Copper hydride catalyzed intramolecular cyclization and intermolecular allylation of benzimidazoles with allenes
Abstract: Benzimidazoles are among the most important building blocks in pharmaceuticals, natural products, and functional materials. Although high demand for benzimidazole moieties in pharmaceuticals and academia has led chemists to develop more efficient strategies, synthetic methods for the functionalization of benzimidazoles are still limited. Herein, a simple and mild protocol for the synthesis of benzimidazole derivatives by copper hydride catalyzed C-H functionalization of benzimidazoles with allenes was developed.
The reaction proceeded smoothly with the catalytic system of Cu(OAc)2/Xantphos and catalytic amount of (MeO)2MeSiH. This protocol features mild reaction conditions and a good tolerance of substrates bearing electron-withdrawing, electron-donating, or electron-neutral groups. A new catalytic mechanism was proposed for this copper hydride catalytic system. The new copper hydride catalytic mechanism contributes more possibilities to modern organic synthesis
- Location
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Deutsche Nationalbibliothek Frankfurt am Main
- Extent
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Online-Ressource
- Language
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Englisch
- Notes
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Universität Freiburg, Dissertation, 2021
- Keyword
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Benzimidazoles
Copper
Benzimidazolderivate
Allenderivate
Katalyse
- Event
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Veröffentlichung
- (where)
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Freiburg
- (who)
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Universität
- (when)
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2021
- Creator
- DOI
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10.6094/UNIFR/219315
- URN
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urn:nbn:de:bsz:25-freidok-2193151
- Rights
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Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
- Last update
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25.03.2025, 1:57 PM CET
Data provider
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Deutsche Nationalbibliothek. If you have any questions about the object, please contact the data provider.
Associated
Time of origin
- 2021
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