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Synthesis of polycyclic spiroindolines via the cascade reaction of 3-(2-isocyanoethyl)indoles.

Haizhen LiJinyu WuJianfeng ZhengWei-Dong Z Li
Published in: Chemical communications (Cambridge, England) (2021)
Tandem reactions of the yttrium(iii) catalyzed ring-opening reaction of 2,2'-diester aziridines with 3-(2-isocyanoethyl)indoles and the subsequent Friedel-Crafts/Mannich/desulfonylation were reported. A series of polycyclic spiroindolines containing tetrahydro-β-carbolines were obtained in moderate to excellent yields (56-92%) in one step under mild reaction conditions. A possible catalytic mechanism was also proposed.
Keyphrases
  • electron transfer
  • high intensity
  • crystal structure
  • ionic liquid