- Electrochemical chlorination and bromination of electron-deficient C[sbnd]H bonds in quinones, coumarins, quinoxalines and 1,3-diketones
-
The electrochemistry-promoted chlorination and bromination of electron-deficient C[sbnd]H bonds was developed, using quinones, coumarins, quinoxalines and 1,3-diketones. This protocol features readily available and safe halogen sources (hydrochloric acid and KBr), high site-selectivity and mild reaction conditions. It could provide an efficient access to a series of chlorinated and brominated quinones, coumarins, quinoxalines and 1,3-diketones.
- Yu, Dan,Ji, Ruixue,Sun, Zhihui,Li, Wenjie,Liu, Zhong-Quan
-
supporting information
(2021/11/16)
-
- Microscale Parallel Synthesis of Acylated Aminotriazoles Enabling the Development of Factor XIIa and Thrombin Inhibitors
-
Herein we report a microscale parallel synthetic approach allowing for rapid access to libraries of N-acylated aminotriazoles and screening of their inhibitory activity against factor XIIa (FXIIa) and thrombin, which are targets for antithrombotic drugs. This approach, in combination with post-screening structure optimization, yielded a potent 7 nM inhibitor of FXIIa and a 25 nM thrombin inhibitor; both compounds showed no inhibition of the other tested serine proteases. Selected N-acylated aminotriazoles exhibited anticoagulant properties in vitro influencing the intrinsic blood coagulation pathway, but not extrinsic coagulation. Mechanistic studies of FXIIa inhibition suggested that synthesized N-acylated aminotriazoles are covalent inhibitors of FXIIa. These synthesized compounds may serve as a promising starting point for the development of novel antithrombotic drugs.
- Platte, Simon,Korff, Marvin,Imberg, Lukas,Balicioglu, Ilker,Erbacher, Catharina,Will, Jonas M.,Daniliuc, Constantin G.,Karst, Uwe,Kalinin, Dmitrii V.
-
supporting information
p. 3672 - 3690
(2021/08/07)
-
- PYRAZOLE AND IMIDAZOLE DERIVATIVES, COMPOSITIONS AND METHODS AS OREXIN ANTAGONISTS
-
The present invention is directed to substituted Pyrazole and Imidazole derivatives of compounds that are antagonists of orexin receptors, and which are useful in the treatment or prevention of neurological and psychiatric disorders and diseases in which
- -
-
Page/Page column 35; 43
(2020/12/29)
-
- Highly efficient and green synthesis of 2,4-diphenyl substituted thiazoles
-
2,4-Diphenyl thiazole is an important organic intermediate and its derivatives contain multiple biological properties. In the present study, we reported a new protocol to synthesize 2,4-diphenyl thiazole analogs, which involved the bromination of ethyl benzoylacetates with NBS in the presence of 2-hydroxypropyl-β-cyclodextrin, followed by a direct cyclization with thiobenzamides in water. Compared with the reported method, the current protocol contains less reaction steps, milder reaction conditions, and simpler workup procedure.
- Zhang, Jungan,Li, Peipei,Zeng, Hongyun,Huang, Yu,Hong, Wei
-
supporting information
p. 735 - 741
(2020/02/11)
-
- Design, synthesis, and biological evaluation of novel imidazo[1,2-a]pyridinecarboxamides as potent anti-tuberculosis agents
-
Tuberculosis (TB) is a highly infectious disease that has been plaguing the human race for centuries. The emergence of multidrug-resistant strains of TB has been detrimental to the fight against tuberculosis with very few safe therapeutic options availabl
- Onajole, Oluseye K.,Lun, Shichun,Yun, Young Ju,Langue, Damkam Y.,Jaskula-Dybka, Michelle,Flores, Adrian,Frazier, Eriel,Scurry, Ashle C.,Zavala, Ambernice,Arreola, Karen R.,Pierzchalski, Bryce,Ayitou, A. Jean-Luc,Bishai, William R.
