Nature Communications (Jul 2024)

Visible light-induced chemoselective 1,2-diheteroarylation of alkenes

  • Shi-Yu Guo,
  • Yi-Peng Liu,
  • Jin-Song Huang,
  • Li-Bowen He,
  • Gu-Cheng He,
  • Ding-Wei Ji,
  • Boshun Wan,
  • Qing-An Chen

DOI
https://doi.org/10.1038/s41467-024-50460-4
Journal volume & issue
Vol. 15, no. 1
pp. 1 – 10

Abstract

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Abstract Visible-light photocatalysis has evolved as a powerful technique to enable controllable radical reactions. Exploring unique photocatalytic mode for obtaining new chemoselectivity and product diversity is of great significance. Herein, we present a photo-induced chemoselective 1,2-diheteroarylation of unactivated alkenes utilizing halopyridines and quinolines. The ring-fused azaarenes serve as not only substrate, but also potential precursors for halogen-atom abstraction for pyridyl radical generation in this photocatalysis. As a complement to metal catalysis, this photo-induced radical process with mild and redox neutral conditions assembles two different heteroaryl groups into alkenes regioselectively and contribute to broad substrates scope. The obtained products containing aza-arene units permit various further diversifications, demonstrating the synthetic utility of this protocol. We anticipate that this protocol will trigger the further advancement of photo-induced alkyl/aryl halides activation.