36504-12-8Relevant academic research and scientific papers
Halogenation of carbonyl compounds by an ionic liquid, [AcMIm]X, and Ceric Ammonium Nitrate (CAN)
Ranu, Brindaban C.,Adak, Laksmikanta,Banerjee, Subhash
, p. 358 - 362 (2008/02/13)
An ionic liquid, acetylmethylimidazolium halide ([AcMIm]X), in combination with ceric ammonium nitrate promotes halogenations of a wide variety of ketones and 1,3-keto esters at the ?-position. The ionic liquid acts here as reagent as well as reaction medium, and thus the reaction does not require any organic solvent or conventional halogenating agent. The reaction is completely arrested when the radical quencher TEMPO is used. A plausible radical mechanism is also suggested. CSIRO 2007.
Rapid and catalyst-free α-halogenation of ketones using N-halosuccinamides in DMSO
Sreedhar,Reddy, P. Surendra,Madhavi
, p. 4149 - 4156 (2008/03/13)
α-Halogenation of various carbonyl compounds such as β-keto-esters, cyclic ketones, and lactams with N-halosuccinamides (NBS, NCS, NIS) in the presence of DMSO proceeded very smoothly to give the corresponding α-monohalogenated products in good to excellent yields with high selectivity under catalyst-free conditions. Copyright Taylor & Francis Group, LLC.
A green approach for efficient α-halogenation of β-dicarbonyl compounds and cyclic ketones using N-halosuccinimides in ionic liquids
Meshram,Reddy,Vishnu,Sadashiv,Yadav
, p. 991 - 995 (2007/10/03)
Room temperature ionic liquids (ILs) are used as a green recyclable reaction media for the α-monohalogenation of 1,3-diketones, β-keto-esters and cyclic ketones with N-halosuccinimides in excellent yields in the absence of a catalyst. The recovered ionic liquid was reused five to six times with consistent activity.
Amberlyst-15-promoted efficient 2-halogenation of 1,3-keto-esters and cyclic ketones using N-halosuccinimides
Meshram,Reddy,Sadashiv,Yadav
, p. 623 - 626 (2007/10/03)
A simple and rapid process has been developed for the α- monohalogenation of 1,3-keto-esters with N-halosuccinimides catalyzed by Amberlyst-15 at room temperature to produce the corresponding 2-halo 1,3-keto-esters in high yields. This protocol also extended to α-halogenation of cyclic ketones.
A simple and efficient method for α-bromination of carbonyl compounds using N-bromosuccinimide in the presence of silica-supported sodium hydrogen sulfate as a heterogeneous catalyst
Das, Biswanath,Venkateswarlu, Katta,Mahender, Gurram,Mahender, Ibram
, p. 3041 - 3044 (2007/10/03)
α-Bromination of carbonyl compounds (cyclic and acyclic ketones, amides and β-ketoesters) has been achieved efficiently by treatment with N-bromosuccinimide (NBS) and catalyzed by silica-supported sodium hydrogen sulfate (NaHSO4?SiO2
A mild and efficient procedure for α-bromination of ketones using N-bromosuccinimide catalysed by ammonium acetate
Tanemura, Kiyoshi,Suzuki, Tsuneo,Nishida, Yoko,Satsumabayashi, Koko,Horaguchi, Takaaki
, p. 470 - 471 (2007/10/03)
Cyclic ketones reacted with N-bromosuccinimide (NBS) catalysed by NH 4OAc in Et2O at 25°C to give the corresponding α-brominated ketones in good yields, while acyclic ketones were efficiently brominated in CCl4 at 80°C.
Trifluoromethanesulfonic anhydride-promoted α-bromination of ketones with Grignard reagent or magnesium bromide
Nishiyama,Ono,Kurokawa,Kimura
, p. 1999 - 2002 (2007/10/03)
The direct α-bromination of various ketones using trifluoromethanesulfonic anhydride and Grignard reagent or magnesium bromide in ether gave the corresponding α-bromo ketones in moderate to good yields under mild reaction conditions.
A Convenient Halogenation Procedure for the Preparation of α-Halocarbonyl Compounds
Cheng, Sheng-Fan,Lin, Ching-Shan,Liu, Lilian Kao
, p. 309 - 312 (2007/10/03)
Except for substituted acetophenones (p-Y-C6H4COCH3, Y=H, Br, CH3O), simple ketones, α-ketoesters and 1,3-diketones reacted smoothly with a preformed homogeneous mixture of hydrochloric acid and potassium permanganate in acetonitrile to give moderate to good yields of the corresponding α-chlorocarbonyl compounds.Mixtures of α-chloro- and α,α-dichlorocarbonyl compounds were obtained for substituted acetophenones.Brominations proceeded similarly with higher yields when the hydrochloric acid was replaced with hydrobromic acid. - Key words: α-chlorocarbonyl compounds; α-bromocarbonyl compounds; potassium permanganate; chlorination; bromination.
Functionalization of Saturated Hydrocarbons. Part 4. The Gif System for Selective Oxidation using Molecular Oxygen
Barton, Derek H. R.,Boivin, Jean,Gastiger, Michel,Morzycki, Jacek,Hay-Motherwell, Robyn S.,et al.
, p. 947 - 956 (2007/10/02)
Various systems for the selective oxidation of saturated hydrocarbons have been developed.These are based on the idea of an iron catalyst which is reduced by electron transfer and oxidized by molecular oxygen simultaneously in the presence of a source of protons.Four modifications of this system (the Gif system) have been devised of which the best (Gif IV) consists of an iron catalyst with metallic zinc as the reductant, acetic acid as the proton source and pyridine as the solvent.At room temperature, using oxygen or air, saturated hydrocarbons are oxidized selectively to ketones in isolated yields superior to those reported for comparable model systems.
NOVEL BROMINATION REAGENTS. HEXABROMOCYCLOPENTADIENE: BROMINATION OF ACTIVATED SATURATED SITES
Magen, Shulamit,Oren, Jakob,Fuchs, Benzion
, p. 3369 - 3372 (2007/10/02)
Hexabromocyclopentadiene (HBC) readily brominates α-keto and benzylic sites, apparently by bromonium ion transfer.