-
p. 1362 - 1371
(2020/07/13)
-
- Synthesis of imidazo[1,2-a] [1,3,5]triazines by NBS-mediated coupling of 2-amino-1,3,5-triazines with 1,3-dicarbonyl compounds
-
Aroylimidazo[1,2-a][1,3,5]triazines are rapidly synthesized via a facile and mild reaction of 2-amino-triazines and 1,3-dicarbonyl compounds using NBS. The reaction occurred with good yields and excellent regioselectivity, and β-keto esters, β-keto amides, and 1,3-diones were tolerated under the optimized procedure. In addition, the successful application of this methodology for a gram-scale reaction indicates its potential for bulk synthesis.
- Cui, Dong-Mei,Pan, Zexi,Song, Chan,Zhang, Chen,Zhou, Wei
-
p. 6182 - 6185
(2020/05/13)
-
- An efficient route for the synthesis of N-(1H-benzo[d]imidazol-2-yl)benzamide derivatives promoted by CBr4 in one pot
-
A metal-free one-pot method for the synthesis of N-(1H-benzo[d]imidazol-2-yl)benzamide derivatives was proposed mediated by CBr4. The reaction went through ring formation and opening processes with only two protons leaving and the thermodynamically favorable products were selectively formed in moderate to good yields.
- Li, Songhua,Li, Yunyi,Ma, Chen,Xie, Caixia
-
-
- Reaction of the C60 radical anion with alkyl halides
-
The reaction of the C60 radical anion (C60-) with α-bromo-1,3-dicarbonyl compounds selectively afforded the methanofullerene derivatives. The reaction with benzyl halide and 1,2-bis(dihalomethyl)benzene afforded the corresponding 1,4-dibenzylated C60 derivative and cycloaddition product, respectively. The possible mechanisms for the formation of the fullerene adducts are proposed.
- Maeda, Yutaka,Sanno, Makoto,Morishita, Tatsunari,Sakamoto, Kodai,Sugiyama, Eiichiro,Akita, Saeka,Yamada, Michio,Suzuki, Mitsuaki
-
supporting information
p. 6457 - 6460
(2019/05/10)
-
- Synergy of Anodic Oxidation and Cathodic Reduction Leads to Electrochemical C—H Halogenation
-
We herein uncovered an electrochemical C—H halogenation protocol that synergistically combines anodic oxidation and cathodic reduction for C—X bond formation. The reaction was demonstrated under exogenous-oxidant-free conditions. Moreover, this is the first example of activating CBr4, CHBr3, and CCl3Br under electrochemical conditions.
- Zhou, Zhilin,Yuan, Yong,Cao, Yangmin,Qiao, Jin,Yao, Anjin,Zhao, Jing,Zuo, Wanqing,Chen, Wenjie,Lei, Aiwen
-
supporting information
p. 611 - 615
(2019/05/10)
-
- Electrochemically Induced Intermolecular Cross-Dehydrogenative C-O Coupling of β-Diketones and β-Ketoesters with Carboxylic Acids
-
The electrochemically induced cross-dehydrogenative C-O coupling of β-diketones and β-ketoesters (C-H reagents) with carboxylic acids (O-H reagents) was developed. An important feature of this reaction lies in the selective formation of intermolecular C-O
- Bityukov, Oleg V.,Matveeva, Olesya K.,Vil, Vera A.,Kokorekin, Vladimir A.,Nikishin, Gennady I.,Terent'Ev, Alexander O.
-
p. 1448 - 1460
(2019/02/07)
-
- Rapid, Operationally Simple, and Metal-free NBS Mediated One-pot Synthesis of 1,2-Naphthoquinone from 2-Naphthol
-
A metal-free, one-pot synthesis of 1,2-naphthoquinone was accomplished from 2-naphthol by utilizing economically cheap NBS under open air conditions. Initial formation of 1,1-dibromonaphthalen-2-one and subsequent transformation afforded the 1,2-naphthoquinone. This oxidation was completed within 30 min and had broad substrate scope. Moreover, this system tolerated heterocyclic systems and was also applicable to 1,3-dicarbonyl systems. This practical approach with short reaction times, a simple workup, and insensitivity to moisture could override the usage of expensive and hazardous oxidizing and metal reagents. (Figure presented.).
