4.0 Article

Copper-Promoted C-Se Cross-Coupling of 2-Selenohydantoins with Arylboronic Acids in an Open Flask

Journal

ACS COMBINATORIAL SCIENCE
Volume 21, Issue 6, Pages 456-464

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acscombsci.9b00021

Keywords

Se-arylation; Chan-Lam-Evans reaction; cross-coupling; 2-selenohydantoins; boronic acids; selenoureas; cytotoxicity; in vitro; open flask

Funding

  1. Russian Science Foundation [17-74-10065]
  2. Russian Science Foundation [17-74-10065] Funding Source: Russian Science Foundation

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The modification of Chan-Lam-Evans cross-coupling reaction for the selective Se-arylation of 2-selenohydantoins under base-free mild conditions via aryl boronic acids is described herein. This approach was used to synthesize novel 5-arylidene-3-substituted-2-(arylselanyl)-imidazoline-4-ones with high yields. The anticancer activity of the final compounds was evaluated in vitro against different cancer cells, and thus, the possibility of 5-arylidene-3-substituted-2-(arylselanyl)-imidazoline-4-ones successful application as cytotoxic agents was demonstrated.

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