4 years ago

Synthesis of Spirooxindoles via the tert-Amino Effect

Synthesis of Spirooxindoles via the tert-Amino Effect
James J. Partridge, Jon A. Tunge, Kinthada Ramakumar, Tapan Maji
A new method is developed for the synthesis of spirooxindoles from amines and isatins via C–H functionalization. The reaction leverages the tert-amino effect to form an enolate–iminium intermediate via [1,5]-hydride shift followed by cyclization. Interestingly the hydride migrates to the N atom of a C═N, which is atypical for hydride additions to imines.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b01752

DOI: 10.1021/acs.orglett.7b01752

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.