0000000000524131

AUTHOR

Kai-tai Yip

Palladium-Catalyzed Dehydrogenative β’-Arylation of β-Keto Esters under Aerobic Conditions: Interplay of Metal and Brønsted Acids

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.

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Palladium-catalyzed dehydrogenative β'-functionalization of β-keto esters with indoles at room temperature.

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.

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ChemInform Abstract: Palladium-Catalyzed Dehydrogenative β′-Functionalization of β-Keto Esters with Indoles at Room Temperature.

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.

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CCDC 879905: Experimental Crystal Structure Determination

Related Article: Kai-Tai Yip, R.Y.Nimje, M.V.Leskinen, P.M.Pihko|2012|Chem.-Eur.J.|18|12590|doi:10.1002/chem.201201988

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CCDC 1003178: Experimental Crystal Structure Determination

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

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CCDC 1003179: Experimental Crystal Structure Determination

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

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CCDC 882132: Experimental Crystal Structure Determination

Related Article: M.V.Leskinen, Kai-Tai Yip, A.Valkonen, P.M.Pihko|2012|J.Am.Chem.Soc.|134|5750|doi:10.1021/ja300684r

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CCDC 882133: Experimental Crystal Structure Determination

Related Article: M.V.Leskinen, Kai-Tai Yip, A.Valkonen, P.M.Pihko|2012|J.Am.Chem.Soc.|134|5750|doi:10.1021/ja300684r

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CCDC 882134: Experimental Crystal Structure Determination

Related Article: M.V.Leskinen, Kai-Tai Yip, A.Valkonen, P.M.Pihko|2012|J.Am.Chem.Soc.|134|5750|doi:10.1021/ja300684r

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CCDC 880392: Experimental Crystal Structure Determination

Related Article: Kai-Tai Yip, R.Y.Nimje, M.V.Leskinen, P.M.Pihko|2012|Chem.-Eur.J.|18|12590|doi:10.1002/chem.201201988

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