Wipf, Peter

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  • Wipf, Peter (4)
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Author's Bibliography

One-Pot Two-Step Synthesis of Isochromene-Fused CF3-Substituted Pyrazoles

Nikolić, Andrea M.; Živković, Filip; Selaković, Života; Wipf, Peter; Opsenica, Igor

(Wiley, 2020)

TY  - JOUR
AU  - Nikolić, Andrea M.
AU  - Živković, Filip
AU  - Selaković, Života
AU  - Wipf, Peter
AU  - Opsenica, Igor
PY  - 2020
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/4294
AB  - An efficient one-pot, two step method for fusing two biologically active motifs, CF3-substituted pyrazoles and isochromenes, was developed. Selective O-benzylation of CF3-substituted pyrazolones and subsequent Pd-catalyzed direct C–H arylation generate a fused tricycle. For the synthesized compounds through-space 13C–19F spin–spin coupling was revealed. In addition, the synthesis of three thioisochromene analogues, and one isocoumarin derivative, was accomplished.
PB  - Wiley
T2  - European Journal of Organic Chemistry
T2  - 2-s2.0-85089311831
T1  - One-Pot Two-Step Synthesis of Isochromene-Fused CF3-Substituted Pyrazoles
VL  - 2020
IS  - 34
SP  - 5616
EP  - 5619
DO  - https://doi.org/10.1002/ejoc.202000942
ER  - 
@article{
author = "Nikolić, Andrea M. and Živković, Filip and Selaković, Života and Wipf, Peter and Opsenica, Igor",
year = "2020",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/4294",
abstract = "An efficient one-pot, two step method for fusing two biologically active motifs, CF3-substituted pyrazoles and isochromenes, was developed. Selective O-benzylation of CF3-substituted pyrazolones and subsequent Pd-catalyzed direct C–H arylation generate a fused tricycle. For the synthesized compounds through-space 13C–19F spin–spin coupling was revealed. In addition, the synthesis of three thioisochromene analogues, and one isocoumarin derivative, was accomplished.",
publisher = "Wiley",
journal = "European Journal of Organic Chemistry, 2-s2.0-85089311831",
title = "One-Pot Two-Step Synthesis of Isochromene-Fused CF3-Substituted Pyrazoles",
volume = "2020",
number = "34",
pages = "5616-5619",
doi = "https://doi.org/10.1002/ejoc.202000942"
}
Nikolić, A. M., Živković, F., Selaković, Ž., Wipf, P.,& Opsenica, I. (2020). One-Pot Two-Step Synthesis of Isochromene-Fused CF3-Substituted Pyrazoles.
2-s2.0-85089311831
Wiley., 2020(34), 5616-5619.
https://doi.org/https://doi.org/10.1002/ejoc.202000942
Nikolić AM, Živković F, Selaković Ž, Wipf P, Opsenica I. One-Pot Two-Step Synthesis of Isochromene-Fused CF3-Substituted Pyrazoles. 2-s2.0-85089311831. 2020;2020(34):5616-5619
Nikolić Andrea M., Živković Filip, Selaković Života, Wipf Peter, Opsenica Igor, "One-Pot Two-Step Synthesis of Isochromene-Fused CF3-Substituted Pyrazoles" 2-s2.0-85089311831, 2020, no. 34 (2020):5616-5619,
https://doi.org/https://doi.org/10.1002/ejoc.202000942 .
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Supplementary material for the article: Ajdačić, V.; Nikolić, A.; Kerner, M.; Wipf, P.; Opsenica, I. M. Reevaluation of the Palladium/Carbon-Catalyzed Decarbonylation of Aliphatic Aldehydes. Synlett 2018, 29 (13), 1781–1785. https://doi.org/10.1055/s-0037-1610433

Ajdačić, Vladimir; Nikolić, Andrea; Kerner, Michael; Wipf, Peter; Opsenica, Igor

(Georg Thieme Verlag Kg, Stuttgart, 2018)

