Advanced Synthesis and Catalysis
Advanced Synthesis and Catalysis
5 years ago

Regiodivergent Visible Light-Induced C–H Functionalization of Quinolines at C-5 and C-8 under Metal-, Photosensitizer- and Oxidant-Free Conditions

Regiodivergent Visible Light-Induced C–H Functionalization of Quinolines at C-5 and C-8 under Metal-, Photosensitizer- and Oxidant-Free Conditions
Percia Beatrice Arockiam, Lucas Guillemard, Joanna Wencel-Delord
A general strategy towards the selective perfluoroalkylation of quinoline derivatives at C-5 and C-8 is described. This exceptionally mild radical transformation, compatible with a large panel of substrates, does not require any transition metal catalysts or oxidants. Outstandingly, visible light photoinduction using simple household bulbs, in the absence of a photosensitizer, is the unique activation mode. Further importance of this reaction relies on its capacity to functionalize selectively both C-5 and C-8 positions of quinolines. This transformation, perfectly fulfilling green chemistry requirements, allows a truly practical and straightforward access to a variety of unprecedented functionalized amino- and amidoquinoline skeletons, presenting attractive features for medicinal and agrochemical industry.

Publisher URL: http://onlinelibrary.wiley.com/resolve/doi

DOI: 10.1002/adsc.201700471

You might also like
Discover & Discuss Important Research

Keeping up-to-date with research can feel impossible, with papers being published faster than you'll ever be able to read them. That's where Researcher comes in: we're simplifying discovery and making important discussions happen. With over 19,000 sources, including peer-reviewed journals, preprints, blogs, universities, podcasts and Live events across 10 research areas, you'll never miss what's important to you. It's like social media, but better. Oh, and we should mention - it's free.

  • Download from Google Play
  • Download from App Store
  • Download from AppInChina

Researcher displays publicly available abstracts and doesn’t host any full article content. If the content is open access, we will direct clicks from the abstracts to the publisher website and display the PDF copy on our platform. Clicks to view the full text will be directed to the publisher website, where only users with subscriptions or access through their institution are able to view the full article.