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C-O Bond Silylation Catalyzed by Iron: A General Method for the Construction of Csp2-Si Bonds.

Juan ZhangYun ZhangShasha GengShuo ChenZhengli LiuXiaoqin ZengYun HeZhang Feng
Published in: Organic letters (2020)
The iron-catalyzed construction of Csp2-Si bonds via unreactive C-O bonds possesses a challenging topic in organic chemistry. Herein we report an iron-catalyzed silylation of aryl and alkenyl carbamates via C-O bond activation. This protocol features high efficiency and a broad substrate scope, enabling the late-stage silylation of biorelevant compounds and thus providing a good method to access valuable motifs in medicinal chemistry. Moreover, this protocol enables orthogonal transformations of phenol derivatives and also allows for the synthesis of multisubstituted arenes through the carbamate group as the directing group.
Keyphrases
  • room temperature
  • high efficiency
  • iron deficiency
  • randomized controlled trial
  • transition metal
  • ionic liquid
  • drug discovery
  • water soluble