4.7 Article

Synthesis of Quinazolin-4(3H)-ones via the Reaction of 2-Halobenzamides with Nitriles

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 83, Issue 17, Pages 10352-10358

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.8b01460

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Funding

  1. National Natural Science Foundation of China [21372035, 21572028]
  2. Liaoning Natural Science Foundation of China [201602181]
  3. Outstanding Young Scholars Development Growth Plan of universities in the Liaoning Province [LJQ2015027]

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This paper describes a convenient method to synthesize quinazolin-4(3H)-ones from simple and readily available 2-halobenzamides and nitriles. The Lewis acid Cu-catalyzed nucleophilic addition of 2-halobenzamide to nitriles followed by SNAr reaction proceeds smoothly in the presence of (BuOK)-Bu-t as a base to produce quinazolinone derivatives.

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