- Sim, Jaeuk,Jo, Hyeju,Viji, Mayavan,Choi, Minho,Jung, Jin-Ah,Lee, Heesoon,Jung, Jae-Kyung
-
p. 852 - 858
(2018/02/06)
-
- Expanding Blaise-Type Reactions towards Indium-Mediated Transformations of α-Bromo-β-keto Esters with Nitriles
-
The aim of this work is the identification of mild reaction conditions for the Blaise-type transformation of brominated β-keto esters with nitriles to generate enamino-substituted keto esters. The best results were obtained when a combination of indium metal (0.7 equiv.) with indium trichloride (1.6 equiv.) were applied at 60 °C for 20 to 72 hours, and these conditions could be applied to a broad range of nitriles and a significant number of different β-keto esters. The transformation of aliphatic nitriles proved to be difficult and gave only moderate yields. However, aromatic nitriles gave good yields in many cases. The applicability range of β-keto esters is acceptable while some electron-deficient aryl-substituents on the keto ester were challenging substrates. Nevertheless, we were able to expand the scope of the Blaise-type reaction towards brominated β-keto esters significantly.
- Li, Luomo,Babaoglu, Emre,Harms, Klaus,Hilt, Gerhard
-
supporting information
p. 4543 - 4547
(2017/08/30)
-
- Facile Synthesis of Polysubstituted Imidazoles through CBr4-Mediated Tandem Cyclization of Amidines with 1,3-Dicarbonyl Compounds or Ketones
-
Polysubstituted imidazoles were synthesized in a facile metal-free CBr4-mediated tandem cyclization of amidine with 1,3-dicarbonyl compounds or ketones. The desired products were obtained in moderate to good yields by using simple operation tec
- Zhou, Xiaoqiang,Ma, Haojie,Shi, Chong,Zhang, Yixin,Liu, XingXing,Huang, Guosheng
-
supporting information
p. 237 - 240
(2017/01/24)
-
- NBS mediated protocol for the synthesis of N-bridged fused heterocycles in water
-
A facile and environmental friendly protocol for the synthesis of N-bridged fused bicyclic compounds such as imidazo[1,2-a]pyridines, imidazo[1,2-a]pyrimidines, and imidazo[2,1-b]thiazole, from commercially available starting materials has been developed.
- Bhagat, Saket B.,Telvekar, Vikas N.
-
supporting information
p. 3662 - 3666
(2017/08/23)
-
- Copper nitrate-catalyzed α -bromination of aryl ketones with hydrobromic acid
-
An efficient method for α-bromination of aryl ketones, using the combination of molecular oxygen and aqueous hydrobromic acid as a brominating agent in the presence of the copper nitrate, has been developed. This catalytic system, which uses cheap and readily available reactants, shows good atom economy with water as the only by-product.
- Wang, Jianqiang,Wang, Xiaolei,Niu, Zong-Qiang,Wang, Jian,Zhang, Man,Li, Jing-Hua
-
p. 165 - 168
(2016/02/23)
-
- Trimethylchlorosilane-Mediated Mild α-Chlorination of 1,3-Dicarbonyl Compounds Promoted by Phenyliodonium Diacetate
-
Trimethylchlorosilane was used as chlorine source for the α-chlorination of 1,3-dicarbonyl compounds with phenyliodonium diacetate as oxidant at room temperature. The reaction allows the selective synthesis of α-monochlorinated products from different kinds of 1,3-dicarbonyl compounds in good yield. The potential possibility of this conversion for bromination has also been investigated.
