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DOI: 10.1055/a-2360-8167
Palladium-Catalyzed Domino Heteroarylation of Thioamides: A Simple Route to Benzothieno[2,3-b]quinolones
Autoren
This work was supported by the Department of Atomic Energy, Government of India.
Abstract
Domino reactions are essential for advancing organic synthesis. This study introduces novel thioamide-based precursors for a palladium-catalyzed selective domino heteroarylation process. The method efficiently produces benzothieno[2,3-b]quinolones with yields ranging from moderate to very good. By employing aryl chlorides, the efficiency of the domino hetero-annulation process is comparable to that of aryl bromides. Executing a one-pot, two-step reaction also delivered a single domino product with high selectivity. The strategy involved fine-tuning substituent reactivity, utilizing electron-rich arenes, and forming metallocycles with nucleophilic sulfur, consistently yielding a single product. The proposed mechanism is corroborated by mechanistic studies.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-2360-8167.
- Supporting Information (PDF) (opens in new window)
Publikationsverlauf
Eingereicht: 07. Juni 2024
Angenommen nach Revision: 04. Juli 2024
Accepted Manuscript online:
04. Juli 2024
Artikel online veröffentlicht:
29. Juli 2024
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