TY  - BOOK
AU  - Ajdačić, Vladimir
AU  - Nikolić, Andrea
AU  - Kerner, Michael
AU  - Wipf, Peter
AU  - Opsenica, Igor
PY  - 2018
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3252
PB  - Georg Thieme Verlag Kg, Stuttgart
T2  - Synlett
T1  - Supplementary material for the article: Ajdačić, V.; Nikolić, A.; Kerner, M.; Wipf, P.; Opsenica, I. M. Reevaluation of the Palladium/Carbon-Catalyzed Decarbonylation of Aliphatic Aldehydes. Synlett 2018, 29 (13), 1781–1785. https://doi.org/10.1055/s-0037-1610433
ER  - 
@book{
author = "Ajdačić, Vladimir and Nikolić, Andrea and Kerner, Michael and Wipf, Peter and Opsenica, Igor",
year = "2018",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/3252",
publisher = "Georg Thieme Verlag Kg, Stuttgart",
journal = "Synlett",
title = "Supplementary material for the article: Ajdačić, V.; Nikolić, A.; Kerner, M.; Wipf, P.; Opsenica, I. M. Reevaluation of the Palladium/Carbon-Catalyzed Decarbonylation of Aliphatic Aldehydes. Synlett 2018, 29 (13), 1781–1785. https://doi.org/10.1055/s-0037-1610433"
}
Ajdačić, V., Nikolić, A., Kerner, M., Wipf, P.,& Opsenica, I. (2018). Supplementary material for the article: Ajdačić, V.; Nikolić, A.; Kerner, M.; Wipf, P.; Opsenica, I. M. Reevaluation of the Palladium/Carbon-Catalyzed Decarbonylation of Aliphatic Aldehydes. Synlett 2018, 29 (13), 1781–1785. https://doi.org/10.1055/s-0037-1610433.
Synlett
Georg Thieme Verlag Kg, Stuttgart..
Ajdačić V, Nikolić A, Kerner M, Wipf P, Opsenica I. Supplementary material for the article: Ajdačić, V.; Nikolić, A.; Kerner, M.; Wipf, P.; Opsenica, I. M. Reevaluation of the Palladium/Carbon-Catalyzed Decarbonylation of Aliphatic Aldehydes. Synlett 2018, 29 (13), 1781–1785. https://doi.org/10.1055/s-0037-1610433. Synlett. 2018;
Ajdačić Vladimir, Nikolić Andrea, Kerner Michael, Wipf Peter, Opsenica Igor, "Supplementary material for the article: Ajdačić, V.; Nikolić, A.; Kerner, M.; Wipf, P.; Opsenica, I. M. Reevaluation of the Palladium/Carbon-Catalyzed Decarbonylation of Aliphatic Aldehydes. Synlett 2018, 29 (13), 1781–1785. https://doi.org/10.1055/s-0037-1610433" Synlett (2018)

Reevaluation of the Palladium/Carbon-Catalyzed Decarbonylation of Aliphatic Aldehydes

Ajdačić, Vladimir; Nikolić, Andrea; Kerner, Michael; Wipf, Peter; Opsenica, Igor

(Georg Thieme Verlag Kg, Stuttgart, 2018)

