Oxindole synthesis by palladium-catalysed aromatic C-H alkenylation.
A strategy involving palladium-catalysed aromatic C-H functionalisation/intramolecular alkenylation provides a convenient and direct synthesis of 3-alkylideneoxindoles. In the presence of 5 mol% of PdCl(2)MeCN(2) and AgOCOCF(3), a wide variety of N-cinnamoylanilines gave 3-alkylideneoxindoles in moderate to good yield.
Ueda
Satoshi
S
Laboratory of Medicinal and Pharmaceutical Chemistry, Gifu Pharmaceutical University, 1-25-4 Daigaku-nishi, Gifu 501-1196, Japan.
Okada
Takahiro
T
Nagasawa
Hideko
H
D000475:Alkenes / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D000078183:Oxindoles; D010165:Palladium / Q000737:chemistry*
D000475:Alkenes; D007211:Indoles; D000078183:Oxindoles; C022960:2-oxindole; D010165:Palladium