5 years ago

Synthesis of Intricate Fused N-Heterocycles via Ring-Rearrangement Metathesis

Synthesis of Intricate Fused N-Heterocycles via Ring-Rearrangement Metathesis
Rama Gunta, Sambasivarao Kotha
Herein, a facile synthesis of intricate fused N-heterocycles is disclosed by employing C–H activation and ring-rearrangement metathesis/enyne ring-rearrangement metathesis as key steps. Interestingly, some of these N-heterocyclic products possess the tricyclic core of epimeloscine, deoxycalyciphylline B, daphlongamine H, isodaphlongamine H, and a bioactive alkaloid, annotinolide A, which shows antiaggregation activity against amyloid-β (Aβ)1–42 peptide aggregation. Moreover, various starting materials required in this protocol are easily assembled via C–X bond annulation of 2-bromo-N-protected aniline with norbornadiene or directing group-assisted ruthenium-catalyzed C–H activation of N-methoxybenzamide.

Publisher URL: http://dx.doi.org/10.1021/acs.joc.7b01299

DOI: 10.1021/acs.joc.7b01299

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.