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Rh(III)-Catalyzed meta-C-H Alkenylation with Alkynes.

Hua-Jin XuYan-Shang KangHang ShiPing ZhangYou-Ke ChenBing ZhangZhi-Qiang LiuJing ZhaoWei-Yin SunJin-Quan YuYi Lu
Published in: Journal of the American Chemical Society (2018)
Rh(III)-catalyzed meta-C-H functionalization reactions are still rare. Herein, we report the first example of Rh(III)-catalyzed meta-C-H alkenylation with disubstituted alkynes directed by a U-shaped nitrile template. Exclusive regio-selectivity has been achieved using unsymmetrical aryl and alkyl-disubstituted alkynes to afford synthetically valuable trisubstituted olefins. Propargyl alcohols are also compatible, affording complex allylic alcohols. Notably, transition metal-catalyzed meta-alkenylation with alkynes has not been successful with Pd catalysts.
Keyphrases
  • room temperature
  • transition metal
  • ionic liquid
  • highly efficient
  • molecularly imprinted
  • metal organic framework
  • solid phase extraction