- Chong, Siying,Su, Yingpeng,Wu, Lili,Zhang, Weigang,Ma, Junyan,Chen, Xiaowei,Huang, Danfeng,Wang, Ke-Hu,Hu, Yulai
-
p. 1359 - 1370
(2016/05/02)
-
- Preparation method for 2-halogenated-1,3-dicarbonyl derivative
-
The invention discloses a preparation method for a 2-halogenated-1,3-dicarbonyl derivative. The preparation method is suitable for wide 1,3-dicarbonyl derivatives. The raw materials are easy to obtain, and multiple varieties are achieved. The product obtained through the method is diversified in type, and can be directly used and used for other further reactions. According to the method, reaction conditions are gentle, the reaction operation and after-treatment process is simple, reaction time is short, the yield is high, pollution is low, and the preparation method is suitable for industrial production.
- -
-
Paragraph 0023
(2017/02/28)
-
- CBr4 Mediated Oxidative C-N Bond Formation: Applied in the Synthesis of Imidazo[1,2-α]pyridines and Imidazo[1,2-α]pyrimidines
-
The carbon tetrabromide mediated oxidative carbon-nitrogen bond formation of 2-aminopyridines or 2-aminopyrimidines with β-keto esters or 1,3-diones, leading to a variety of complex imidazo[1,2-α]pyridines or imidazo[1,2-α]pyrimidines, is reported. The re
- Huo, Congde,Tang, Jing,Xie, Haisheng,Wang, Yajun,Dong, Jie
-
p. 1016 - 1019
(2016/03/15)
-
- Synthesis and biological evaluation of pyrazolylthiazole carboxylic acids as potent anti-inflammatory-antimicrobial agents
-
Current Letter presents design, synthesis and biological evaluation of a novel series of pyrazolylthiazole carboxylates 1a-1p and corresponding acid derivatives 2a-2p. All 32 novel compounds were tested for their in vivo anti-inflammatory activity by carrageenan-induced rat paw edema method as well as for in vitro antimicrobial activity. All the tested compounds exhibited excellent AI activity profile. Three compounds 1p (R = Cl, R1 = Cl), 2c (R = H, R1 = F) and 2n (R = Cl, R1 = OCH3) were identified as potent anti-inflammatory agents exhibiting edema inhibition of 93.06-89.59which is comparable to the reference drug indomethacin (91.32%) after 3 h of carrageenan injection while most of the other compounds displayed inhibition ≥80%. In addition, pyrazolylthiazole carboxylic acids (2a-2p) also showed good antimicrobial profile. Compound 2h (R = OCH3, R1 = Cl) showed excellent antimicrobial activity (MIC 6.25 μg/mL) against both Gram positive bacteria comparable with the reference drug ciprofloxacin (MIC 6.25 μg/mL).
- Khloya, Poonam,Kumar, Satish,Kaushik, Pawan,Surain, Parveen,Kaushik, Dhirender,Sharma, Pawan K.
-
p. 1177 - 1181
(2015/03/14)
-
- Hexamethonium bis(tribromide) (HMBTB) a recyclable and high bromine containing reagent
-
A recyclable and high bromine containing di-(tribromide) reagent, hexamethonium bis(tribromide) (HMBTB) has been synthesized and utilized for the bromination of various organic substrates. The spent reagent hexamethonium bromide (HMB) can be effectively recycled by regenerating and reusing it without significant loss of activity. The crystalline and stable bis(tribromide) is an effective storehouse of very high percentage of active bromine requiring just half an equivalent of it for complete bromination. Both the Br3- moieties in HMBTB are nearly linear with Br-Br-Br angle of 179.55°.
- Paul, Bappi,Bhuyan, Bishal,Purkayastha, Debraj D.,Dhar, Siddhartha S.,Patel, Bhisma K.
-
p. 5646 - 5650
(2015/09/21)
-
- 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
-
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.
