《Synthesis of Chiral Bis(3-indolyl)methanes Bearing a Trifluoromethylated All-Carbon Quaternary Stereocenter via Nickel-Catalyzed Asymmetric Friedel-Crafts Alkylation Reaction》 was written by Zhu, Wen-Jing; Gong, Jun-Fang; Song, Mao-Ping. Safety of 5-Fluoro-1H-indoleThis research focused ontrifluoromethyl bis indolyl methane nitromethyl enantioselective preparation; nitroalkene indolyl trifluoromethyl enantioselective Friedel Crafts alkylation indole nickel. The article conveys some information:
Here, an efficient method for the synthesis of chiral trifluoromethylated bis(3-indolyl)methanes I (R1 = H, 5-F, 6-Me, 7-MeO, etc.; R2 = H, 4-F, 5-CO2Me, etc.; R3 = Boc, Ts) via a catalytic asym. Friedel-Crafts (F-C) alkylation reaction of R1-substituted indoles with (nitrovinyl)indoles II has been developed. Both enantiomers of the products could be obtained by tuning chiral substituents on a catalyst. With 5 mol% of Ni(II)/(imidazoline-oxazoline) complex as catalyst, F-C reaction of indoles with β-CF3-β-(3-indolyl)nitroalkenes proceeded well to afford a series of chiral bis(3-indolyl)methanes bearing a trifluoromethylated all-carbon quaternary stereocenter I in generally good yields with excellent enantioselectivities (up to 98% yield and 94% ee). Furthermore, by interchanging indole moieties of two reactants, indole vs. β-CF3-β-(3-indolyl)nitroalkene in F-C reaction, both enantiomers of a given trifluoromethylated bis(3-indolyl)methane were obtained with high enantioselectivities (89-94% ee) upon removal of indole N-protecting group in F-C products. The current work represents the first general catalytic enantioselective approach to important class of trifluoromethylated bis(3-indolyl)methanes. In the part of experimental materials, we found many familiar compounds, such as 5-Fluoro-1H-indole(cas: 399-52-0Safety of 5-Fluoro-1H-indole)
5-Fluoro-1H-indole(cas: 399-52-0) is a member of aromaticfluorinated building blocks. Depending on which substituents are present, fluoroaromatic intermediates can be converted into fluorinated or fluorine-free commercial end products.Fluorine-containing aromatics have been incorporated into drugs (hypnotics, tranquilizers, antiinflammatory agents, analgesics, antibacterials).Safety of 5-Fluoro-1H-indole
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Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles