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Ruthenium catalysts for the synthesis of quinolines and enol esters

Hans Vander Mierde UGent (2008)
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.
Please use this url to cite or link to this publication:
author
promoter
UGent
organization
year
type
dissertation (monograph)
subject
pages
XVIII, 153 pages
publisher
Ghent University. Faculty of Sciences
place of publication
Ghent, Belgium
defense location
Gent : Faculteit Wetenschappen
defense date
2008-11-27 00:00
language
English
UGent publication?
yes
classification
D1
copyright statement
I have retained and own the full copyright for this publication
id
469438
handle
http://hdl.handle.net/1854/LU-469438
alternative location
http://lib.ugent.be/fulltxt/RUG01/001/305/681/RUG01-001305681_2010_0001_AC.pdf
date created
2008-12-16 19:13:57
date last changed
2009-10-14 14:14:03
@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},
}

Chicago
Vander Mierde, Hans. 2008. “Ruthenium Catalysts for the Synthesis of Quinolines and Enol Esters”. Ghent, Belgium: Ghent University. Faculty of Sciences.
APA
Vander Mierde, H. (2008). Ruthenium catalysts for the synthesis of quinolines and enol esters. Ghent University. Faculty of Sciences, Ghent, Belgium.
Vancouver
1.
Vander Mierde H. Ruthenium catalysts for the synthesis of quinolines and enol esters. [Ghent, Belgium]: Ghent University. Faculty of Sciences; 2008.
MLA
Vander Mierde, Hans. “Ruthenium Catalysts for the Synthesis of Quinolines and Enol Esters.” 2008 : n. pag. Print.