Login / Signup

Rh(III)-Catalyzed C-H Activation of Boronic Acid with Aryl Azide.

Shiyang XuBaoliang HuangGuanyu QiaoZiyue HuangZhen ZhangZongyang LiPeng WangZhenhua Zhang
Published in: Organic letters (2018)
A Rh(III)-catalyzed C-H activation of boronic acid with aryl azide to obtain unsymmetric carbazoles, 1 H-indoles, or indolines has been developed. The reaction constructs dual distinct C-N bonds via sp2/sp3 C-H activation and rhodium nitrene insertion. Synthetically, this approach represents an access to widely used carbazole derivatives. The practical application to CBP and unsymmetric TCTA derivatives has also been performed. Mechanistic experiments and DFT calculations demonstrate that a five-membered rhodacycle species is the key intermediate.
Keyphrases
  • density functional theory
  • room temperature
  • molecular dynamics
  • molecular dynamics simulations
  • molecular docking
  • ionic liquid
  • crystal structure