159684-35-2Relevant academic research and scientific papers
A General Method for the Synthesis of Isatins: Preparation of Regiospecifically Functionalized Isatins from Anilines
Hewawasam, Piyasena,Meanwell, Nicholas A.
, p. 7303 - 7306 (1994)
A new method has been developed for regiospecific conversion of substituted anilines to isatins.The method utilizes the reaction of an ortho-lithiated, protected aniline derivative with diethyl oxalate to furnish an α-ketoester.Hydrolytic deprotection of the amino moiety is accompanied by cyclization to provide the isatin.
Low-valent titanium induced indole formation: Syntheses of secofascaplysin, indolopyridocoline and an endothelin-receptor-antagonist
Fuerstner, Alois,Ernst, Andreas,Krause, Helga,Ptock, Arne
, p. 7329 - 7344 (2007/10/03)
The versatility of a titanium-induced reductive oxo-amide coupling reaction is illustrated by the syntheses of the alkaloids secofrascaplysin 8 and indolopyridocoline 14 as well as by an efficient and flexible approach to the arylated indole-2-carboxylic acid 4, which has recently been disclosed as a promising endothelin-receptor-antagonist. Depending on the particular substitution pattern in the substrates, either pre-formed titanium on graphite or low-valent titanium formed in situ ('instant conditions') are the preferred coupling agents for reductive heterocycle syntheses of this type.
