PulseExploreJournal ClubDebatesTrendingResearchersJournals
Instagram
HomeExploreJournal ClubTrending
Synapse
⌘+K
Synapse
February 5, 2026The Journal of Organic Chemistry0 citations

One-Step Deoxygenated Oxidative C–N Coupling of Azine N -Oxides with Alicyclic Amines via Copper(I) Catalyst-dppf Cooperation

View Full Paper
YWYanrui WangWZWeiqi ZhuJYJiangbin Yang

Key Points

  • The goal is to achieve deoxygenated oxidative C-N coupling of azine N-oxides with alicyclic amines using a copper(I) catalyst and dppf.
  • Utilized a copper(I) catalyst combined with dppf for the reaction.
  • Focused on deoxygenated oxidative C-N coupling of azine N-oxides.
  • Tested the method with a variety of N-oxides and free alicyclic amines.
  • Successfully performed direct C-N coupling on N-oxides of azines.
  • Demonstrated toleration for a wider range of substrates compared to traditional methods.
  • Highlighted the crucial role of dppf in the deoxygenation step of the catalytic cycle.

Abstract

Transition metal (TM)-catalyzed direct C-H amination on free and fused pyridines is challenging, while it is much easier for their N-oxide derivatives. Unfortunately, most TM-catalysis is commonly used for nondeoxyamination and often limited to specific N-oxide and amine substrates. We herein disclose a combination of a copper(I) catalyst and dppf for deoxygenated oxidative C-N coupling of azine N-oxides to realize facile aminations on their parent azines, wherein dppf plays a crucial role in the deoxygenation step in the catalytic cycle. Moreover, this protocol tolerates a wider variety of N-oxides and free alicyclic amines to promise broader application potential.

Ask AI
Helpful
Bookmark
Share
View Full Paper

Cite This Study

Wang et al. (2026) studied this question.

synapsesocial.com/papers/698433a5f1d9ada3c1fb0ebbhttps://doi.org/10.1021/acs.joc.5c02699
Ask AI
Helpful
Bookmark
Share
View Full Paper