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Aqueous Synthesis of 3,4‐Dihydropyridinones from Acryloyl Chloride and Enaminones by Domino Amidation and Intramolecular Michael Addition
Author(s) -
Luo Tian,
Xu Haishun,
Liu Yunyun
Publication year - 2019
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201902898
Subject(s) - acryloyl chloride , intramolecular force , michael reaction , domino , chemistry , aqueous solution , lewis acids and bases , cascade reaction , chloride , addition reaction , organic chemistry , combinatorial chemistry , medicinal chemistry , polymer chemistry , catalysis , acrylate , monomer , polymer
A facile method for the synthesis of 3,4‐dihydropyridin‐2(1 H )‐ones (3,4‐dihydropyridinones) has been developed via the reactions of acryloyl chloride and enaminones. With the promotion of simple AlCl 3 Lewis acid, the reactions proceed well in aqueous THF to provide diverse 3,4‐dihydropyridinones via the formation of new C−N and C−C bonds resulting from domino amidation and intramolecular Michael addition transformation.
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