Twofold Heck / 6π-Electrocyclization and Regioselective Palladium(0)-Catalyzed Reactions of Brominated Thiophenes, Pyrroles, Imidazoles and Indoles

Serge-Mithérand Tengho Toguem

doi:10.18453/rosdok_id00000988

Serge-Mithérand Tengho Toguem

Twofold Heck / 6π-Electrocyclization and Regioselective Palladium(0)-Catalyzed Reactions of Brominated Thiophenes, Pyrroles, Imidazoles and Indoles

Universität Rostock, 2011

https://doi.org/10.18453/rosdok_id00000988

Abstract: This thesis presents site-selective Suzuki-Miyaura reactions of 2,3,5-tribromo-thiophene, 2,4,5-tribromothiophene and 2,3,5-tribromo-N-methylpyrrole, which are controlled by steric and electronic parameters. Palladium-catalyzed Heck reactions of brominated thiophenes, N-methylimidazole, N-methylpyrrole and N-methylindole are also presented. The products were transformed by subsequent 6π-electrocyclization and dehydrogenation to functionalized benzothiophenes, dibenzothiophenes, benzimidazoles, indoles and carbazoles, respectively.

Dissertation Freier Zugang

Titel:

Twofold Heck / 6π-Electrocyclization and Regioselective Palladium(0)-Catalyzed Reactions of Brominated Thiophenes, Pyrroles, Imidazoles and Indoles

Beteiligte Personen:

Serge-Mithérand Tengho Toguem[VerfasserIn]
	1020217146
Peter Langer , Prof. Dr. Dr. h. c.[AkademischeR BetreuerIn]
Jens Christoffers , Prof. Dr.[AkademischeR BetreuerIn]

Beteiligte Körperschaften:

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

Zusammenfassung:

This thesis presents site-selective Suzuki-Miyaura reactions of 2,3,5-tribromo-thiophene, 2,4,5-tribromothiophene and 2,3,5-tribromo-N-methylpyrrole, which are controlled by steric and electronic parameters. Palladium-catalyzed Heck reactions of brominated thiophenes, N-methylimidazole, N-methylpyrrole and N-methylindole are also presented. The products were transformed by subsequent 6π-electrocyclization and dehydrogenation to functionalized benzothiophenes, dibenzothiophenes, benzimidazoles, indoles and carbazoles, respectively. [Englisch]

Dokumenttyp:

Dissertation

Einrichtung:

Mathematisch-Naturwissenschaftliche Fakultät

Sprache:

Englisch

Sachgruppe der DNB:

540 Chemie

Veröffentlichung /
Entstehung:

Rostock

Rostock: Universität Rostock

2011