3 years ago

Iron-Catalyzed Oxidative C–H Functionalization of Internal Olefins for the Synthesis of Tetrasubstituted Furans

Iron-Catalyzed Oxidative C–H Functionalization of Internal Olefins for the Synthesis of Tetrasubstituted Furans
Kaikai Wu, Ping Wu, Quannan Wang, Jiang Lou, Zhengkun Yu
Tetrasubstituted furans were efficiently synthesized from Fe(OAc)2-catalyzed C–H/C–H cross-dehydrogenative-coupling (CDC) reactions of activated carbonyl methylenes with S,S-functionalized internal olefins, that is, α-oxo ketene dithioacetals and analogues, under oxidative conditions. β-Ketoesters, 1,3-dicarbonyls, β-keto nitrile, and amide derivatives were used as the coupling partners. The resultant alkylthio- and carbonyl-functionalized furans could be further transformed to diverse arylated furan derivatives and furan-fused N-heterocycles, respectively. The control experiments have revealed a radical reaction pathway.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b01431

DOI: 10.1021/acs.orglett.7b01431

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.