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Nickel‐Catalyzed Suzuki‐Miyaura Cross‐Coupling Involving C−O Bond Activation
Author(s) -
Morishige Aoi,
Iyori Yasuaki,
Chatani Naoto
Publication year - 2021
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.202100089
Subject(s) - chemistry , deprotonation , catalysis , aryl , amide , medicinal chemistry , nickel , coupling (piping) , peptide bond , coupling reaction , stereochemistry , ion , organic chemistry , mechanical engineering , alkyl , engineering , enzyme
An efficient Suzuki‐Miyaura cross‐coupling reaction of ortho ‐phenoxy‐substituted aromatic amides with aryl boronates is described. The use of LiO t Bu is crucial for the success of the reaction. An amidate anion, which is formed through deprotonation of the amide NH bond by LiO t Bu, functions as a directing group to activate a C−O bond.