- Dey, Rupa Rani,Paul, Bappi,Dhar, Siddhartha Sankar
-
supporting information
p. 724 - 736
(2015/10/29)
-
- A new recyclable 1,4-bis(3-methylimidazolium-1-yl)butane ditribromide [bMImB]·(Br3)2 ionic liquid reagent for selective bromination of anilines or phenols and α-bromination of alkanones under mild conditions
-
1,4-Bis(3-methylimidazolium-1-yl)butane ditribromide [bMImB] ·(Br3)2 has been synthesized and explored as a new efficient brominating agent. The crystalline ditribromide reagent is stable for months and acts as a safe source of bromine requiring just 0.5 equiv. for complete bromination. It has a high active bromine content per molecule and shows a remarkable reactivity toward various substrates in acetonitrile at room temperature. The prepared reagents were used as a green recyclable reaction media for the selective bromination of anilines, phenols and α-bromination of alkanones in excellent yields. The product can easily be isolated by just washing the highly water soluble 1,4-bis(3-methylimidazolium-1-yl)butane ditribromide [bMImB]·(Br3)2 from the brominated product. The spent reagent can be recovered, regenerated, and reused without any significant loss. the Partner Organisations 2014.
- Veisi, Hojat,Sedrpoushan, Alireza,Mohammadi, Pourya,Faraji, Ali Reza,Sajjadifar, Sami
-
p. 25898 - 25903
(2014/07/07)
-
- TRICYCLIC HETEROCYCLES AS BET PROTEIN INHIBITORS
-
The present invention relates to tricyclic heterocycles which are inhibitors of BET proteins such as BRD2, BRD3, BRD4, and BRD-t and are useful in the treatment of diseases such as cancer.
- -
-
Page/Page column 96; 97
(2014/09/29)
-
- NBS-mediated sequential one-pot synthesis of multifunctionalized thiazoles and thiophenes from 1,3-dicarbonyl compounds and mercaptonitrile salts
-
A NBS-mediated sequential one-pot synthesis of multifunctionalized thiazoles and thiophenes from 1,3-dicarbonyl compounds and mercaptonitrile salts has been developed under mild conditions. This transformation involves sequential bromination/SN
- Luo, Laichun,Meng, Lanlan,Sun, Qi,Ge, Zemei,Li, Runtao
-
supporting information
p. 259 - 263
(2014/01/06)
-
- Acceleration of the Eschenmoser coupling reaction by sonication: Efficient synthesis of enaminones
-
Enaminones are commonly prepared by the Eschenmoser coupling reaction. The duration of the reaction is often long. Here, we describe how sonication can accelerate this reaction. The reaction conditions provide an efficient method for the coupling of prima
- Koduri, Naga Durgarao,Hileman, Bethany,Cox, Justin D.,Scott, Halee,Hoang, Phuong,Robbins, Alexa,Bowers, Kyle,Tsebaot, Lemma,Miao, Kun,Castaneda, Maria,Coffin, Michael,Wei, Guan,Claridge, Tim D. W.,Roberts, Kenneth P.,Hussaini, Syed Raziullah
-
p. 181 - 188
(2013/04/10)
-
- Metal-free desulfonylation reaction through visible-light photoredox catalysis
-
The desulfonylation of β-arylketosulfones has been achieved in good to excellent yields by using 3-W blue LEDs light, 1 mol-% organic dye eosin Y bis(tetrabutylammonium salt) as photocatalyst, and diisopropylethylamine as reducing agent. Mechanistic studies demonstrate that oxidative quenching of the excited eosin Y by β-arylketosulfones plays a crucial role in the present photoredox catalytic cycle. Reductive desulfonylation is essential to enable to use of a sulfone as an auxiliary group. For reductive removal of sulfones, highly aggressive metal-containing reducing agents and harsh reaction conditions are often employed. In this paper, metal-free desulfonylation of β-arylketosulfones can be achieved efficiently at room temperature under visible-light irradiation.
- Yang, Deng-Tao,Meng, Qing-Yuan,Zhong, Jian-Ji,Xiang, Ming,Liu, Qiang,Wu, Li-Zhu
-
p. 7528 - 7532
(2013/12/04)
-
- Solvent-free bromination reactions with sodium bromide and oxone promoted by mechanical milling
-
New solvent-free brominations of 1,3-dicarbonyl compounds, phenols, various alkenes including chalcones, azachalcones, 4-phenylbut-3-en-2-one, methyl cinnamate, styrene and 1,3-cyclohexadiene were efficiently achieved by employing sodium bromide and oxone under mechanical milling conditions. The brominated products were obtained in good to excellent yields.
