work, a mild and transition‐metal‐free approach for the nucleophilic aromatic substitution (SNAr) of unactivated fluoroarenes with primary aliphatic amines to form aromatic amines is reported. This reaction is facilitated by the formation of cationic fluoroarene radical intermediates in the presence of an acridinium‐based organic photocatalyst under blue‐light irradiation. Various electron‐rich and
Direct Aryl C−H Amination with Primary Amines Using Organic Photoredox Catalysis
作者:Kaila A. Margrey、Alison Levens、David A. Nicewicz
DOI:10.1002/anie.201709523
日期:2017.12.4
photoredox catalyst under an aerobic atmosphere. A wide variety of primary amines, including amino acids and more complex amines are competent coupling partners. Various electron‐rich aromatics and heteroaromatics are useful scaffolds in this reaction, as are complex, biologically active arenes. We also describe the ability to functionalize arenes that are not oxidized by an acridinium catalyst, such as
Chiral Phosphoric Acid Catalyzed Enantioselective Synthesis of α-Tertiary Amino Ketones from Sulfonium Ylides
作者:Wengang Guo、Yuzheng Luo、Herman H.-Y. Sung、Ian D. Williams、Pingfan Li、Jianwei Sun
DOI:10.1021/jacs.0c07210
日期:2020.8.19
approach for the synthesis of chiral α-amino ketones, which is particularly useful for the less accessible acyclic α-tertiary cases. By a protonation-amination sequence, our approach represents a rare asymmetric H-heteroatom bond insertion by α-carbonyl sulfonium ylides, an attractive surrogate of diazocarbonyls. The mild intermolecular C-N bond formation was catalyzed by chiral phosphoric acids with excellent