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Highly regioselective synthesis of lactams via cascade reaction of α,β-unsaturated ketones, ketoamides, and DBU as a catalyst.

Xin QinJinhai ZhangZhan-Yong WangYimei SongYixiao YangWenhai ZhangHongxin Liu
Published in: RSC advances (2023)
Herein, the aldol/Michael cascade reaction on the β,γ-positions of α,β-unsaturated ketones with ketoamides to construct bicyclic lactams via DBU catalysis has been developed. The substrates were well-tolerated with high regio- and diastereoselectivities in moderate to good yields (32 examples). The control experiments revealed that the hydrogen of the amide was the key factor.
Keyphrases
  • visible light
  • ionic liquid
  • room temperature
  • high intensity
  • electron transfer
  • carbon dioxide