4773-34-6Relevant academic research and scientific papers
Selective preparation of α,α-dichloroketones with copper(II) chloride
Nobrega, Jose Arimateia,Goncalves, Simone Maria C.,Peppe, Clovis
, p. 3711 - 3717 (2002)
Aryl and enolizable alkyl ketones react with copper(II) chloride in dimethylformamide to produce the corresponding α,α-dichloroketone in high yields. Remarkable qualities of the process are high selectivity towards these substrates, undetected polychlorinated by-products, easy work-up, commercially available reagents and HCl as the only waste stream.
Halogen Epoxides, 3. Reactions of 2-Chloro- and 2,3-Dichlorooxiranes with Silver Tetrafluoroborate: Synthesis of α-Fluorinated Carbonyl Compounds
Griesbaum, Karl,Keul, Helmut,Kibar, Riza,Pfeffer, Bernd,Spraul, Manfred
, p. 1858 - 1870 (2007/10/02)
Reactions of chlorinated oxiranes with silver tetrafluoroborate in ether have been investigated.Substituted-2-chlorooxiranes (4a - e) afforded the corresponding α-fluorocarbonyl compounds (7a - e) as major products and the isomeric α-chlorocarbonyl compounds (8a - e) as minor products.Substituted 2,3-dichlorooxiranes (10, 14, 20, 24) yielded the isomeric α,α-dichloroketones (13, 19, 22, 26b, 29b) as well as the corresponding α-chloro-α-fluoroketones (12, 17, 21, 26a, 29a) and α,β-unsaturated α-chloroketones (18, 23, 27, 30).The course of the reaction was rationalized.Similar reaction with α-chloroketones and with α,α-dichloroketones succeeded only at substrates (8b, 35) in which the chlorine substituents were in benzylic positions.
