An Efficient Route to Difluoromethylated Pyridines

Fujikawa, Kenichi; Kobayashi, Akira; Amii, Hideki

doi:10.1055/s-0032-1316761

Cited by 39 publications

(1 citation statement)

References 11 publications

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“…After optimization of the experimental procedure, we developed a convenient route to difluoromethyl pyridines from halopyridines (Scheme 13). [24] For the hydrolysis/decarboxylation of (pyridyl)difluoroacetates, one‐pot protocols (KF/H 2 O/DMF) were effective for the construction of HCF 2 ‐pyridine skeletons. Without isolation of the intermediate carboxylic acids, difluoroesters (Ar−CF 2 CO 2 Et) were converted directly to Ar−CF 2 H.…”

Section: Aromatic Difluoromethylationmentioning

confidence: 99%

Copper‐Catalyzed Aromatic Trifluoromethylation and the Related Transformations

Amii

2023

The Chemical Record

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Trifluoromethylated aromatic compounds (Ar−CF3) are the substances of considerable interest in various industrial fields. The high lipophilicity, strong electron‐withdrawing ability, and characteristic size of trifluoromethyl group are key influences in biologically active molecules. Due to these attractive properties, the benzotrifluoride structural motifs have been widely employed in the design of pharmaceuticals, agrochemicals, dyes, liquid crystals, and polymers. Therefore, the development of highly efficient methodologies for aromatic trifluoromethylation is of significant importance for wide fields of science and technology. Recently, a great deal of attention has been paid to catalytic protocols to introduce fluoroalkyl groups into aromatic rings selectively. This personal account highlights the copper‐mediated aromatic trifluoromethylation and the related transformations developed by our research group.

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Section: Aromatic Difluoromethylationmentioning

confidence: 99%