Lawson, William B. et al. published their research in Journal of Organic Chemistry in 1961 | CAS: 2971-31-5

2-(2-Oxoindolin-3-yl)acetic acid (cas: 2971-31-5) belongs to indole derivatives. Indole produced by Proteus, Pseudomonas, Escherichia and other species was shown to be a growth promoting factor in Arabidopsis thaliana.Indole was synthesized in moderate yield via an o-naphthoquinone catalyzed tandem cross-coupling of substituted aniline and benzylamine under aerobic oxidation conditions.Application of 2971-31-5

Simple method for the preparation of oxindole acetic and propionic acids from the parent indoles was written by Lawson, William B.;Witkop, Bernhard. And the article was included in Journal of Organic Chemistry in 1961.Application of 2971-31-5 This article mentions the following:

The smooth hydrogenolysis of 5-bromodioxindole-3-propionic acid lactone (I) to oxindole-3-propionic acid, C6H4.NH.CO.CH(CH2)nCO2H (II) (n = 2) (III), was adapted to provide a simple method of direct conversion of indoles to oxindoles. Indole-3-propionic acid (3.0 g.) in 100 ml. ice-cold 50% AcOH swirled 5 min. with gradual addition of 5.65 g. (H2CCO)2NBr, the mixture kept 15 min. at 20掳, hydrogenated 18 hrs. with 1 g. 10% Pd-C, the filtered solution evaporated, and the residue crystallized from H2O (C) yielded 49% III, m. 165-7掳, identical with a sample prepared by hydrogenolysis of I. Indole-3-acetic acid (1.0 g.) in 50 ml. ice-cold 50% AcOH kept 1 hr. at 20掳 with 4.85 ml. AcOH containing 1.83 g. Br, the mixture hydrogenated 17 hrs. with 0.5 g. 10% Pd-C, the residue on evaporation of the filtered solution diluted with 15 ml. H2O, extracted with EtOAc, the dried extract (Na2SO4) evaporated, and the residue crystallized from Et2O-petr. ether (b. 50-60掳) gave 686 mg. material, m. 100-40掳, recrystallized from Me2CO-C6H6 and dried 45 min. in vacuo at 55掳 to yield 49% II (n = 1), m. 140-2掳, characterized by smooth acid-catalyzed conversion to 3,4-dihydro-2(1H)-quinolone-4-carboxylic acid, m. 210-14掳. In the experiment, the researchers used many compounds, for example, 2-(2-Oxoindolin-3-yl)acetic acid (cas: 2971-31-5Application of 2971-31-5).

2-(2-Oxoindolin-3-yl)acetic acid (cas: 2971-31-5) belongs to indole derivatives. Indole produced by Proteus, Pseudomonas, Escherichia and other species was shown to be a growth promoting factor in Arabidopsis thaliana.Indole was synthesized in moderate yield via an o-naphthoquinone catalyzed tandem cross-coupling of substituted aniline and benzylamine under aerobic oxidation conditions.Application of 2971-31-5

Referemce:
Indole alkaloid derivatives as building blocks of natural products from聽Bacillus thuringiensis聽and聽Bacillus velezensis聽and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles