Copper-Catalyzed Three-Component Aminofluorination of Alkenes and 1,3-Dienes: Direct Entry to Diverse β-Fluoroalkylamines was written by Feng, Guangshou;Ku, Colton K.;Zhao, Jiaqi;Wang, Qiu. And the article was included in Journal of the American Chemical Society in 2022.COA of Formula: C10H2CuF12O4 This article mentions the following:
Rapid and efficient access to structurally diverse β-fluoroalkylamines is in high demand, due to their wide presence and great importance in medicinal chem. and drug development. Direct 1,2-aminofluorination of alkenes offers an ideal strategy for one-step entry to β-fluorinated amines from readily available starting materials. Yet the synthesis of valuable β-fluorinated alkylamines remains an unsolved challenge, due to the inherent incompatibility between electrophilic fluoride sources and the electron-rich alkylamines. Herein, an unprecedented, catalytic, three-component aminofluorination of diverse alkenes and 1,3-dienes, which has been achieved by an innovative copper-catalyzed electrophilic amination strategy using O-benzoylhydroxylamines as alkylamine precursors, is reported. The use of Et3N·3HF is also critical, not only as a com. available and inexpensive fluoride source to enable effective fluorination but also as an acid source for the formation of aminyl radical cations for electrophilic amination. Mechanistic experiments suggest the involvement of aminyl radical species and carbon-radical intermediates under reaction conditions. This method features high regioselectivity and good tolerance of diverse functional groups and provides a practical and direct entry to a broad range of β-fluorinated electron-rich alkylamines. In the experiment, the researchers used many compounds, for example, copper(ii)hexafluor-2,4-pentanedionate (cas: 14781-45-4COA of Formula: C10H2CuF12O4).
copper(ii)hexafluor-2,4-pentanedionate (cas: 14781-45-4) belongs to copper catalysts. Copper has continued to be one of the most utilized and important transition metal catalysts in synthetic organic chemistry. Copper nanoparticles can also catalyze the coupling reaction of nitrogen-containing nucleophiles, phenols, thiols, xanthogenates, selenium ruthenium nucleophiles and the like.COA of Formula: C10H2CuF12O4
Referemce:
Copper catalysis in organic synthesis – NCBI,
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”