TY  - JOUR
AU  - Ajdačić, Vladimir
AU  - Nikolić, Andrea
AU  - Kerner, Michael
AU  - Wipf, Peter
AU  - Opsenica, Igor
PY  - 2018
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/2192
AB  - An improved method for the decarbonylation of aliphatic aldehydes by using a commercially available Pd/C catalyst is described. The reaction conditions are suitable for linear, cyclic, or sterically demanding substrates, as they afford the corresponding alkanes in yields of up to 99%. In addition, this Pd/C-catalyzed method exhibits good functional-group tolerance. A comparison of previously reported methods with the present one showed that the reaction conditions play a crucial role in the outcome of the reaction. The method can also be applied in a two-step reaction sequence for the synthesis of industrially important compounds.
PB  - Georg Thieme Verlag Kg, Stuttgart
T2  - Synlett
T1  - Reevaluation of the Palladium/Carbon-Catalyzed Decarbonylation of Aliphatic Aldehydes
VL  - 29
IS  - 13
SP  - 1781
EP  - 1785
DO  - 10.1055/s-0037-1610433
ER  - 
@article{
author = "Ajdačić, Vladimir and Nikolić, Andrea and Kerner, Michael and Wipf, Peter and Opsenica, Igor",
year = "2018",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/2192",
abstract = "An improved method for the decarbonylation of aliphatic aldehydes by using a commercially available Pd/C catalyst is described. The reaction conditions are suitable for linear, cyclic, or sterically demanding substrates, as they afford the corresponding alkanes in yields of up to 99%. In addition, this Pd/C-catalyzed method exhibits good functional-group tolerance. A comparison of previously reported methods with the present one showed that the reaction conditions play a crucial role in the outcome of the reaction. The method can also be applied in a two-step reaction sequence for the synthesis of industrially important compounds.",
publisher = "Georg Thieme Verlag Kg, Stuttgart",
journal = "Synlett",
title = "Reevaluation of the Palladium/Carbon-Catalyzed Decarbonylation of Aliphatic Aldehydes",
volume = "29",
number = "13",
pages = "1781-1785",
doi = "10.1055/s-0037-1610433"
}
Ajdačić, V., Nikolić, A., Kerner, M., Wipf, P.,& Opsenica, I. (2018). Reevaluation of the Palladium/Carbon-Catalyzed Decarbonylation of Aliphatic Aldehydes.
Synlett
Georg Thieme Verlag Kg, Stuttgart., 29(13), 1781-1785.
https://doi.org/10.1055/s-0037-1610433
Ajdačić V, Nikolić A, Kerner M, Wipf P, Opsenica I. Reevaluation of the Palladium/Carbon-Catalyzed Decarbonylation of Aliphatic Aldehydes. Synlett. 2018;29(13):1781-1785
Ajdačić Vladimir, Nikolić Andrea, Kerner Michael, Wipf Peter, Opsenica Igor, "Reevaluation of the Palladium/Carbon-Catalyzed Decarbonylation of Aliphatic Aldehydes" Synlett, 29, no. 13 (2018):1781-1785,
https://doi.org/10.1055/s-0037-1610433 .
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Three-Dimensional Database Mining Identifies a Unique Chemotype that Unites Structurally Diverse Botulinum Neurotoxin Serotype A Inhibitors in a Three-Zone Pharmacophore

Hermone, Ann R.; Burnett, James C.; Nuss, Jonathan E.; Tressler, Lyal E.; Nguyen, Tam L.; Šolaja, Bogdan A.; Vennerstrom, Jonathan L.; Schmidt, James J.; Wipf, Peter; Bavari, Sina; Gussio, Rick

(Wiley-V C H Verlag Gmbh, Weinheim, 2008)

