3 years ago

Photoredox-Catalyzed Cross-Coupling of Enamides for the Assembly of β-Difluoroimine Synthons

Photoredox-Catalyzed Cross-Coupling of Enamides for the Assembly of β-Difluoroimine Synthons
Jian Wang, Jicheng Wu, Ming Lang
A photoredox-catalyzed formal Csp3–Csp3 cross-coupling reaction of enamides with bromodifluoro compounds is established. The resulting gem-difluoromethylenated γ-imines indicated high stability, excellent E/Z control, and broad functional group tolerance. These synthetic intermediates can efficiently transfer to difluoromethylenated γ-amino acids or δ-amino alcohols. Mechanistic analysis indicates that a radical/SET mechanism proceeding via a difluoroalkyl radical may be involved in the catalytic cycle.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b02809

DOI: 10.1021/acs.orglett.7b02809

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.