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

Abstract
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.
Funding Information
  • Natural Science Foundation of Fujian Province (2020J02008)
  • Youth Innovation Promotion Association of the Chinese Academy of Sciences (2020306)
  • National Natural Science Foundation of China (21871257, 22022111, 22071248)
  • Chinese Academy of Sciences (XDB20000000)