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,...

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Bibliographic Details
Published in:Journal of organic chemistry 2024-09, Vol.89 (18), p.12935-12945
Main Authors: Li, Jixing, Liao, Maoyan, Zhu, Haihui, Han, Zhengyu, Sun, Jianwei, Huang, Hai
Format: Article
Language:English
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Summary: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.
ISSN:0022-3263
1520-6904
1520-6904
DOI:10.1021/acs.joc.4c00853