124787-11-7Relevant academic research and scientific papers
A novel β-(oxy)alkyl radical during copper(I)-mediated stereoselective synthesis of (Z)-ene-1,4-diones in a reaction of 2,2,2-trichloro-1-phenylethanone
Ram, Ram N.,Tittal, Ram K.
, p. 2437 - 2440 (2016)
A novel β-(oxy)alkyl radical derived from trichloro methyl compound containing neither a suitably located C-C multiple bond nor a leaving group or a H-atom at the β-position of the radical in a reaction of 2,2,2-trichloro-1-phenyl-ethanone with 2 mol equiv each of CuCl and bpy in refluxing DCE under a N2 atm underwent intramolecular heterolysis (just like formation of intact radical cation-anion pair) during stereoselective radical dimerization to Z-ene-1,4-dione along with small amount of reductive dechlorination product. The stereochemistry was established by X-ray diffraction spectroscopy of various solid crystalline products.
Metal-Free Decarboxylative Trichlorination of Alkynyl Carboxylic Acids: Synthesis of Trichloromethyl Ketones
Jayaraman, Aravindan,Cho, Eunjeong,Irudayanathan, Francis Mariaraj,Kim, Jimin,Lee, Sunwoo
, p. 130 - 141 (2017/12/26)
2,2,2-Trichloroacetophenone derivatives were synthesized via decarboxylative trichlorination from arylpropiolic acids and trichloroisocyanuric acid (TCCA). The reaction was performed in the presence of water at room temperature, and the desired products were obtained in good yields. The reaction showed good functional group tolerance towards halide, cyano, nitro, ketone, ester and aldehyde groups. In addition, the 2,2,2-trichloroacetophenone derivatives were readily transformed into esters, amides, and hydrazides. Based on experiments with H218O (water-18O), we proposed a cationic reaction pathway as the mechanism and suggested two different pathways for producing aryl- and alkyl-substituted propiolic acids. (Figure presented.).
Transition-metal-free transformation of aryl bromides into aromatic esters and amides via aryl trichloromethyl ketones
Dohi, Souya,Moriyama, Katsuhiko,Togo, Hideo
, p. 7815 - 7822 (2013/12/04)
A variety of aryl bromides have been treated with Mg and then chloral, followed by tBuOCl and subsequently alcohols or amines to produce the corresponding aromatic esters or amides in good yields via the formation of aryl trichloromethyl ketones as intermediates. These reactions are examples of a transition-metal-free one-pot preparation of aromatic esters and amides from aryl bromides. Aryl bromides have been treated with Mg and then chloral, followed by tBuOCl or tBuOCl with I2 as an additive, and subsequently alcohols or amines to form the corresponding aromatic esters and aromatic amides via aryl trichloromethyl ketones as intermediates. Copyright
A practical asymmetric synthesis of homochiral α-arylglycines
Mellin-Morliere, Christelle,Aitken, David J.,Bull, Steven D.,Davies, Stephen G.,Husson, Henri-Philippe
, p. 149 - 155 (2007/10/03)
Enantioselective reduction of a series of substituted aryl trichloromethyl ketones with the CBS-catecholborane reagent afforded homochiral aryl trichloromethyl carbinols which have been elaborated to give homochiral α-arylglycines in high e.e.
Selected Methods for the Oxidation of 1,1,1-Trichloro-2-alkanols. An Efficient Modification Using Chromic Acid
Gallina, Carlo,Giordano, Cesare
, p. 466 - 468 (2007/10/02)
The effectiveness of thirteen largely applied procedures has been checked in the oxidation of 1,1,1-trichloropropan-2-ol.A new, simple, and efficient modification using chromic acid has been found for the preparation of representative trichloromethyl ketones.
