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- W4375862163 abstract "Herein, we present an unprecedented azine-limited C5−H polyfluoroarylation of 2-aminopyridines enabled by a transient and electron-deficient perfluoroaryl-Pd species via C−H/C−H coupling. The protocol further allows C3(5)−H polyfluoroarylation of 2-alkoxypyridines guided by sterics and electronics for the first time. The late-stage C−H functionalization of drugs, drug derivatives, and natural product derivatives and synthesis of C5-aryl drug derivatives further demonstrated the method's utility. The preliminary mechanistic studies reveal that the synergistic combination of the bulky yet electrophilic perfluoroaryl-Pd species and the partial nucleophilicity of the C5-position of 2-amino/alkoxy-pyridines is the origin of reactivity and selectivity. Importantly, the first experimental evidence for the role of diisopropyl sulfide is provided." @default.
- W4375862163 created "2023-05-10" @default.
- W4375862163 creator A5034202353 @default.
- W4375862163 creator A5084240170 @default.
- W4375862163 date "2023-06-07" @default.
- W4375862163 modified "2023-09-29" @default.
- W4375862163 title "Direct C(3)5−H Polyfluoroarylation of 2‐Amino/alkoxy Pyridines Enabled by a Transient and Electron‐deficient Palladium Intermediate" @default.
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- W4375862163 doi "https://doi.org/10.1002/chem.202301436" @default.
- W4375862163 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/37154162" @default.
- W4375862163 hasPublicationYear "2023" @default.
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