ACS Combinatorial Science

, volume 21 , issue 6 , pages 456-464

Copper-promoted C-Se Cross-Coupling of 2-selenohydantoins with Arylboronic Acids in an Open Flask

Oleksandr Vyhivskyi ¹

Egor A Dlin ¹

A V Finko ¹

Saiyyna P Stepanova ¹

Yan Ivanenkov ^{1, 2, 3}

Dmitry Skvortsov ¹

Dmitry A. Skvortsov ¹

Andrei V. Mironov ¹

Nikolay V. Zyk ¹

Alexander G. Majouga ^{1, 2, 4}

Elena K. Beloglazkina ¹

Hide authors affiliations Show authors affiliations: 4 affiliations

Moscow State University, Chemistry Department, Leninskie Gory, Building 1/3, GSP-1, Moscow 119991, Russia |

National University of Science and Technology (MISiS), Leninskii pr., 4, Moscow 119049, Russia |

Moscow Institute of Physics and Technology (MIPT), Dolgoprudny, Institutsky per. 9, Moscow 141701, Russia |

⁴

D. Mendeleev University of Chemical Technology of Russia, Miusskaya pl. 9, 125047 Moscow, Russia |

Publication type: Journal Article

Publication date: 2019-04-22

American Chemical Society (ACS)

ACS Combinatorial Science

SJR: —

CiteScore: —

Impact factor: —

ISSN: 21568952, 21568944

DOI: 10.1021/acscombsci.9b00021

Copy DOI

PubMed ID: 31009196

General Chemistry

General Medicine

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.

Found

6 citations

Beloglazkina Elena

DSc in Chemistry, professor

296 publications, 3 214 citations, 11 reviews

h-index: 29

Lomonosov Moscow State University

5 citations

Skvortsov Dmitry

🥼

PhD in Chemistry

128 publications, 1 834 citations, 1 review

h-index: 26

Lomonosov Moscow State University

4 citations

Finko Alexander

PhD in Chemistry, associate professor

49 publications, 225 citations, 2 reviews

h-index: 8

A.V. Topchiev Institute of Petrochemical Synthesis RAS

Lomonosov Moscow State University

1 citation

Volcho Konstantin

DSc in Chemistry, professor of the Russian Academy of Sciences

279 publications, 3 885 citations, 65 reviews

h-index: 31

N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry of the Siberian Branch of the Russian Academy of Sciences

1 citation

Danilkina Natalia

43 publications, 617 citations

h-index: 14

Saint Petersburg State University

Research interests

Bioorganic chemistry

Click chemistry

Heterocyclic compounds

Medicinal Chemistry

Organic Chemistry

1 citation

Osipov Sergey

DSc in Chemistry

138 publications, 2 725 citations, 3 reviews

h-index: 29

A.N.Nesmeyanov Institute of Organoelement Compounds of the Russian Academy of Sciences

1 citation

Gazizov Almir

🥼

DSc in Chemistry

157 publications, 879 citations, 23 reviews

h-index: 14

A.E. Arbuzov Institute of Organic and Physical Chemistry of the Kazan Scientific Center of the Russian Academy of Sciences

Research interests

Heterocyclic compounds

Organic Chemistry

Organophosphorus chemistry

1 citation

Karasik Andrey

DSc in Chemistry, professor, associate member of the Russian Academy of Sciences

224 publications, 2 591 citations

h-index: 26

A.E. Arbuzov Institute of Organic and Physical Chemistry of the Kazan Scientific Center of the Russian Academy of Sciences

Research interests

Coordination Chemistry

Luminescence

Phosphorus ligands

1 citation

Dotsenko Viktor

DSc in Chemistry, professor

244 publications, 2 706 citations, 2 reviews

h-index: 22

North Caucasus Federal University

Kuban State University

Research interests

Active methylene compounds

Biological activity

Heterocyclic compounds

Malononitrile

Selenoamides

Thioamides

1 citation

Zagidullin Almaz

🥼 🤝

PhD in Chemistry

81 publications, 876 citations

h-index: 17

A.E. Arbuzov Institute of Organic and Physical Chemistry of the Kazan Scientific Center of the Russian Academy of Sciences

Research interests

Asymmetric metal complex catalysis

Chemistry of organic and organoelement compounds; chemistry of polymers; production of materials

Coordination chemistry of phosphorus

Organoelement chemistry

Organophosphorus chemistry

Synthesis of chiral phosphorus-containing ligands

1 citation

Aksenov Aleksandr

🥼 🤝

DSc in Chemistry, professor

243 publications, 2 163 citations, 15 reviews

h-index: 24

North Caucasus Federal University

Research interests

Medicinal Chemistry

Organic Chemistry

1 citation

Sosnovskikh Vyacheslav

DSc in Chemistry, professor

355 publications, 4 707 citations

h-index: 30

Ural Federal University

1 citation

Ilkin Vladimir

PhD in Chemistry

16 publications, 179 citations

h-index: 7

Ural Federal University

Research interests

Catalysis

Heterocyclic compounds

Organic Chemistry

Synthetic Organic Chemistry

1 citation

Chmelyuk Nelly

25 publications, 201 citations

h-index: 8

National University of Science & Technology (MISiS)

