0000000000524129
AUTHOR
Mikko V. Leskinen
showing 9 related works from this author
Palladium-Catalyzed Dehydrogenative β’-Arylation of β-Keto Esters under Aerobic Conditions: Interplay of Metal and Brønsted Acids
2012
The Bronsted aids: The first dehydrogenative arylation of β-keto esters with arenes under ambient aerobic conditions is described. Under a Pd(II)/Bronsted acid co-catalytic system, regioselective arylations with alkoxylated arenes and phenols were achieved in good yields, even in gram-scale conditions.
Cross-Dehydrogenative Couplings between Indoles and beta-Keto Esters: Ligand-Assisted Ligand Tautomerization and Dehydrogenation via a Proton-Assiste…
2014
Cross-dehydrogenative coupling reactions between β-ketoesters and electron-rich arenes, such as indoles, proceed with high regiochemical fidelity with a range of β-ketoesters and indoles. The mechanism of the reaction between a prototypical β-ketoester, ethyl 2-oxocyclopentanonecarboxylate, and N-methylindole has been studied experimentally by monitoring the temporal course of the reaction by (1)H NMR, kinetic isotope effect studies, and control experiments. DFT calculations have been carried out using a dispersion-corrected range-separated hybrid functional (ωB97X-D) to explore the basic elementary steps of the catalytic cycle. The experimental results indicate that the reaction proceeds v…
ChemInform Abstract: Cross-Dehydrogenative Couplings Between Indoles and β-Keto Esters: Ligand-Assisted Ligand Tautomerization and Dehydrogenation vi…
2014
Cross-dehydrogenative coupling reactions between β-ketoesters and electron-rich arenes, such as indoles, proceed with high regiochemical fidelity with a range of β-ketoesters and indoles. The mechanism of the reaction between a prototypical β-ketoester, ethyl 2-oxocyclopentanonecarboxylate, and N-methylindole has been studied experimentally by monitoring the temporal course of the reaction by (1)H NMR, kinetic isotope effect studies, and control experiments. DFT calculations have been carried out using a dispersion-corrected range-separated hybrid functional (ωB97X-D) to explore the basic elementary steps of the catalytic cycle. The experimental results indicate that the reaction proceeds v…
Palladium-catalyzed dehydrogenative β'-functionalization of β-keto esters with indoles at room temperature.
2012
The dehydrogenative β′-functionalization of α-substituted β-keto esters with indoles proceeds with high regioselectivities (C3-selective for the indole partner and β′-selective for the β-keto ester) and good yields under mild palladium catalysis at room temperature with a variety of oxidants. Two possible mechanisms involving either late or early involvement of indole are presented.
A Three-Component Palladium-Catalyzed Oxidative CC Coupling Reaction: A Domino Process in Two Dimensions
2013
ChemInform Abstract: Palladium-Catalyzed Dehydrogenative β′-Functionalization of β-Keto Esters with Indoles at Room Temperature.
2012
The dehydrogenative β′-functionalization of α-substituted β-keto esters with indoles proceeds with high regioselectivities (C3-selective for the indole partner and β′-selective for the β-keto ester) and good yields under mild palladium catalysis at room temperature with a variety of oxidants. Two possible mechanisms involving either late or early involvement of indole are presented.
CCDC 917055: Experimental Crystal Structure Determination
2013
Related Article: Roshan Y. Nimje, Mikko V. Leskinen, Petri M. Pihko|2013|Angew.Chem.,Int.Ed.|52|4818|doi:10.1002/anie.201300833
CCDC 1003178: Experimental Crystal Structure Determination
2014
Related Article: Mikko V. Leskinen , Ádám Madarász , Kai-Tai Yip , Aini Vuorinen , Imre Pápai , Antti J. Neuvonen , and Petri M. Pihko|2014|J.Am.Chem.Soc.|136|6453|doi:10.1021/ja501681y
CCDC 1003179: Experimental Crystal Structure Determination
2014
Related Article: Mikko V. Leskinen , Ádám Madarász , Kai-Tai Yip , Aini Vuorinen , Imre Pápai , Antti J. Neuvonen , and Petri M. Pihko|2014|J.Am.Chem.Soc.|136|6453|doi:10.1021/ja501681y