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

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Název: Visible light-induced chemoselective 1,2-diheteroarylation of alkenes.
Autoři: Guo, Shi-Yu, Liu, Yi-Peng, Huang, Jin-Song, He, Li-Bowen, He, Gu-Cheng, Ji, Ding-Wei, Wan, Boshun, Chen, Qing-An
Zdroj: Nature Communications; 7/19/2024, Vol. 14 Issue 1, p1-10, 10p
Témata: ALKENES, RADICALS (Chemistry), BIOCHEMICAL substrates, PHOTOCATALYSIS, QUINOLINE, HALIDES, ARYL halides
Abstrakt: 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. Visible-light photocatalysis has evolved as a powerful technique to enable controllable radical reactions and the exploration of new photocatalytic mode for product diversity is of great significance. Herein, the authors present a photo-induced chemoselective 1,2-diheteroarylation of unactivated alkenes utilizing halopyridines and quinolines. [ABSTRACT FROM AUTHOR]
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Databáze: Complementary Index
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Abstrakt: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. Visible-light photocatalysis has evolved as a powerful technique to enable controllable radical reactions and the exploration of new photocatalytic mode for product diversity is of great significance. Herein, the authors present a photo-induced chemoselective 1,2-diheteroarylation of unactivated alkenes utilizing halopyridines and quinolines. [ABSTRACT FROM AUTHOR]
ISSN:20411723
DOI:10.1038/s41467-024-50460-4