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Palladium‐Catalyzed Pyrazole‐Directed sp 3 C−H Bond Arylation for the Synthesis of β‐Phenethylamines
Author(s) -
Gulia Nurbey,
Daugulis Olafs
Publication year - 2017
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201611407
Subject(s) - phenethylamines , chemistry , pyrazole , acetic acid , palladium , catalysis , moiety , medicinal chemistry , solvent , aryl , halide , organic chemistry , stereochemistry , alkyl
We have developed a method for palladium‐catalyzed, pyrazole‐directed sp 3 C−H bond arylation by aryl iodides. The reaction employs a Pd(OAc) 2 catalyst at 5–10 mol % loading and silver(I) oxide as a halide‐removal agent, and it proceeds in acetic acid or acetic acid/hexafluoroisopropanol solvent. Ozonolysis of the pyrazole moiety affords pharmaceutically important β‐phenethylamines.