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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
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201611407
Subject(s) - chemistry , pyrazole , catalysis , acetic acid , phenethylamines , palladium , moiety , medicinal chemistry , aryl , solvent , organic chemistry , halide , stereochemistry , alkyl
Abstract 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.