- Wang, Guan-Wu,Gao, Jie
-
experimental part
p. 1125 - 1131
(2012/06/04)
-
- Synthesis and antiplasmodial activity of new heteroaryl derivatives of 7-chloro-4-aminoquinoline
-
With the aim to investigate the effect of different heterocyclic rings linked to the 4-aminoquinoline nucleus on the antimalarial activity, a set of 7-chloro-N-(heteroaryl)-methyl-4-aminoquinoline and 7-chloro-N-(heteroaryl)-4- aminoquinoline was synthesi
- Casagrande, Manolo,Barteselli, Anna,Basilico, Nicoletta,Parapini, Silvia,Taramelli, Donatella,Sparatore, Anna
-
p. 5965 - 5979
(2012/10/29)
-
- Substituted imidazo[1,2- a ]pyridines as β-strand peptidomimetics
-
New conformationally extended dipeptide surrogates based on an imidazo[1,2-a]pyridine scaffold are described. Efficient synthesis and incorporation into host peptides affords structures with native side-chain functionality and hydrogen bonding elements on
- Kang, Chang Won,Sun, Yongmao,Del Valle, Juan R.
-
supporting information
p. 6162 - 6165
(2013/04/10)
-
- Oxidative bromination of ketones using ammonium bromide and oxone
-
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.
- MacHarla, Arun Kumar,Chozhiyath Nappunni, Rohitha,Marri, Mahender Reddy,Peraka, Swamy,Nama, Narender
-
supporting information; experimental part
p. 191 - 195
(2012/01/17)
-
- Selective monobromination of 1,3-diones with N-bromosaccharin/Mg(ClO 4)2 system in solution and under solvent-free conditions
-
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
- Alinezhad, Heshmatollah,Tajbakhsh, Mahmood,Tehrani, Shahram Shahriari
-
experimental part
p. 1543 - 1546
(2011/12/04)
-
- Vanadium-catalyzed oxidative bromination promoted by Br?nsted acid or Lewis acid
-
The oxidative bromination of arenes was induced by a vanadium catalyst in the presence of a bromide salt and a Br?nsted acid or a Lewis acid under molecular oxygen, which provides an eco-friendly bromination method as compared with a conventional bromination one with bromine. This catalytic reaction could be applied to the bromination of alkenes and alkynes to give the corresponding vic-bromides. Use of aluminum halide as a Lewis acid in place of a Br?nsted acid was demonstrated to provide a more practical protocol for the oxidative bromination. From ketones, α-bromination products were obtained. AlBr3 was found to serve as both a bromide source and a Lewis acid to induce the bromination smoothly. 51V NMR experiment showed that this catalytic bromination is likely to depend on the redox cycle of a vanadium catalyst under molecular oxygen.
- Kikushima, Kotaro,Moriuchi, Toshiyuki,Hirao, Toshikazu
-
experimental part
p. 6906 - 6911
(2010/09/18)
-
- Improved 2,4-diarylthiazole-based antiprion agents: Switching the sense of the Amide Group at C5 leads to an increase in potency
-
Amide derivatives of 2,4-diarylthiazole-5-carboxylic acids were synthesised and tested for efficacy in a cell line model of prion disease. A number of compounds demonstrating antiprion activity were thereby identified from the screening libraries, showing improved potency and reproducibility of results relative to amide derivatives of the related 2,4-diphenyl-5-aminothiazole, which have been documented previously. Thus, 'switching' the sense of the amide bond at thiazole C5 revealed a more promising lead series of potential prion disease therapeutics. Furthermore, 3,5-diaryl-1,2,4-thiadiazoles isolated as by-products during library synthesis provided a handful of additional examples possessing an antiprion effect, thereby augmenting the set of newly identified active compounds. Evaluation of binding to cellular prion protein (PrPC) showed only weak affinities at best, suggesting that the newly identified antiprion agents do not mediate their biological effect through direct interaction with PrPC.
