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Synthesis 2025; 57(06): 1180-1188
DOI: 10.1055/a-2436-0471
DOI: 10.1055/a-2436-0471
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Pd/IHept-Catalyzed Regioselective Annulation of 2-Fluoroallyl Carbonates with Enaminones: Synthesis of Fully Substituted Pyrroles
This work was supported by the Outstanding Innovative Talents Cultivation Funded Programs 2023 of Renmin University of China, the National Natural Science Foundation of China (22201300, 22071266), the Fundamental Research Funds for the Central Universities, and the Research Funds of Renmin University of China (24XNKJ27).
Abstract
The Pd/IHept-catalyzed regioselective annulation of 2-fluoroallyl carbonates with enaminones has been developed. This method allows the efficient synthesis of a variety of fully substituted pyrroles with high regioselectivity. Experimental data demonstrate that the fluorinated alkene intermediate is initially formed, which then undergoes C–F cleavage/annulation to give the pyrrole products. Furthermore, it is evident that both the substitution and annulation steps necessitate the participation of the Pd/IHept catalyst.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-2436-0471.
- Supporting Information
Publication History
Received: 31 July 2024
Accepted after revision: 07 October 2024
Accepted Manuscript online:
07 October 2024
Article published online:
28 October 2024
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