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A novel thiourea type organocatalyst possessing a single NH functionality

Authorized Users Only
2016
Authors
Jovanović, Predrag
Petković, Miloš
Simić, Milena
Ivković, Branka
Savić, Vladimir
Article (Published version)
Metadata
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Abstract
A novel thiourea organocatalyst was rationally designed by altering a typical H-bonding pattern of thiourea derivatives and utilising the potential of the 3,5-bis(trifluoromethyl) phenyl motif to participate in the H-bond formation. This unique catalyst afforded the products of the alpha-amination and Michael reaction in excellent yields and with a high level of stereoselectivity. Although additional studies are necessary to establish the full potential of the catalyst and to broaden its application further, the presented results may indicate alternative routes for further exploration of the thiourea class of organocatalysts.
Source:
Organic & Biomolecular Chemistry, 2016, 14, 28, 6712-6719
Publisher:
  • Royal Soc Chemistry, Cambridge
Funding / projects:
  • Computational design, synthesis and biological evaluation of new heterocyclic compounds as selective tumorogenesis inhibitors (RS-172009)

DOI: 10.1039/c6ob00387g

ISSN: 1477-0520

PubMed: 27314255

WoS: 000379432600011

Scopus: 2-s2.0-84978828212
[ Google Scholar ]
4
4
URI
https://farfar.pharmacy.bg.ac.rs/handle/123456789/2647
Collections
  • Radovi istraživača / Researchers’ publications
Institution/Community
Pharmacy
TY  - JOUR
AU  - Jovanović, Predrag
AU  - Petković, Miloš
AU  - Simić, Milena
AU  - Ivković, Branka
AU  - Savić, Vladimir
PY  - 2016
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/2647
AB  - A novel thiourea organocatalyst was rationally designed by altering a typical H-bonding pattern of thiourea derivatives and utilising the potential of the 3,5-bis(trifluoromethyl) phenyl motif to participate in the H-bond formation. This unique catalyst afforded the products of the alpha-amination and Michael reaction in excellent yields and with a high level of stereoselectivity. Although additional studies are necessary to establish the full potential of the catalyst and to broaden its application further, the presented results may indicate alternative routes for further exploration of the thiourea class of organocatalysts.
PB  - Royal Soc Chemistry, Cambridge
T2  - Organic & Biomolecular Chemistry
T1  - A novel thiourea type organocatalyst possessing a single NH functionality
VL  - 14
IS  - 28
SP  - 6712
EP  - 6719
DO  - 10.1039/c6ob00387g
ER  - 
@article{
author = "Jovanović, Predrag and Petković, Miloš and Simić, Milena and Ivković, Branka and Savić, Vladimir",
year = "2016",
abstract = "A novel thiourea organocatalyst was rationally designed by altering a typical H-bonding pattern of thiourea derivatives and utilising the potential of the 3,5-bis(trifluoromethyl) phenyl motif to participate in the H-bond formation. This unique catalyst afforded the products of the alpha-amination and Michael reaction in excellent yields and with a high level of stereoselectivity. Although additional studies are necessary to establish the full potential of the catalyst and to broaden its application further, the presented results may indicate alternative routes for further exploration of the thiourea class of organocatalysts.",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "Organic & Biomolecular Chemistry",
title = "A novel thiourea type organocatalyst possessing a single NH functionality",
volume = "14",
number = "28",
pages = "6712-6719",
doi = "10.1039/c6ob00387g"
}
Jovanović, P., Petković, M., Simić, M., Ivković, B.,& Savić, V.. (2016). A novel thiourea type organocatalyst possessing a single NH functionality. in Organic & Biomolecular Chemistry
Royal Soc Chemistry, Cambridge., 14(28), 6712-6719.
https://doi.org/10.1039/c6ob00387g
Jovanović P, Petković M, Simić M, Ivković B, Savić V. A novel thiourea type organocatalyst possessing a single NH functionality. in Organic & Biomolecular Chemistry. 2016;14(28):6712-6719.
doi:10.1039/c6ob00387g .
Jovanović, Predrag, Petković, Miloš, Simić, Milena, Ivković, Branka, Savić, Vladimir, "A novel thiourea type organocatalyst possessing a single NH functionality" in Organic & Biomolecular Chemistry, 14, no. 28 (2016):6712-6719,
https://doi.org/10.1039/c6ob00387g . .

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