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J Org Chem. 2015 Jun 05;80(11):5581-7. doi: 10.1021/acs.joc.5b00474. Epub 2015 May 12.

I2-Catalyzed Aerobic Oxidative C(sp(3))-H Amination/C-N Cleavage of Tertiary Amine: Synthesis of Quinazolines and Quinazolinones.

The Journal of organic chemistry

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

Affiliations

  1. †School of Food and Biological Engineering, Zhengzhou University of Light Industry, Zhengzhou 450000, P. R. China.
  2. ‡Henan Collaborative Innovation Center for Food Production and Safety, Zhengzhou 450000, P. R. China.

PMID: 25942678 DOI: 10.1021/acs.joc.5b00474

Abstract

An iodine-catalyzed oxidative C(sp(3))-H amination/C-N cleavage of tertiary amines couducted under an oxygen atmosphere has been developed and affords a route to quinazolines and quinazolinones in good to excellent yields via a domino ring annulation. The method is metal-free, peroxide-free, and operationally simple to implement with a wide scope of substrates and represents a new avenue for multiple C-N bond formations.

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