- Thompson, Mark J.,Louth, Jennifer C.,Greenwood, Gemma K.,Sorrell, Fiona J.,Knight, Sandra G.,Adams, Nathan B. P.,Chen, Beining
-
experimental part
p. 1476 - 1488
(2011/11/29)
-
- Molybdenum(VI) dichloride
-
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
- Jeyakumar, Kandasamy,Chand, Dillip Kumar
-
experimental part
p. 306 - 310
(2009/06/24)
-
- Ethylenebis(N-methylimidazolium) ditribromide (EBMIDTB): An efficient reagent for the monobromination of 1,3-diketones and β-ketoesters
-
Ethylenebis(N-methylimidazolium) ditribromide, a stable crystalline solid, is easily prepared by reaction of the corresponding dibromide salt with bromine in n-hexane. 1,3-Diketones and β-ketoesters can be brominated chemoselectively to the corresponding α-monobrominated products by using this reagent at 0-5°C. Under the same reaction conditions, diethyl malonate, ethyl cyanoacetate, and malonitrile were monobrominated at moderate yield.
- Hosseinzadeh, Rahman,Tajbakhsh, Mahmood,Mohadjerani, Maryam,Lasemi, Zahra
-
experimental part
p. 57 - 60
(2010/03/30)
-
- Thioglycoluril as a novel organocatalyst: Rapid and efficient α-monobromination of 1,3-dicarbonyl compounds
-
Thioglycoluril as a novel hydrogen-bonding organocatalyst, combined with NBS, in MeOH provided rapid and efficient α-monobromination of 1,3-dicarbonyl compounds in excellent yields at room temperature. A bifunctional catalytic mechanism was proposed from
- Cao, Liping,Ding, Jiaoyang,Yin, Guodong,Gao, Meng,Li, Yitao,Wu, Anxin
-
scheme or table
p. 1445 - 1448
(2009/10/10)
-
- Efficient α-chlorination and α-bromination of carbonyl compounds using N-halosuccinimides/UHP in ionic liquid
-
A facile and efficient method for the α-halogenation of carbonyl compounds utilizing N-halosuccinimides (NXS) in the presence of urea-hydrogen peroxide (UHP) in [bmim]BF4 has been newly developed. Copyright Taylor & Francis Group, LLC.
- Lee, Jong Chan,Park, Hyun Jung
-
-
- Rapid and catalyst-free α-halogenation of ketones using N-halosuccinamides in DMSO
-
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.
- Sreedhar,Reddy, P. Surendra,Madhavi
-
p. 4149 - 4156
(2008/03/13)
-
- Chemoselective bromination of active methylene and methyne compounds by potassium bromide, hydrochloric acid and hydrogen peroxide
-
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.
- Kirihara, Masayuki,Ogawa, Shiho,Noguchi, Takuya,Okubo, Kumiko,Monma, Yoshinari,Shimizu, Ikuko,Shimosaki, Ryuji,Hatano, Akihiko,Hirai, Yoshiro
-
p. 2287 - 2289
(2007/10/03)
-
- A green approach for efficient α-halogenation of β-dicarbonyl compounds and cyclic ketones using N-halosuccinimides in ionic liquids
-
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.
- Meshram,Reddy,Vishnu,Sadashiv,Yadav
-
p. 991 - 995
(2007/10/03)
-
- A mild and regioselective method for α-bromination of β-keto esters and 1,3-diketones using bromodimethylsulfonium bromide (BDMS)
-
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.
- Khan, Abu T.,Ali, Md. Ashif,Goswami, Papori,Choudhury, Lokman H.
-
p. 8961 - 8963
(2007/10/03)
-
- A mild and environmentally acceptable synthetic protocol for chemoselective α-bromination of β-keto esters and 1,3-diketones
-
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
- Khan, Abu T.,Goswami, Papori,Choudhury, Lokman H.
-
p. 2751 - 2754
(2007/10/03)
-
- Tetrabromo hydrogenated cardanol: Efficient and renewable brominating agent
-
(Chemical Equation Presented) 2,4,4,6-Tetrabromo-3-n-pentadecyl-2,5- cyclohexadienone (TBPCO) has been synthesized and used as a new efficient, convenient, and environmentally friendly brominating agent.
