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Lewis Acid-Driven Multicomponent Reactions Enable 2-Alkyl Chromanones with Anticancer Activities.

Xue LiYa-Nan AnBing-Ying FangDong JuXing-Yu ChenXiao-Mei ChenZhi-Gang Xu
Published in: The Journal of organic chemistry (2024)
2-Alkyl chromanone scaffold has become prominent in pharmaceuticals and natural compounds. Consequently, devising robust strategies for synthesizing 2-alkyl chromanones remains crucial. Here, multicomponent reactions were employed to synthesize 2-alkyl chromanones containing an oxazole moiety using 3-formylchromones, amines, and N -propargylamides as reactants. This method utilizes readily available feedstocks with a catalytic amount of Zn(OTf) 2 and exhibits an impressive substrate scope compared to existing methods. Importantly, the synthesized compounds demonstrated highly selective anticancer activity against the DU145 cell line.
Keyphrases
  • ionic liquid
  • visible light
  • amino acid