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Some domino-heck type hydroarylation reactions and new isoindolines

2006
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Advisor: Prof. Dr. Nüket Öcal

Abstract (EN)

Nowadays, most of the chemical researches are focused on the synthesizing of the newcompounds possibly having biological activities, besides determining and measuring of theseactivities.It has been shown that various substituted imides and its derivatives like isoindolines whichare active precursors of the important compounds in the pharmacological and medicinalresearches have antidepressant, anticancer, antimalarial, antibacterial and fungicidalproperties (Brana vd., 2001; Zentz vd., 2002).Furthermore, the arylation and alkenization of alkenes in presence of palladium catalyst inorganic synthesis named as Heck reaction, keep their currency as very effective catalyzingmethod in forming carbon-carbon bonds. Recently, the asymmetric Heck-type hydroarylationof specific bicyclic ring systems of alkenes have been examined intensively, because of theeasily obtained stereoselective results (Namyslo and Kaufmann, 1997, 1999).This study planned after a wide literature surveys, is consist of five steps. The first step is thesynthesizing of initial material endo-N-Phenyl-7-oxobicyclo[2.2.1]hept-5-ene-2,3-dicarboximide, the second one, its Domino-Heck reactions using trimethylsillyacetylene (orphenylacetylene). The third step is reducing of these compounds with LiAlH4 then preparingtheir hydroarylation reactions with aryl iodides to obtain of new isoindoline derivatives. In thefourth step, the structure determination of all new compounds by FTIR, 1H NMR, 13C NMRand elementel analysis spectroscopic data, respectively. At the last step new compounds havebeen sent to Prof. Dr. Dieter E. Kaufmann for biological activities measurements of them.Keywords: Alknyl bicyclic imides, Domino-Heck reactions, Heck-type hydroarylationreactions, Reduction, Isoindoline derivatives.

Author

Dr. İrem Çıklaiblikçi

How to Cite

İrem Çıklaiblikçi (Master Thesis). Some domino-heck type hydroarylation reactions and new isoindolines, 2006, Yıldız Technical University.

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