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Synthesis of tetrahydrocarbazoles through a radical cation [4+2] cycloaddition reaction of 2-vinylindoles.

Elisa BrambillaElisa MorettiMirko MagniGiorgio AbbiatiValentina Pirovano
Published in: Chemical communications (Cambridge, England) (2023)
A redox umpolung strategy for the synthesis of complex tetrahydrocarbazoles is reported. The reaction involves a visible light promoted radical cation [4+2] cycloaddition between 2-vinylindoles and conjugated alkenes that proceeds with good yields and diastereoselectivity.
Keyphrases
  • visible light
  • ionic liquid
  • electron transfer
  • photodynamic therapy