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Cerium(IV)‐Catalyzed sp 3 CH Bond Oxidation of Glycine Derivatives: Radical Cation Prompted Dioxygen Activation in the Presence of Triarylamine
Author(s) -
Liu Jing,
Wang Yaxin,
Yu Liangliang,
Huo Congde,
Wang Xicun,
Jia Xiaodong
Publication year - 2014
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201400005
Subject(s) - chemistry , catalysis , cerium , intramolecular force , intermolecular force , quinoline , amine gas treating , photochemistry , rhenium , radical , glycine , medicinal chemistry , polymer chemistry , stereochemistry , organic chemistry , molecule , amino acid , biochemistry
Catalytic cerium(IV)‐triggered sp 3 CH bond oxidation of glycine derivatives was achieved in the presence of catalytic tris(4‐bromophenyl)amine, producing a series of quinolines, in which the generation of a triarylamine radical cation is the key step to prompt the aerobic oxidation. Both intermolecular and intramolecular reactions occur smoothly, showing good generality towards the synthesis of functionalized quinoline derivatives.