4.7 Article

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

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 80, Issue 11, Pages 5581-5587

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.5b00474

Keywords

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Funding

  1. National Natural Science Foundation of China [21376228]
  2. Science and Technology Research Key Project of the Department of Education of Henan Province [15A150005]
  3. Doctoral Research Foundation of Zhengzhou University of Light Industry [2014B5JJ032]

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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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