4.6 Article

Palladium-catalyzed one pot 2-arylquinazoline formation via hydrogen-transfer strategy

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 12, Issue 39, Pages 7792-7799

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c4ob01296h

Keywords

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Funding

  1. National Natural Science Foundation of China [21372187]
  2. New Century Excellent Talents in University from Ministry of Education of China [NCET-11-0974]
  3. Research Fund for the Doctoral Program of Higher Education of China [20124301110005]
  4. Scientific Research Foundation for Returned Scholars, Ministry of Education of China [2011-1568]

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The palladium catalytic system was first applied to 2-arylquinazoline synthesis via hydrogen transfer methodology. Various (E)-2-nitrobenzaldehyde O-methyl oximes reacted easily with alcohols or benzyl amines to provide N-heterocyclic compounds in good to high yields. Similarly, the heterocyclic products could be prepared by the reaction of 1-(2-nitrophenyl)ethanone, urea and benzyl alcohols. In these reactions, the nitro group was reduced in situ by hydrogen generated from the alcohol dehydrogenation step.

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