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Ruthenium catalysts for the synthesis of quinolines and enol esters

Hans Vander Mierde (UGent)
(2008)
Author
Promoter
(UGent)
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Abstract
The main objective of this work was to investigate the scope and limitations of ruthenium Schiff base catalysts for two types of reactions. In a modification of the Friedlander reaction, 2-aminobenzylalcohol is oxidatively cyclized with ketones or aldehydes, affording quinolines. The key step in this method is a hydrogen transfer reaction, which can be performed by either a ruthenium catalyst or merely a strong base. In the second part, ruthenium catalysts are used for the activation of the alkyne triple bond, making it more susceptible to a nucleophilic attack of carboxylic acids. The obtained products are enol esters. The stereochemistry of these compounds is hard to control and strongly depends on the used catalyst and the nature of the alkyne and/or carboxylic acid.

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Citation

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MLA
Vander Mierde, Hans. Ruthenium Catalysts for the Synthesis of Quinolines and Enol Esters. Ghent University. Faculty of Sciences, 2008.
APA
Vander Mierde, H. (2008). Ruthenium catalysts for the synthesis of quinolines and enol esters. Ghent University. Faculty of Sciences, Ghent, Belgium.
Chicago author-date
Vander Mierde, Hans. 2008. “Ruthenium Catalysts for the Synthesis of Quinolines and Enol Esters.” Ghent, Belgium: Ghent University. Faculty of Sciences.
Chicago author-date (all authors)
Vander Mierde, Hans. 2008. “Ruthenium Catalysts for the Synthesis of Quinolines and Enol Esters.” Ghent, Belgium: Ghent University. Faculty of Sciences.
Vancouver
1.
Vander Mierde H. Ruthenium catalysts for the synthesis of quinolines and enol esters. [Ghent, Belgium]: Ghent University. Faculty of Sciences; 2008.
IEEE
[1]
H. Vander Mierde, “Ruthenium catalysts for the synthesis of quinolines and enol esters,” Ghent University. Faculty of Sciences, Ghent, Belgium, 2008.
@phdthesis{469438,
  abstract     = {{The main objective of this work was to investigate the scope and limitations of ruthenium Schiff base catalysts for two types of reactions. In a modification of the Friedlander reaction, 2-aminobenzylalcohol is oxidatively cyclized with ketones or aldehydes, affording quinolines. The key step in this method is a hydrogen transfer reaction, which can be performed by either a ruthenium catalyst or merely a strong base. In the second part, ruthenium catalysts are used for the activation of the alkyne triple bond, making it more susceptible to a nucleophilic attack of carboxylic acids. The obtained products are enol esters. The stereochemistry of these compounds is hard to control and strongly depends on the used catalyst and the nature of the alkyne and/or carboxylic acid.}},
  author       = {{Vander Mierde, Hans}},
  language     = {{eng}},
  pages        = {{XVIII, 153}},
  publisher    = {{Ghent University. Faculty of Sciences}},
  school       = {{Ghent University}},
  title        = {{Ruthenium catalysts for the synthesis of quinolines and enol esters}},
  url          = {{http://lib.ugent.be/fulltxt/RUG01/001/305/681/RUG01-001305681_2010_0001_AC.pdf}},
  year         = {{2008}},
}