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Palladium-catalyzed remote para-C-H activation of arenes assisted by a recyclable pyridine-based template.

Xiaoxi ChenShuai FanMeng ZhangYuzhen GaoShangda LiGang Li
Published in: Chemical science (2021)
Direct para-selective C-H functionalization of arenes remains a daunting challenge and is still significantly restricted to a few scaffolds. Herein, we report an unprecedented pyridine-based para-directing template (DT) assisted, Pd-catalyzed para-C-H alkenylation of three classes of arenes, i.e. phenylpropanoic acids, 2-phenyl benzoic acids and benzyl alcohols, with a series of alkenes including perfluoroalkenes. Notably, the pyridine-based para-DT could be easily synthesized and readily recycled under mild conditions. These results may find application in rapid construction of para-substituted arenes and stimulate the exploration of novel methods for para-C-H functionalization of arenes.
Keyphrases
  • molecularly imprinted
  • molecular docking
  • room temperature
  • ionic liquid
  • high density