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Catalyst-free inverse-electron-demand aza-Diels-Alder reaction of 4,4-dicyano-2-methylenebut-3-enoates and 1,3,5-triazinanes: access to polysubstituted tetrahydropyridines.

Dezhi YangMeng ZhuTaimin WangYixuan HeLang XieJiayong ZhangBin Cheng
Published in: Organic & biomolecular chemistry (2023)
An inverse-electron-demand aza-Diels-Alder reaction between 4,4-dicyano-2-methylenebut-3-enoates and 1,3,5-triazinanes under catalyst-free and additive-free conditions was developed, which provided a highly convenient and straightforward method to construct a series of polyfunctionalized tetrahydropyridines in high yields. This strategy features numerous advantages, including high efficiency, good functional group tolerance, broad substrate scope, and environmentally friendly conditions.
Keyphrases
  • high efficiency
  • room temperature
  • ionic liquid
  • electron transfer
  • highly efficient
  • reduced graphene oxide
  • metal organic framework
  • gold nanoparticles