4.5 Article

Palladium(II)-Catalyzed Three-Component Tandem Cyclization Reaction for the One-Pot Assembly of 4-Arylquinazolines

Journal

SYNTHESIS-STUTTGART
Volume 53, Issue 7, Pages 1356-1364

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0040-1707329

Keywords

4-arylquinazolines; palladium(II) catalysis; one-pot assembly; tandem cyclization reaction; ligands

Funding

  1. National Key Research and Development Program of China [2017YFE0102200]
  2. National Natural Science Foundation of China [81673291]
  3. Diabetes National Research Group, USA
  4. Natural Science Foundation of Zhejiang Province [LY18H300001]
  5. Multiple Sclerosis National Research Institute, USA

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The study presents a one-pot method for joining three separate components to produce a variety of 4-arylquinazolines in good to excellent yields. The method involves a palladium(II)-catalyzed cascade reaction that can be easily scaled up and applied to the synthesis of a translocator protein (TSPO) ligand.
A one-pot method for joining three separate components leading to an assortment of 4-arylquinazolines (27 examples) in good to excellent yields is described. The method consists of a palladium(II)-catalyzed- cascade reaction involving C(sp)-C(sp(2)) coupling followed by intramolecular C-N bond formation. The reaction was readily scaled up to gram quantity and successfully applied to the synthesis of a translocator- protein (TSPO) ligand.

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