- Attanasi, Orazio A.,Berretta, Stefano,Favi, Gianfranco,Filippone, Paolino,Mele, Giuseppe,Moscatelli, Giada,Saladino, Raffaele
-
p. 4291 - 4293
(2007/10/03)
-
- Directed regioselectivity of bromination of ketones with NBS: solvent-free conditions versus water
-
The reaction conditions employed directed the site of functionalisation of ketones with NBS: under solvent-free conditions α-bromination was the exclusive process, while in water, ring functionalisation occurred in the case of methoxy substituted aromatic ketones.
- Pravst, Igor,Zupan, Marko,Stavber, Stojan
-
p. 4707 - 4710
(2007/10/03)
-
- Synthesis and biological evaluation of 1,2,4- triazinylphenylalkylthiazolecarboxylic acid esters as cytokine-inhibiting antedrugs with strong bronchodilating effects in an animal model of asthma
-
The influx of leukocytes (eosinophils, lymphocytes, and monocytes) into the airways and their production of proinflammatory cytokines contribute to the severity of allergic asthma. We describe here the synthesis and pharmacological evaluation of a series
- Freyne, Eddy J.,Lacrampe, Jean F.,Deroose, Frederik,Boeckx, Gustaaf M.,Willems, Marc,Embrechts, Werner,Coesemans, Erwin,Willems, Johan J.,Fortin, Jerome M.,Ligney, Yannick,Dillen, Lieve L.,Cools, Willy F.,Goossens, Jan,Corens, David,De Groot, Alex,Van Wauwe, Jean P.
-
p. 2167 - 2175
(2007/10/03)
-
- Amberlyst-15-promoted efficient 2-halogenation of 1,3-keto-esters and cyclic ketones using N-halosuccinimides
-
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.
- Meshram,Reddy,Sadashiv,Yadav
-
p. 623 - 626
(2007/10/03)
-
- A mild and efficient procedure for α-bromination of ketones using N-bromosuccinimide catalysed by ammonium acetate
-
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.
- Tanemura, Kiyoshi,Suzuki, Tsuneo,Nishida, Yoko,Satsumabayashi, Koko,Horaguchi, Takaaki
-
p. 470 - 471
(2007/10/03)
-
- Efficient microwave induced direct α-halogenation of carbonyl compounds
-
A novel and direct method for the synthesis of α-halocarbonyl compounds using sequential treatment of carbonyl compounds with [hydroxy(tosyloxy)iodo]benzene followed by magnesium halides under solvent-free microwave irradiation conditions is described.
- Lee, Jong Chan,Park, Jin Young,Yoon, So Young,Bae, Yong Hun,Lee, Seung Jun
-
p. 191 - 193
(2007/10/03)
-
- Mild α-halogenation reactions of 1,3-dicarbonyl compounds catalyzed by Lewis acids
-
Lewis acid Mg(ClO4)2, combined with NBS, in CH3CN or EtOAc provided mild and fast bromination of 1,3-dicarbonyl compounds. In particular, this protocol could be applied to the α-monobromination of α-unsubstituted β-keto es
- Yang, Dan,Yan, Yi-Long,Lui, Bob
-
p. 7429 - 7431
(2007/10/03)
-
- Thiazole derivatives
-
Compounds of the formula: as well as pharmaceutically usable salts and esters thereof, wherein R1, R2and R3have the significance ascribed herein, inhibit binding of adhesive proteins to the surface of different types of cell and accordingly influence cell-cell and cell-matrix interactions. These compounds can be used in the form of pharmaceutical preparations for the control or prevention of neoplasms, tumor metastasing, tumor growth, osteoporosis, Paget's disease, diabetic retinopathy, macular degeneration, restenosis following vascular intervention, psoriasis, arthritis, fibrosis, kidney failure, as well as infection caused by viruses, bacteria or fungi.
- -
-
Page column 47
(2010/11/29)
-