Synthesis of 2‑Aminopyrroles Via Metal-Free Annulation of Ynamides with 2H‑Azirines

A novel metal-free annulation of ynamides with 2H-azirines catalyzed by BF3·Et2O is described, leading to the construction of polysubstituted 2-aminopyrroles in a facile, flexible, and atom-economical way. This synthetic strategy proceeds with efficiency, broad substrate scope, and short reaction ti...

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Veröffentlicht in:Journal of organic chemistry 2022-11, Vol.87 (22), p.15564-15570
Hauptverfasser: Jiao, Lianhong, Wang, Yanan, Ding, Lixia, Zhang, Chaofeng, Wang, Xiao-Na, Chang, Junbiao
Format: Artikel
Sprache:eng
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Zusammenfassung:A novel metal-free annulation of ynamides with 2H-azirines catalyzed by BF3·Et2O is described, leading to the construction of polysubstituted 2-aminopyrroles in a facile, flexible, and atom-economical way. This synthetic strategy proceeds with efficiency, broad substrate scope, and short reaction time under mild reaction conditions. Furthermore, the obtained annulation products could be modified to generate diverse 2-iminopyrrole frameworks in high yields.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.2c02103