TY  - JOUR
AU  - Hermone, Ann R.
AU  - Burnett, James C.
AU  - Nuss, Jonathan E.
AU  - Tressler, Lyal E.
AU  - Nguyen, Tam L.
AU  - Šolaja, Bogdan A.
AU  - Vennerstrom, Jonathan L.
AU  - Schmidt, James J.
AU  - Wipf, Peter
AU  - Bavari, Sina
AU  - Gussio, Rick
PY  - 2008
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/593
AB  - A search query consisting of two aromatic centers and two cationic centers was defined based on previously identified small molecule inhibitors of the botulinum neurotoxin serotype A light chain (BoNT/A LC) and used to mine the National Cancer Institute Open Repository. Ten small molecule hits were identified, and upon testing, three demonstrated inhibitory activity. Of these, one was structurally unique, possessing a rigid diazochrysene scaffold. The steric limitations of the diazachrysene imposed a separation between the overlaps of previously identified inhibitors, revealing an extended binding mode. As a result, the pharmacophore for BoNT/A LC inhibition has been modified to encompass three zones. To demonstrate the utility of this model, a novel three-zone inhibitor was mined and its activity was confirmed.
PB  - Wiley-V C H Verlag Gmbh, Weinheim
T2  - ChemMedChem
T1  - Three-Dimensional Database Mining Identifies a Unique Chemotype that Unites Structurally Diverse Botulinum Neurotoxin Serotype A Inhibitors in a Three-Zone Pharmacophore
VL  - 3
IS  - 12
SP  - 1905
EP  - 1912
DO  - 10.1002/cmdc.200800241
ER  - 
@article{
author = "Hermone, Ann R. and Burnett, James C. and Nuss, Jonathan E. and Tressler, Lyal E. and Nguyen, Tam L. and Šolaja, Bogdan A. and Vennerstrom, Jonathan L. and Schmidt, James J. and Wipf, Peter and Bavari, Sina and Gussio, Rick",
year = "2008",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/593",
abstract = "A search query consisting of two aromatic centers and two cationic centers was defined based on previously identified small molecule inhibitors of the botulinum neurotoxin serotype A light chain (BoNT/A LC) and used to mine the National Cancer Institute Open Repository. Ten small molecule hits were identified, and upon testing, three demonstrated inhibitory activity. Of these, one was structurally unique, possessing a rigid diazochrysene scaffold. The steric limitations of the diazachrysene imposed a separation between the overlaps of previously identified inhibitors, revealing an extended binding mode. As a result, the pharmacophore for BoNT/A LC inhibition has been modified to encompass three zones. To demonstrate the utility of this model, a novel three-zone inhibitor was mined and its activity was confirmed.",
publisher = "Wiley-V C H Verlag Gmbh, Weinheim",
journal = "ChemMedChem",
title = "Three-Dimensional Database Mining Identifies a Unique Chemotype that Unites Structurally Diverse Botulinum Neurotoxin Serotype A Inhibitors in a Three-Zone Pharmacophore",
volume = "3",
number = "12",
pages = "1905-1912",
doi = "10.1002/cmdc.200800241"
}
Hermone, A. R., Burnett, J. C., Nuss, J. E., Tressler, L. E., Nguyen, T. L., Šolaja, B. A., Vennerstrom, J. L., Schmidt, J. J., Wipf, P., Bavari, S.,& Gussio, R. (2008). Three-Dimensional Database Mining Identifies a Unique Chemotype that Unites Structurally Diverse Botulinum Neurotoxin Serotype A Inhibitors in a Three-Zone Pharmacophore.
ChemMedChem
Wiley-V C H Verlag Gmbh, Weinheim., 3(12), 1905-1912.
https://doi.org/10.1002/cmdc.200800241
Hermone AR, Burnett JC, Nuss JE, Tressler LE, Nguyen TL, Šolaja BA, Vennerstrom JL, Schmidt JJ, Wipf P, Bavari S, Gussio R. Three-Dimensional Database Mining Identifies a Unique Chemotype that Unites Structurally Diverse Botulinum Neurotoxin Serotype A Inhibitors in a Three-Zone Pharmacophore. ChemMedChem. 2008;3(12):1905-1912
Hermone Ann R., Burnett James C., Nuss Jonathan E., Tressler Lyal E., Nguyen Tam L., Šolaja Bogdan A., Vennerstrom Jonathan L., Schmidt James J., Wipf Peter, Bavari Sina, Gussio Rick, "Three-Dimensional Database Mining Identifies a Unique Chemotype that Unites Structurally Diverse Botulinum Neurotoxin Serotype A Inhibitors in a Three-Zone Pharmacophore" ChemMedChem, 3, no. 12 (2008):1905-1912,
https://doi.org/10.1002/cmdc.200800241 .
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