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 and Qing-An Chen ()
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Shi-Yu Guo: Chinese Academy of Sciences
Yi-Peng Liu: Chinese Academy of Sciences
Jin-Song Huang: Chinese Academy of Sciences
Li-Bowen He: Chinese Academy of Sciences
Gu-Cheng He: Chinese Academy of Sciences
Ding-Wei Ji: Chinese Academy of Sciences
Boshun Wan: Chinese Academy of Sciences
Qing-An Chen: Chinese Academy of Sciences

Nature Communications, 2024, vol. 15, issue 1, 1-10

Abstract: 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.

Date: 2024
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DOI: 10.1038/s41467-024-50460-4

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