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February 9, 2026Organic Chemistry Frontiers0 citations

Pd(II)-Catalyzed Aerobic Dual C–N Bond Formation: Oxygen-Dependent Divergence between Dihydroquinazolinone and Aza-Michael Pathways, an Experimental and Computational Study

NMNarges MohammadiFJFarnaz JafarpourLMLeyla Mohammadkhani

Key Points

  • This research investigates the oxygen-dependent pathways of C–N bond formation using Pd(II) catalysis.
  • Conducted a three-component reaction involving isatoic anhydrides, anilines, and acrylamides.
  • Utilized palladium(II) catalysis to facilitate C–N bond formation.
  • Analyzed the products to determine the presence of dihydroquinazolinones and aza-Michael adducts.
  • Successfully synthesized 2,3-dihydroquinazolin-4(1H)-ones and aza-Michael products.
  • Identified distinct pathways based on oxygen levels in the reaction environment.
  • Demonstrated the divergence in product formation through computational studies.

Abstract

We report an aerobic three-component reaction of isatoic anhydrides, anilines, and acrylamides that simultaneously forms two distinct C–N bonds through two sequential Pd(II)-catalyzed cycles, affording 2,3-dihydroquinazolin-4(1H)-ones (DHQs) incorporating β-amino carbonyl...

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Cite This Study

Mohammadi et al. (2026) studied this question.

synapsesocial.com/papers/69897a35f0ec2af6756e888dhttps://doi.org/10.1039/d5qo01381j
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