Iodine-Promoted Construction of Polysubstituted 2,3-Dihydropyrroles from Chalcones and β‑Enamine Ketones (Esters)

Iodine-Promoted Construction of Polysubstituted 2,3-Dihydropyrroles from Chalcones and β‑Enamine Ketones (Esters)

A novel approach for the synthesis of a variety of polysubstituted trans-2,3-dihydropyrroles from a wide range of chalcones and β-enamine ketones (esters) via iodine-promoted tandem Michael/cyclization sequence has been developed, affording the desired products in moderate to excellent yields. This...

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Veröffentlicht in:Organic letters 2015-08, Vol.17 (15), p.3690-3693
Hauptverfasser: Li, Yujin, Xu, Hui, Xing, Mengming, Huang, Fang, Jia, Jianhong, Gao, Jianrong
Format: Artikel
Sprache:eng
Schlagworte:
Catalysis
Chalcones - chemistry
Esters
Iodine - chemistry
Ketones - chemistry
Molecular Structure
Pyrroles - chemical synthesis
Pyrroles - chemistry
Stereoisomerism
Temperature
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Zusammenfassung:A novel approach for the synthesis of a variety of polysubstituted trans-2,3-dihydropyrroles from a wide range of chalcones and β-enamine ketones (esters) via iodine-promoted tandem Michael/cyclization sequence has been developed, affording the desired products in moderate to excellent yields. This methodology is a highly efficient, convenient way to access functionalized 2,3-dihydropyrroles from readily accessible substrates under mild reaction conditions.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.5b01652