Molecules (Jan 2019)

Efficient Tandem Addition/Cyclization for Access to 2,4-Diarylquinazolines via Catalytic Carbopalladation of Nitriles

  • Julin Gong,
  • Kun Hu,
  • Yetong Zhang,
  • Yinlin Shao,
  • Tianxing Cheng,
  • Maolin Hu,
  • Jiuxi Chen

DOI
https://doi.org/10.3390/molecules24030463
Journal volume & issue
Vol. 24, no. 3
p. 463

Abstract

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The first example of the palladium-catalyzed tandem addition/cyclization of 2-(benzylidenamino)benzonitriles with arylboronic acids has been developed. This transformation features good functional group tolerance and provides an alternative synthetic pathway to access 2,4-diarylquinazolines in moderate to good yields. A plausible mechanism for the formation of 2,4-diarylquinazolines involving sequential nucleophilic addition followed by an intramolecular cyclization is proposed.

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