Journal of Organic Chemistry

, том 85 , издание 5 , страницы 3160-3173

Ullmann-type C-Se Cross-Coupling in the Hydantoin Family: Synthesis, Mechanistic Studies, and Tests of Biological Activity

Тип публикации: Journal Article

Дата публикации: 2020-01-16

American Chemical Society (ACS)

Journal of Organic Chemistry

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SJR: 0.737

CiteScore: 6.1

Impact factor: 3.6

ISSN: 00223263, 15206904

DOI: 10.1021/acs.joc.9b03045

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PubMed ID: 31944122

Organic Chemistry

Краткое описание

An attractive strategy for C-Se bond formation by an Ullmann-type copper(I) promoted cross-coupling is developed. A wide range of aryliodides react with various disubstituted 2-selenohydantoins under mild conditions and provides Se-arylated imidazolines in moderate to high yields. Computational mechanistic studies show the oxidative addition/intramolecular reductive elimination likely to be the lowest-energy pathway. Cytotoxic activity of all 55 reaction products has been tested in vitro against MCF7 and A549 cancer cell lines with VA13 and MCF10a control cells.

Найдено

2 цитирования

Белоглазкина Елена

д.х.н., проф.

301 публикация, 3 396 цитирований, 11 рецензий

Индекс Хирша: 30

Московский государственный университет имени М.В. Ломоносова

2 цитирования

Скворцов Дмитрий

🥼

к.х.н.

129 публикаций, 1 905 цитирований, 1 рецензия

Индекс Хирша: 26

Московский государственный университет имени М.В. Ломоносова

2 цитирования

Финько Александр

к.х.н., доц.

51 публикация, 248 цитирований, 3 рецензии

Индекс Хирша: 8

Институт нефтехимического синтеза им. А.В. Топчиева РАН

Московский государственный университет имени М.В. Ломоносова

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Vyhivskyi O. et al. Ullmann-type C-Se Cross-Coupling in the Hydantoin Family: Synthesis, Mechanistic Studies, and Tests of Biological Activity // Journal of Organic Chemistry. 2020. Vol. 85. No. 5. pp. 3160-3173.

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Vyhivskyi O., Laikov D., Finko A. V., Skvortsov D., Skvortsov D. A., Zhirkina I. V., Тафеенко В. А., Tafeenko V. A., Zyk N. V., Majouga A. G., Beloglazkina E. K. Ullmann-type C-Se Cross-Coupling in the Hydantoin Family: Synthesis, Mechanistic Studies, and Tests of Biological Activity // Journal of Organic Chemistry. 2020. Vol. 85. No. 5. pp. 3160-3173.

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TY - JOUR

DO - 10.1021/acs.joc.9b03045

UR - https://pubs.acs.org/doi/10.1021/acs.joc.9b03045

TI - Ullmann-type C-Se Cross-Coupling in the Hydantoin Family: Synthesis, Mechanistic Studies, and Tests of Biological Activity

T2 - Journal of Organic Chemistry

AU - Vyhivskyi, Oleksandr

AU - Laikov, Dimitri

AU - Finko, A V

AU - Skvortsov, Dmitry

AU - Skvortsov, Dmitry A.

AU - Zhirkina, Irina V

AU - Тафеенко, В. А.

AU - Tafeenko, Victor A.

AU - Zyk, Nikolay V.

AU - Majouga, Alexander G.

AU - Beloglazkina, Elena K.

PY - 2020

DA - 2020/01/16

PB - American Chemical Society (ACS)

SP - 3160-3173

IS - 5

VL - 85

PMID - 31944122

SN - 0022-3263

SN - 1520-6904

ER -

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@article{2020_Vyhivskyi,

author = {Oleksandr Vyhivskyi and Dimitri Laikov and A V Finko and Dmitry Skvortsov and Dmitry A. Skvortsov and Irina V Zhirkina and В. А. Тафеенко and Victor A. Tafeenko and Nikolay V. Zyk and Alexander G. Majouga and Elena K. Beloglazkina},

title = {Ullmann-type C-Se Cross-Coupling in the Hydantoin Family: Synthesis, Mechanistic Studies, and Tests of Biological Activity},

journal = {Journal of Organic Chemistry},

year = {2020},

volume = {85},

publisher = {American Chemical Society (ACS)},

month = {jan},

url = {https://pubs.acs.org/doi/10.1021/acs.joc.9b03045},

number = {5},

pages = {3160--3173},

doi = {10.1021/acs.joc.9b03045}

}

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Vyhivskyi, Oleksandr, et al. “Ullmann-type C-Se Cross-Coupling in the Hydantoin Family: Synthesis, Mechanistic Studies, and Tests of Biological Activity.” Journal of Organic Chemistry, vol. 85, no. 5, Jan. 2020, pp. 3160-3173. https://pubs.acs.org/doi/10.1021/acs.joc.9b03045.