106795-71-5Relevant academic research and scientific papers
Efficient copper-catalyzed intramolecular N-arylation for the synthesis of oxindoles
Jhan, Yu-Huei,Kang, Ting-Wei,Hsieh, Jen-Chieh
supporting information, p. 1155 - 1159 (2013/03/13)
An efficient copper-catalyzed intramolecular N-arylation was performed by using substituted 2-(2-bromoaryl)acetamide with a small amount of Cu 2O and benzene-1,2-diamine as catalytic system under aerobic conditions, which provided good to excellent yields of oxindoles with tolerance of a wide variety of substrates.
Two New Oxindole Syntheses
Fleming, Ian,Loreto, Maria Antonietta,Wallace, Ian H.M.,Michael, Joseph P.
, p. 349 - 360 (2007/10/02)
Two oxindole syntheses are described, both starting from ketones, in which the carbonyl carbon becomes C-3 of the oxindole.The first route uses o-lithioformanilide followed by attack with cyanide ion and hydrolysis.The second uses a pinacol-type rearragement (or the γ-silyl alcohol variation) to create the quaternary centre, and involves an intramolecular displacement of fluoride ion from an unactivated benzene ring by an amide nitrogen to complete the lactam ring.The two routes are stereochemically complementary, giving different spiro-oxindoles from norbornanone.