Pirogov Russian National Research Medical University

1 citation

Krylov Igor

PhD in Chemistry

78 publications, 1 876 citations, 18 reviews

h-index: 25

N.D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences

Research interests

Green chemistry

Organic Chemistry

Organic electrochemistry

Organic synthesis

Photochemistry

Plant protection

1 citation

Tikhomirov Alexander

🥼 🤝

DSc in Chemistry, associate professor

59 publications, 910 citations

h-index: 17

Mendeleev University of Chemical Technology of Russia

Gause Institute of New Antibiotics

Research interests

Medicinal Chemistry

1 citation

Ivanov Andrey

54 publications, 526 citations

h-index: 12

A.E. Favorsky Irkutsk Institute of Chemistry of the Siberian Branch of the Russian Academy of Sciences

1 citation

Buev Evgeny

PhD in Chemistry

31 publications, 337 citations, 2 reviews

h-index: 9

Ural Federal University

Research interests

Chemistry of nitrogen-containing heterocycles

Organic Chemistry

Organic synthesis

1 citation

Timoshenko Roman

28 publications, 241 citations

h-index: 10

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GOST Copy

Vyhivskyi O. et al. Copper-promoted C-Se Cross-Coupling of 2-selenohydantoins with Arylboronic Acids in an Open Flask // ACS Combinatorial Science. 2019. Vol. 21. No. 6. pp. 456-464.

GOST all authors (up to 50) Copy

Vyhivskyi O., Dlin E. A., Finko A. V., Stepanova S. P., Ivanenkov Y., Skvortsov D., Skvortsov D. A., Mironov A. V., Zyk N. V., Majouga A. G., Beloglazkina E. K. Copper-promoted C-Se Cross-Coupling of 2-selenohydantoins with Arylboronic Acids in an Open Flask // ACS Combinatorial Science. 2019. Vol. 21. No. 6. pp. 456-464.

RIS |

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RIS Copy

TY - JOUR

DO - 10.1021/acscombsci.9b00021

UR - https://pubs.acs.org/doi/10.1021/acscombsci.9b00021

TI - Copper-promoted C-Se Cross-Coupling of 2-selenohydantoins with Arylboronic Acids in an Open Flask

T2 - ACS Combinatorial Science

AU - Vyhivskyi, Oleksandr

AU - Dlin, Egor A

AU - Finko, A V

AU - Stepanova, Saiyyna P

AU - Ivanenkov, Yan

AU - Skvortsov, Dmitry

AU - Skvortsov, Dmitry A.

AU - Mironov, Andrei V.

AU - Zyk, Nikolay V.

AU - Majouga, Alexander G.

AU - Beloglazkina, Elena K.

PY - 2019

DA - 2019/04/22

PB - American Chemical Society (ACS)

SP - 456-464

IS - 6

VL - 21

PMID - 31009196

SN - 2156-8952

SN - 2156-8944

ER -

BibTex |

Cite this

BibTex (up to 50 authors) Copy

@article{2019_Vyhivskyi,

author = {Oleksandr Vyhivskyi and Egor A Dlin and A V Finko and Saiyyna P Stepanova and Yan Ivanenkov and Dmitry Skvortsov and Dmitry A. Skvortsov and Andrei V. Mironov and Nikolay V. Zyk and Alexander G. Majouga and Elena K. Beloglazkina},

title = {Copper-promoted C-Se Cross-Coupling of 2-selenohydantoins with Arylboronic Acids in an Open Flask},

journal = {ACS Combinatorial Science},

year = {2019},

volume = {21},

publisher = {American Chemical Society (ACS)},

month = {apr},

url = {https://pubs.acs.org/doi/10.1021/acscombsci.9b00021},

number = {6},

pages = {456--464},

doi = {10.1021/acscombsci.9b00021}

}

MLA

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MLA Copy

Vyhivskyi, Oleksandr, et al. “Copper-promoted C-Se Cross-Coupling of 2-selenohydantoins with Arylboronic Acids in an Open Flask.” ACS Combinatorial Science, vol. 21, no. 6, Apr. 2019, pp. 456-464. https://pubs.acs.org/doi/10.1021/acscombsci.9b00021.

Publisher

American Chemical Society (ACS)

Journal

ACS Combinatorial Science

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—

CiteScore

—

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ISSN

21568952 (Print)

21568944 (Electronic)

Labs

Laboratory of Biologically Active Organic Compounds (BAOС)

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