Autoxidation/Aldol Tandem Reaction of 2-Oxindoles with Ketones: A Green Approach for the Synthesis of 3-Hydroxy-2-Oxindoles was written by Zhang, Qing-Bao;Jia, Wen-Liang;Ban, Yong-Liang;Zheng, Yong;Liu, Qiang;Wu, Li-Zhu. And the article was included in Chemistry – A European Journal in 2016.SDS of cas: 100831-25-2 The following contents are mentioned in the article:
In the presence of tetrabutylammonium fluoride (i.e., catalyst, quaternary ammonium halide) and mol. sieves (MS) 4Å in DMF, an efficient autoxidation reaction (tandem reaction, domino reaction) of 2-oxindoles with ketones under air at room temperature has been developed. This approach may provide a green, practical, and metal-free protocol (i.e., green chem. method) for a wide range of biol. important 3-hydroxy-3-(2-oxo-alkyl)-2-oxindoles. The synthesis of the target compounds was achieved by a reaction of 1,3-dihydro-1-methyl-2H-indol-2-one derivs, and ketones, such as 1-phenylethanone (acetophenone), 1-(2-naphthalenyl)ethanone, 1-(1H-pyrrol-2-yl)ethanone (pyrrole-ketone), 1-(2-furanyl)ethanone (furan-ketone), 1-(2-thienyl)ethanone, 1-(4-pyridinyl)ethanone (pyridine-ketone). The title compounds thus formed included 1,3-dihydro-3-hydroxy-1-methyl-3-(2-oxo-2-phenylethyl)-2H-indol-2-one derivatives This study involved multiple reactions and reactants, such as 7-Bromo-1-methylindolin-2-one (cas: 100831-25-2SDS of cas: 100831-25-2).
7-Bromo-1-methylindolin-2-one (cas: 100831-25-2) belongs to indole derivatives. In addition to tryptophan, indigo, and indoleacetic acid, numerous compounds obtainable from plant or animal sources contain the indole molecular structure. It is used in perfumery and in making tryptophan, an essential amino acid, and indoleacetic acid (heteroauxin), a hormone that promotes the development of roots in plant cuttings.SDS of cas: 100831-25-2
Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles