Pd/IHept-Catalyzed Regioselective Annulation of 2-Fluoroallyl Carbonates with Enaminones: Synthesis of Fully Substituted Pyrroles

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.

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Publication Details

Journal
Synthesis
Published
2024-10-07
DOI
https://doi.org/10.1055/a-2436-0471
Primary Topic
Fluorine in Organic Chemistry
Type
article
Field-Weighted Citation Impact
0.00

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article

Pd/IHept-Catalyzed Regioselective Annulation of 2-Fluoroallyl Carbonates with Enaminones: Synthesis of Fully Substituted Pyrroles

Huijun Qian, Zhengjun Shi, Leiyang Lv, Junqi Su et al.
Synthesis
Fluorine in Organic Chemistry
article

Pd/IHept-Catalyzed Regioselective Annulation of 2-Fluoroallyl Carbonates with Enaminones: Synthesis of Fully Substituted Pyrroles

Huijun Qian, Zhengjun Shi, Leiyang Lv, Junqi Su, Wenhao Liu, Zhiping Li, Meng-Yang Hu
article en

Abstract

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.

SynthesisVol. 57(06)
Sino Biological (China) (CN), Renmin University of China (CN)
National Natural Science Foundation of China, Fundamental Research Funds for the Central Universities
Openalex Percentile: Top 87%
Fluorine in Organic Chemistry
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