C–C and C–N bond formation in electro-oxidation reactions of aromatic compounds

Autor: A. Kononov, S. Strekalova, E. Kobeleva, G. Savelyev, A. Zlygostev, M. Khvorova, V. Morozov, O. Babaeva, Y. Budnikova
Jazyk: angličtina
Rok vydání: 2024
Předmět:
Zdroj: Current Research in Green and Sustainable Chemistry, Vol 8, Iss , Pp 100406- (2024)
Druh dokumentu: article
ISSN: 2666-0865
DOI: 10.1016/j.crgsc.2024.100406
Popis: Atom-economical, eco-efficient, metal- and chemical oxidant-free formation of C–C and C–N bond from C(sp2)−H and C(sp3)−H of arenes toward the direct synthesis of biaryls and anilides or N-benzylamides under mild electro-oxidative conditions is described. The products of C–C and C–N coupling are obtained in up to 88% yields. Aromatic substrates that are oxidized at potentials less positive than +2 V or have bulky bromine or iodine substituents undergo homo-coupling reactions by anodic oxidation to form biaryls or dimers. Aromatic substrates that are difficult to oxidize (Eox > +2 V) preferentially form anilides and N-benzylamides upon anodic oxidation. The presence of a chlorine substituent on the aromatic ring leads to the formation of both biaryls and anilides during electro-oxidation.
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