Journal of Organic Chemistry
Journal of Organic Chemistry
5 years ago

Mixing O-Containing and N-Containing Directing Groups for C–H Activation: A Strategy for the Synthesis of Highly Functionalized 2,2′-Biaryls

Mixing O-Containing and N-Containing Directing Groups for C–H Activation: A Strategy for the Synthesis of Highly Functionalized 2,2′-Biaryls
Yu Rao, Zhihui Sang, Chao Zhang, Lingpeng Zhan, Yugang Song
A strategy combining O- and N-containing directing groups has been developed for the synthesis of 2,2′-biaryl via Pd-mediated C–H bond activation and oxidative coupling. This new transformation may proceed through a mechanism involving Pd(II) and Pd(IV) intermediates. We found the use of PTSA and HFIP to be critical for the reaction and suggest that these reagents could serve as efficient ligands for this C–C bond formation. This methodology provides broad functional group tolerance, excellent reactivity, and high yields.

Publisher URL: http://dx.doi.org/10.1021/acs.joc.7b02863

DOI: 10.1021/acs.joc.7b02863

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.