Synthesis of Substituted Dibenzothiophenes, Pyrazines, Quinoxalines, Flavones, Pyrimidines and Furans by Regioselective Palladium (0)-Catalyzed Cross-Coupling Reactions

Imran Malik

doi:10.18453/rosdok_id00000807

Imran Malik

Synthesis of Substituted Dibenzothiophenes, Pyrazines, Quinoxalines, Flavones, Pyrimidines and Furans by Regioselective Palladium (0)-Catalyzed Cross-Coupling Reactions

Universität Rostock, 2010

https://doi.org/10.18453/rosdok_id00000807

Abstract: The palladium(0)-catalyzed Heck reactions of brominated benzothiophene provided functionalized dibenzothiophenes by 6π-electro cyclization reactions. Heck reactions of dichloropyrazine and quinoxaline provided dialkenyl-, 2-alkenyl-3-alkyl and dialkylpyrazines and quinoxalines. Suzuki-Miyaura reactions of the bis(triflate) of 7,8- dihyroxyflavone with arylboronic acids afforded aryl-substituted flavones with excellent site-selectivity. Sonogashira reactions of tetrachloropyrimidine and tetrabromofuran provided di-, tri-, tetra-alkynylated and mixed Sonogashira-Suzuki products with excellent fluorescence properties.

Dissertation Freier Zugang

Titel:

Synthesis of Substituted Dibenzothiophenes, Pyrazines, Quinoxalines, Flavones, Pyrimidines and Furans by Regioselective Palladium (0)-Catalyzed Cross-Coupling Reactions

Beteiligte Personen:

Imran Malik[VerfasserIn]
	143546996
Peter Langer , Prof. Dr.[AkademischeR BetreuerIn]
Lutz Ackermann , Prof. Dr.[AkademischeR BetreuerIn]

Beteiligte Körperschaften:

Universität Rostock, Mathematisch-Naturwissenschaftliche Fakultät[Grad-verleihende Institution]
	2147083-2

Zusammenfassung:

The palladium(0)-catalyzed Heck reactions of brominated benzothiophene provided functionalized dibenzothiophenes by 6π-electro cyclization reactions. Heck reactions of dichloropyrazine and quinoxaline provided dialkenyl-, 2-alkenyl-3-alkyl and dialkylpyrazines and quinoxalines. Suzuki-Miyaura reactions of the bis(triflate) of 7,8- dihyroxyflavone with arylboronic acids afforded aryl-substituted flavones with excellent site-selectivity. Sonogashira reactions of tetrachloropyrimidine and tetrabromofuran provided di-, tri-, tetra-alkynylated and mixed Sonogashira-Suzuki products with excellent fluorescence properties. [Englisch]

Dokumenttyp:

Dissertation

Einrichtung:

Mathematisch-Naturwissenschaftliche Fakultät

Sprache:

Englisch

Sachgruppe der DNB:

540 Chemie

Veröffentlichung /
Entstehung:

Rostock

Rostock: Universität Rostock

2010