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Enantioselective synthesis of 4-aryl-3,4-dihydrocoumarins via N-heterocyclic carbene catalyzed β-arylation/cyclization of α-bromoenals.

Yu-Jing LiangYuan-Yuan GaoHua-Bo HanLu LiLan-Tao Liu
Published in: Organic & biomolecular chemistry (2024)
4-Aryl-3,4-dihydrocoumarins are one of the most important structural motifs. Herein, we disclose an enantioselective N-heterocyclic carbene catalyzed β-arylation/cyclization of α-bromoenals with 3-aminophenols under mild conditions. The protocol allows for the rapid preparation of 4-aryl-3,4-dihydrocoumarins in acceptable yields with good enantioselectivities. The products of this reaction could be converted into chiral diarylpropanoic acid derivatives without erosion of the enantioselectivity.
Keyphrases
  • room temperature
  • randomized controlled trial
  • molecularly imprinted
  • quantum dots
  • structure activity relationship
  • simultaneous determination
  • electron transfer