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Rapid Assembly of Diversely Functionalized Spiroindenes by a Three-Component Palladium-Catalyzed C-H Amination/Phenol Dearomatization Domino Reaction.

Liangxin FanJingjing LiuLu BaiYaoyu WangXinjun Luan
Published in: Angewandte Chemie (International ed. in English) (2017)
A novel palladium-catalyzed three-component reaction of phenol-derived biaryls with N-benzoyloxyamines and norbornadiene (NBD) has been developed for the assembly of highly functionalized spiroindenes. This domino process was realized through NBD-assisted C-H amination and phenol dearomatization by forming one C-N bond and two C-C bonds in a single step. Preliminary studies indicated that asymmetric control of this transformation was feasible with chiral ligands. Moreover, the potential synthetic utility of this methodology was highlighted by a series of further transformations.
Keyphrases
  • quantum dots
  • molecularly imprinted
  • electron transfer
  • ionic liquid
  • human health