Literature DB >> 31009196

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

Oleksandr Vyhivskyi1, Egor A Dlin1, Alexander V Finko1, Saiyyna P Stepanova1, Yan A Ivanenkov1,2,3, Dmitry A Skvortsov1, Andrei V Mironov1, Nikolay V Zyk1, Alexander G Majouga1,2,4, Elena K Beloglazkina1.   

Abstract

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.

Entities:  

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

Year:  2019        PMID: 31009196     DOI: 10.1021/acscombsci.9b00021

Source DB:  PubMed          Journal:  ACS Comb Sci        ISSN: 2156-8944            Impact factor:   3.784


  2 in total

1.  Copper coordination compounds with (5Z,5Z')-2,2'-(alkane-α,ω-diyldiselenyl)-bis-5-(2-pyridylmethylene)-3,5-dihydro-4H-imidazol-4-ones. Comparison with sulfur analogue.

Authors:  Alexander V Finko; Anatolii I Sokolov; Dmitry A Guk; Victor A Tafeenko; Anna A Moiseeva; Dmitry A Skvortsov; Andrei A Stomakhin; Andrei A Beloglazkin; Roman S Borisov; Vladimir I Pergushov; Mikhail Ya Melnikov; Nikolay V Zyk; Alexander G Majouga; Elena K Beloglazkina
Journal:  RSC Adv       Date:  2022-03-02       Impact factor: 3.361

2.  Dispirooxindoles Based on 2-Selenoxo-Imidazolidin-4-Ones: Synthesis, Cytotoxicity and ROS Generation Ability.

Authors:  Vladimir K Novotortsev; Maxim E Kukushkin; Viktor A Tafeenko; Dmitry A Skvortsov; Marina A Kalinina; Roman V Timoshenko; Nelly S Chmelyuk; Liliya A Vasilyeva; Boris N Tarasevich; Petr V Gorelkin; Alexander S Erofeev; Alexander G Majouga; Nikolai V Zyk; Elena K Beloglazkina
Journal:  Int J Mol Sci       Date:  2021-03-05       Impact factor: 5.923

  2 in total

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