4.5 Article

ABNO-Catalyzed Aerobic Oxidative Synthesis of 2-Substituted 4H-3,1-Benzoxazines and Quinazolines

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2017, Issue 23, Pages 3335-3342

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201700384

Keywords

Nitrogen heterocycles; Oxygen heterocycles; Radical reactions; 4H-3; 1-Benzoxazines; Quinazolines; Oxidation; Oxygen

Funding

  1. National Natural Science Foundation of China [21376224, 21473160, 21603190]
  2. Natural Science Foundation of Zhejiang Province [LY17B060007]

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A new transition-metal-free 9-azabicyclo[3.3.1]nonan-N-oxyl (ABNO) catalyzed aerobic oxidative synthesis of 2-substituted 4H-3,1-benzoxazines and quinazolines has been developed through cascade reaction of aldehydes with 2-aminobenzyl alcohols and 2-aminobenzylamines, respectively. Under the optimal reaction conditions, the two kinds of heterocycles were obtained in 72-97% isolated yield.

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