362610-29-5Relevant academic research and scientific papers
Novel Metal- and Mineral-Acid-Free Synthesis of Organic Ammonium Tribromides and Application of Ethylenephenanthrolium Bistribromide for Bromination of Active Methylene Group of 1,3-Diketones and β-Ketoesters
Dey, Rupa Rani,Paul, Bappi,Dhar, Siddhartha Sankar
supporting information, p. 724 - 736 (2015/10/29)
A novel procedure for the preparation of organic ammonium tribromides (OATBs) is described from their corresponding bromides. Quaternary ammonium bromides (QABs) and a N,N′-heterocyclic dibromide are efficiently oxidized to their corresponding monotribromides and bistribromide by m-chloroperbenzoic acid (MCPBA) in the presence of 2 and 4 equiv of KBr, respectively. The reactions are carried out in an aqueous medium without the use of any mineral acid or metal catalyst/promoters. A variety of tribromides are synthesized in very good yields including a hitherto unknown reagent, 1,10-(ethane-1, 2-diyl)phenanthrolinediium bistribromide (EPDBT). EPDBT is investigated as brominating agent and found to be highly effective for selective bromination of active methylene groups of a variety of 1,3-diketones and β-ketoesters. GRAPHICAL ABSTRACT.
Synthesis and antimicrobial activities of a series of 2,5-substituent 1,4-cyclohexanedione derivatives
Liu, Hui-Lian,Wang, Qing-Zhong,Guo, Shu-Hua
, p. 1349 - 1352 (2013/05/09)
A series of 2,5-substituent 1,4-cyclohexanedione derivatives compounds were designed and synthesized. Their structures were identified by elemental analysis, 1H NMR, IR spectra. Their assayed antibacterial (Escherichia coli, Bacillus subtilis) and antifungal (Candida albicans) activities were also evaluated by MTT (3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl tetrazolium bromide) method. The results of biological test showed 2,5-dibenzylformate 1,4-cyclohexanedione (11) and 2,5-diformanilide 1,4-cyclohexanedione (12) have favorable antimicrobial activity with MICs of 26.7, 33.6, 24.2 and 32.3 μg/mL against Escherichia coli and Bacillus subtilis, respectively. Copyright
Oxidative bromination of ketones using ammonium bromide and oxone
MacHarla, Arun Kumar,Chozhiyath Nappunni, Rohitha,Marri, Mahender Reddy,Peraka, Swamy,Nama, Narender
supporting information; experimental part, p. 191 - 195 (2012/01/17)
A highly efficient, environmentally safe and economic method for selective α-monobromination of aralkyl, cyclic, acyclic, 1,3-diketones and β-keto esters and α,α-dibromination of 1,3-diketones and β-keto esters without catalyst is reported using ammonium bromide as a bromine source and oxone as an oxidant. The reaction proceeds at ambient temperature and yields range from moderate to excellent. Bromination of unsymmetrical ketones takes place at the less substituted α-position predominantly. Aromatisation of tetralones is also carried out with this reagent system.
Selective monobromination of 1,3-diones with N-bromosaccharin/Mg(ClO 4)2 system in solution and under solvent-free conditions
Alinezhad, Heshmatollah,Tajbakhsh, Mahmood,Tehrani, Shahram Shahriari
experimental part, p. 1543 - 1546 (2011/12/04)
N-Bromosaccharin/Mg(ClO4)2 is an effective and regioselective system for α-monobromination of 1,3-dicarbonyl compounds. A wide variety of β-keto esters and 1,3-diketones in reaction with this system afforded a regioselectively α-mono
PYRAZOLO[5,1B]OXAZOLE DERIVATIVES AS CRF-1 RECEPTOR ANTAGONISTS
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Page/Page column 15, (2011/08/08)
There are described 4-difluoromethoxyphenyl pyrazolo[5.1-b]oxazole derivatives of Formula I: which are useful as corticotropin releasing factor (CRF) receptor antagonists and as pharmaceuticals.
Organic compounds
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Page/Page column 73, (2010/03/02)
There are described pyrazolo[5.1-b]oxazole derivatives useful as corticotropin releasing factor (CRF1) receptor antagonists.
Molybdenum(VI) dichloride
Jeyakumar, Kandasamy,Chand, Dillip Kumar
experimental part, p. 306 - 310 (2009/06/24)
A novel and efficient method for the one-pot transformation of β-hydroxycarbonyl compounds to a-brominated 1,3-dicarbonyl compounds is achieved with MoO2Cl2 in the presence of N-bromosuccinimide. All the reactions were carried out un
A mild and regioselective method for α-bromination of β-keto esters and 1,3-diketones using bromodimethylsulfonium bromide (BDMS)
Khan, Abu T.,Ali, Md. Ashif,Goswami, Papori,Choudhury, Lokman H.
, p. 8961 - 8963 (2007/10/03)
Bromodimethylsulfonium bromide has been found to be an effective and regioselective reagent for α-monobromination of β-keto esters and 1,3-diketones. A wide variety of β-keto esters and 1,3-diketones undergo chemoselective α-monobromination with excellent yields at 0-5 °C or room temperature. The notable advantages of this protocol are no need of chromatographic separation, use of less hazardous reagent than molecular bromine, and no added base, Lewis acid, or other catalyst.
Chemoselective bromination of active methylene and methyne compounds by potassium bromide, hydrochloric acid and hydrogen peroxide
Kirihara, Masayuki,Ogawa, Shiho,Noguchi, Takuya,Okubo, Kumiko,Monma, Yoshinari,Shimizu, Ikuko,Shimosaki, Ryuji,Hatano, Akihiko,Hirai, Yoshiro
, p. 2287 - 2289 (2007/10/03)
Active methylene and methyne compounds can be chemoselectively brominated in high yields using potassium bromide, hydrochloric acid, and hydrogen peroxide at room temperature. Georg Thieme Verlag Stuttgart.
A mild and environmentally acceptable synthetic protocol for chemoselective α-bromination of β-keto esters and 1,3-diketones
Khan, Abu T.,Goswami, Papori,Choudhury, Lokman H.
, p. 2751 - 2754 (2007/10/03)
A wide variety of unsubstituted β-keto esters can be brominated chemoselectively to the corresponding α-monobromo-β-keto esters by using a combination of vanadium pentoxide, hydrogen peroxide and ammonium bromide in a biphasic system, dichloromethane-wate
