ACS Sustainable Chemistry and Engineering, volume 8, issue 38, pages 14417-14424
Mechanochemically Activated Asymmetric Organocatalytic Domino Mannich Reaction-Fluorination
1
Comenius University in Bratislava, Faculty of Natural Sciences, Department of Organic Chemistry, Mlynská dolina, Ilkovičova 6, 84215 Bratislava, Slovakia
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2
Comenius University in Bratislava, Faculty of Natural Sciences, Department of Inorganic Chemistry, Mlynská dolina, Ilkovičova 6, 84215 Bratislava, Slovakia
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Publication type: Journal Article
Publication date: 2020-09-11
Quartile SCImago
Q1
Quartile WOS
Q1
Impact factor: 8.4
ISSN: 21680485, 21680485
General Chemistry
General Chemical Engineering
Environmental Chemistry
Renewable Energy, Sustainability and the Environment
Abstract
Mechanochemical activation effectively mediated asymmetric organocatalytic domino Mannich addition followed by diastereoselective fluorination. The Mannich reactions of pyrazolones and to a lesser extent those of isoxazolones were effective under solvent-free ball-milling conditions. This reaction in combination with a chiral squaramide catalyst provided corresponding products in high yields and enantiomeric purities up to 99:1 e.r. and as a single diastereomer. DFT calculations revealed reasons for high diastereoselectivity.
Top-30
Citations by journals
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1 publication, 3.23%
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1 publication, 3.23%
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1 publication, 3.23%
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1 publication, 3.23%
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1 publication, 3.23%
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Citations by publishers
2
4
6
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10
12
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Wiley
12 publications, 38.71%
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Springer Nature
3 publications, 9.68%
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Royal Society of Chemistry (RSC)
3 publications, 9.68%
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American Chemical Society (ACS)
3 publications, 9.68%
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Taylor & Francis
2 publications, 6.45%
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Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii
2 publications, 6.45%
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Beilstein-Institut
1 publication, 3.23%
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Canadian Science Publishing
1 publication, 3.23%
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Walter de Gruyter
1 publication, 3.23%
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Elsevier
1 publication, 3.23%
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Multidisciplinary Digital Publishing Institute (MDPI)
1 publication, 3.23%
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- We do not take into account publications without a DOI.
- Statistics recalculated only for publications connected to researchers, organizations and labs registered on the platform.
- Statistics recalculated weekly.
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Krištofíková D. et al. Mechanochemically Activated Asymmetric Organocatalytic Domino Mannich Reaction-Fluorination // ACS Sustainable Chemistry and Engineering. 2020. Vol. 8. No. 38. pp. 14417-14424.
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Krištofíková D., Mečiarová M., Rakovský E., Šebesta R. Mechanochemically Activated Asymmetric Organocatalytic Domino Mannich Reaction-Fluorination // ACS Sustainable Chemistry and Engineering. 2020. Vol. 8. No. 38. pp. 14417-14424.
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TY - JOUR
DO - 10.1021/acssuschemeng.0c04260
UR - https://doi.org/10.1021/acssuschemeng.0c04260
TI - Mechanochemically Activated Asymmetric Organocatalytic Domino Mannich Reaction-Fluorination
T2 - ACS Sustainable Chemistry and Engineering
AU - Mečiarová, Mária
AU - Rakovský, Erik
AU - Šebesta, Radovan
AU - Krištofíková, Dominika
PY - 2020
DA - 2020/09/11 00:00:00
PB - American Chemical Society (ACS)
SP - 14417-14424
IS - 38
VL - 8
SN - 2168-0485
SN - 2168-0485
ER -
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@article{2020_Krištofíková,
author = {Mária Mečiarová and Erik Rakovský and Radovan Šebesta and Dominika Krištofíková},
title = {Mechanochemically Activated Asymmetric Organocatalytic Domino Mannich Reaction-Fluorination},
journal = {ACS Sustainable Chemistry and Engineering},
year = {2020},
volume = {8},
publisher = {American Chemical Society (ACS)},
month = {sep},
url = {https://doi.org/10.1021/acssuschemeng.0c04260},
number = {38},
pages = {14417--14424},
doi = {10.1021/acssuschemeng.0c04260}
}
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MLA
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Krištofíková, Dominika, et al. “Mechanochemically Activated Asymmetric Organocatalytic Domino Mannich Reaction-Fluorination.” ACS Sustainable Chemistry and Engineering, vol. 8, no. 38, Sep. 2020, pp. 14417-14424. https://doi.org/10.1021/acssuschemeng.0c04260.