.5b00474

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Abstract

An aerobic, iodine-catalyzed oxidative C(sp³)-H amination/C-N cleavage of tertiary amines affords a route to a wide range of quinazolines and quinazolinones in good to excellent yields via a domino ring annulation. The method is metal-free, peroxide-free, and operationally simple and represents a new avenue for multiple C-N bond formations.

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Key Words

Quinazolines, Oxygen

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ID: J42-Y2015