70452-28-7Relevant academic research and scientific papers
Synthesis of functionalized 2-oxindoles by Friedel-Crafts reactions
Gasonoo, Makafui,Klumpp, Douglas A.
, p. 4737 - 4739 (2015/07/20)
A series of acetonyl-substituted 3-hydroxy-2-oxindoles have been prepared and reacted with arenes in superacid promoted Friedel-Crafts reactions. The product aryl-substituted 2-oxindoles are formed in generally good yields. With substituted arenes such as
Studies on the stereochemical assignment of 3-acylidene 2-oxindoles
Edeson, Steven J.,Jiang, Julong,Swanson, Stephen,Procopiou, Panayiotis A.,Adams, Harry,Meijer, Anthony J. H. M.,Harrity, Joseph P. A.
, p. 3201 - 3210 (2014/05/06)
The designation of E/Z-geometrical isomers in 3-acylidene 2-oxindoles by NMR spectroscopy can lead to erroneous assignment of alkene stereochemistry because of the narrow chemical shift range observed over a large series of analogues. In contrast, UV-Vis spectroscopy offers a convenient and more reliable method for alkene stereochemical assignment. A combination of X-ray crystallography and theoretical studies shows that the observed differences in UV-Vis spectroscopic behaviour relate to the twisted conformation of the Z-isomers that provides reduced conjugation and weaker hypsochromic (blue-shifted) absorbances relative to those of the E-isomers.
Acylideneoxoindoles: A new class of reversible inhibitors of human transglutaminase 2
Kl?ck, Cornelius,Jin, Xi,Choi, Kihang,Khosla, Chaitan,Madrid, Peter B.,Spencer, Andrew,Raimundo, Brian C.,Boardman, Paul,Lanza, Guido,Griffin, John H.
supporting information; experimental part, p. 2692 - 2696 (2011/06/20)
Inhibitors of human transglutaminase 2 (TG2) are anticipated to be useful in the therapy of a variety of diseases including celiac sprue as well as certain CNS disorders and cancers. A class of 3-acylidene-2-oxoindoles was identified as potent reversible inhibitors of human TG2. Structure-activity relationship analysis of a lead compound led to the generation of several potent, competitive inhibitors. Analogs with significant non-competitive character were also identified, suggesting that the compounds bind at one or more allosteric regulatory sites on this multidomain enzyme. The most active compounds had Ki values below 1.0 μM in two different kinetic assays for human TG2, and may therefore be suitable for investigations into the role of TG2 in physiology and disease in animals.
Synthesis of Annulated Carbazoles from Indol-2,3-dione
Beccalli, Egle M.,Marchesini, Alessandro,Pilati, Tullio
, p. 4741 - 4758 (2007/10/02)
Reaction of ethyl chloroformate with 3-aroylmethylindol-2(3H)-ones 5 affords the ethyl 3--2-(ethoxycarbonyloxy)indole-1-carboxylates 6 from which the corresponding annulated carbazoles 10 are obtained via 6?-electro
