Mild and Catalytic Synthesis of Pyrroles from Vinyl Ethynylethylene Carbonates

A tandem remote propargylic amination/ring closure/aromatization reaction of vinyl ethynylethylene carbonates and amines has been developed, successfully constructing pyrrole derivatives. The reaction features mild conditions, high regioselectivity, high yields, and good functional group tolerance, making it an efficient method for pyrrole synthesis. Importantly, a variety of substrates containing natural product skeletons could also be compatibly and efficiently converted into pyrroles under the reaction conditions.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2024-09-03
DOI
https://doi.org/10.1021/acs.joc.4c00853
Citations
10
Primary Topic
Synthesis and Characterization of Pyrroles
Type
article
Field-Weighted Citation Impact
2.50

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article

Mild and Catalytic Synthesis of Pyrroles from Vinyl Ethynylethylene Carbonates

Jianwei Sun, Hai Huang, Zhengyu Han, Jixing Li et al.
10 citations
The Journal of Organic Chemistry
Synthesis and Characterization of Pyrroles
2.50
article

Mild and Catalytic Synthesis of Pyrroles from Vinyl Ethynylethylene Carbonates

Jianwei Sun, Hai Huang, Zhengyu Han, Jixing Li, Maoyan Liao, Haihui Zhu
article en
10 citations

Abstract

A tandem remote propargylic amination/ring closure/aromatization reaction of vinyl ethynylethylene carbonates and amines has been developed, successfully constructing pyrrole derivatives. The reaction features mild conditions, high regioselectivity, high yields, and good functional group tolerance, making it an efficient method for pyrrole synthesis. Importantly, a variety of substrates containing natural product skeletons could also be compatibly and efficiently converted into pyrroles under the reaction conditions.

The Journal of Organic ChemistryVol. 89(18)
Hong Kong University of Science and Technology (HK), Changzhou University (CN)
National Natural Science Foundation of China, Natural Science Foundation of Jiangsu Province, Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology Department
Openalex Percentile: Top 11%
Synthesis and Characterization of Pyrroles
2.50
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Mild and Catalytic Synthesis of Pyrroles from Vinyl Ethynylethylene Carbonates — Jianwei Sun, Hai Huang, et al. · The Journal of Organic Chemistry (2024) | TGRS Research Map | TGRS