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Rhodium(I)-Catalyzed Direct Enantioselective C-H Functionalization of Indoles.

Dong-Xing ZhuMing-Hua Xu
Published in: The Journal of organic chemistry (2023)
A highly regiospecific vinylogous carbene insertion protocol for direct asymmetric C-H functionalization of indoles with arylvinyldiazoacetates has been developed. Under the catalysis of simple Rh(I)/chiral diene complexes, the reaction occurs solely at the vinylogous position of the vinylcarbenoid with exceptional E selectivity and enantiocontrol. It provides an efficient way to obtain an interesting class of chiral indole scaffolds bearing an α,β-unsaturated ester unit and a gem -diaryl carbon stereocenter in good yields (≤99%) with excellent enantioselectivities (≤96%) at room temperature.
Keyphrases
  • room temperature
  • ionic liquid
  • capillary electrophoresis
  • randomized controlled trial