Rhodium(III)‐Catalyzed Redox‐Neutral Coupling of α‐Trifluoromethylacrylic Acid with Benzamides through Directed C−H Bond Cleavage | Zendy

Yoshimoto Risa | Zendy; Usuki Yoshinosuke | Zendy; Satoh Tetsuya | Zendy

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Rhodium(III)‐Catalyzed Redox‐Neutral Coupling of α‐Trifluoromethylacrylic Acid with Benzamides through Directed C−H Bond Cleavage

Author(s) -

Yoshimoto Risa,

Usuki Yoshinosuke,

Satoh Tetsuya

Publication year - 2020

Publication title -

chemistry – an asian journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.18

H-Index - 106

eISSN - 1861-471X

pISSN - 1861-4728

DOI - 10.1002/asia.201901776

Subject(s) - rhodium , chemistry , redox , amide , catalysis , cleavage (geology) , bond cleavage , trifluoromethyl , medicinal chemistry , nitrogen , stereochemistry , organic chemistry , alkyl , geotechnical engineering , fracture (geology) , engineering

A rhodium(III)‐catalyzed redox‐neutral coupling of α‐trifluoromethylacrylic acid with bezamides proceeds smoothly accompanied by amide‐directed C−H bond cleavage to produce β‐[2‐(aminocarbonyl)phenyl]‐α‐trifluoromethylpropanoic acid derivatives. One of the products can be transformed to a trifluoromethyl substituted heterocyclic compound. In addition, the redox‐neutral coupling of α‐trifluoromethylacrylic acid with related aromatic substrates possessing a nitrogen‐containing directing group can also be conducted under similar conditions.

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