Preparation of Optically Enriched 3-Hydroxy-3,4-dihydroquinolin-2(1H)-ones by Heterogeneous Catalytic Cascade Reaction over Supported Platinum Catalyst was written by Szollosi, Gyoergy;Makra, Zsolt;Kovacs, Lenke;Fueloep, Ferenc;Bartok, Mihaly. And the article was included in Advanced Synthesis & Catalysis in 2013.Name: 3-Methyl-4-nitroanisole This article mentions the following:
The development of a novel heterogeneous catalytic asym. cascade reaction for the synthesis of tetrahydroquinolines from 2-nitrophenylpyruvatesis reported. Optically enriched 3-hydroxy-3,4-dihydroquinolin-2(1H)-ones I (R = Et, Me, X = H, 3-Me, 4-Me, 5-Me, 6-Me, 3-MeO, 5-MeO, 3-iso-Pr, 4-F, 5-F, 6-F, Y = H, 5-Me) are prepared from pyruvates II by enantioselective hydrogenation of the activated keto group over a Cinchona alkaloid-modified Pt catalyst, reduction of the nitro group and spontaneous cyclization cascade. Acceleration of the enantioselective hydrogenation of the activated keto group over the catalyst modified by Cinchona alkaloids ensured high tetrahydroquinolinone selectivities. The scope of the reaction was checked using twelve substrates. Both yields and enantioselectivities were significantly influenced by the nature and position of the substituents on the Ph ring. Substituents adjacent to the nitro group considerably increased the product yield, due to their effect on the nitro group’s reduction rate; however, had only a limited effect on enantioselectivities. In the experiment, the researchers used many compounds, for example, 3-Methyl-4-nitroanisole (cas: 5367-32-8Name: 3-Methyl-4-nitroanisole).
3-Methyl-4-nitroanisole (cas: 5367-32-8) belongs to ethers. Relative to alcohols, ethers are generally less dense, are less soluble in water, and have lower boiling points. They are relatively unreactive. Ethers can form hydrogen bonds with other molecules (alcohols, amines, etc.) that have O―H or N―H bonds. The ability to form hydrogen bonds with other compounds makes ethers particularly good solvents for a wide variety of organic compounds and a surprisingly large number of inorganic compounds.Name: 3-Methyl-4-nitroanisole