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Dr. Yizhe Yan, Yonghui Zhang, Dr. Chengtao Feng, Prof. Zhenggen Zha and Prof. Dr. Zhiyong Wang Selective Iodine-Catalyzed Intermolecular Oxidative Amination of C(sp3)[BOND]H Bonds with ortho-Carbonyl-Substituted Anilines to Give Quinazolines Angewandte Chemie International Edition 51

Version of Record online: 2 JUL 2012 | DOI: 10.1002/anie.201203880

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Access to quinazolines: The selective amination of C(sp3)[BOND]H bonds adjacent to nitrogen or oxygen atoms of N-alkylamides, ethers, or alcohols with ortho-carbonyl-substituted anilines constitutes the first step in a tandem annulation that leads to quinazolines in good to excellent yields (see scheme; NIS=N-Iodosuccinimide, TBHP=tert-butyl hydroperoxide). The selectivity of the amination of primary and secondary C[BOND]H bonds is also noteworthy (left: >3:1, right: >99:1).

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