125-13-3Relevant articles and documents
Lambert Salt-Initiated Development of Friedel–Crafts Reaction on Isatin to Access Distinct Derivatives of Oxindoles
Khan, Jabir,Tyagi, Aparna,Yadav, Naveen,Mahato, Rina,Hazra, Chinmoy K.
, p. 17833 - 17847 (2021/12/17)
Herein, a mild metal-free and efficacious route for the synthesis of biologically important 3-aryl oxindole derivatives is described. Using Lambert salt-initiated hydroarylation of isatin, a diverse array of monoarylated products, symmetrical/unsymmetrical double-arylated products, and deoxygenated hydroarylated products could be synthesized from the single starting substrate in good to excellent yields. A preliminary mechanistic study revealed that the reaction proceeds via a monoarylated product followed by a nucleophilic attack by another electron-rich arene nucleophile under mild conditions. The potential of newly synthesized symmetric/unsymmetric 3,3-disubstituted oxindole, 3-substituted 3-hydroxy oxindoles, 3,3-di(indolyl)indolin-2-ones, and α-aryl oxindoles as valuable building blocks is further illustrated.
Friedel-Crafts type reactions of some activated cyclic ketones with phenol derivatives
Song, Hyun Nam,Lee, Hong Jung,Kim, Hyoung Rae,Ryu, Eung K.,Kim, Jae Nyoung
, p. 3303 - 3311 (2007/10/03)
Friedel-Crafts type reactions of phenol derivatives with some cyclic ketones such as ninhydrin (1), alloxan (2), isatin (3), and parabanic acid (4) were examined. 2-Monoaryl- and 2,2-diaryl-1,3-indanedione derivatives were obtained depending on the acid catalyst in the cases of ninhydrin and alloxan. In the case of isatin, the corresponding diarylated derivative was obtained as the sole product in high yields. Parabanic acid was unreactive under the reaction conditions.
