- Sequentially Pd/Cu-Catalyzed Alkynylation-Oxidation Synthesis of 1,2-Diketones and Consecutive One-Pot Generation of Quinoxalines
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We report a simple and efficient one-pot synthesis of 1,2-diketones by concatenation of two Pd/Cu-catalyzed processes: Pd0/CuI-catalyzed Sonogashira coupling of terminal alkynes with aryl (pseudo)halides furnishes internal alkynes, which are directly transformed by PdII/CuII-catalyzed Wacker-type oxidation with DMSO and oxygen as dual oxidants to furnish 1,2-diketones. With this efficient, catalyst economical process, various aryl iodides and triflates are efficiently transformed in high yields into symmetrically and unsymmetrically substituted 1,2-diketones with various functional groups. This process can be readily extended to a consecutive one-pot synthesis of quinoxalines in a diversity-oriented fashion.
- Niesobski, Patrik,Martínez, Ivette Santana,Kustosz, Sebastian,Müller, Thomas J. J.
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supporting information
p. 5214 - 5218
(2019/07/31)
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- Rate Enhancement in CAN-Promoted Pd(PPh3)2Cl2-Catalyzed Oxidative Cyclization: Synthesis of 2-Ketofuran-4-carboxylate Esters
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Stoichiometric ceric ammonium nitrate (CAN) and a catalytic amount of Pd(PPh3)2Cl2 (5 mol %) can rapidly produce multisubstituted 2-ketofuran-4-carboxylate esters from 2-propargylic 1,3-ketoesters via oxidative O-cyclization reaction. Pd(PPh3)2Cl2 was found to be the crucial catalyst as its inclusion greatly enhanced the rate of the reaction and cleanly afforded the products within minutes. Over 30 substrates were successfully converted to the desired compounds in mostly moderate to good yields.
- Ruengsangtongkul, Sureeporn,Chaisan, Nattawadee,Thongsornkleeb, Charnsak,Tummatorn, Jumreang,Ruchirawat, Somsak
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supporting information
p. 2514 - 2517
(2019/04/30)
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- Synthesis of smart bimetallic nano-Cu/Ag@SiO2 for clean oxidation of alcohols
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Here, we have demonstrated the synthesis and characterization of silica supported bimetallic copper/silver nanoparticles (Cu/Ag@SiO2 NPs) and their application in the clean oxidation of benzoins/benzyl alcohols in the presence of tert-butyl hydroperoxide as a mild oxidant. All the reactions were very fast (4 h) and high yielding (95-99%), and the Cu/Ag@SiO2 NPs were very stable under the reaction conditions. The catalyst was recovered simply by filtration and reused eight times without loss of its catalytic performance.
- Saha, Arijit,Payra, Soumen,Banerjee, Subhash
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p. 13377 - 13381
(2017/11/27)
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- Preparation method and antineoplastic activity of novel ruthenium complex containing 4,4'-dibromo-2,2'-dipyridyl
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The invention provides a preparation method and antineoplastic activity of a novel ruthenium complex containing 4,4'-dibromo-2,2'-dipyridyl. The preparation method is characterized by comprising the following steps that 1, 4-nitrobenzaldehyde and vitamin
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- O-Benzoyl pyridine aldoxime and amidoxime derivatives: Novel efficient DNA photo-cleavage agents
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O-Benzoyl derivatives of meta-, ortho- and para-pyridine aldoximes and amidoximes are novel efficient DNA photo-cleavage agents. In particular O-p-nitro-benzoyl derivatives 4, 8 and 15 were effective at concentrations as low as 1 μM. Both aldoximes and amidoximes were active under aerobic and anaerobic conditions, with a double-stranded to single-stranded DNA cleavage ratio of up to 1. These results give prospects for multiple applications, including phototherapeutic treatment of solid tumors. This journal is
- Karamtzioti, Paraskevi,Papastergiou, Asterios,Stefanakis, John G.,Koumbis, Alexandros E.,Anastasiou, Ioanna,Koffa, Maria,Fylaktakidou, Konstantina C.
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p. 719 - 726
(2015/04/27)
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- C-H oxidation using graphite oxide
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Graphite oxide was found to be an effective oxidant for use in a broad range of reactions, including the oxidation of olefins to their respective diones, methyl benzenes to their respective aldehydes, diarylmethanes to their respective ketones, and various dehydrogenations. The temperatures used in the reactions were typically mild (100-120 °C), and the heterogeneous nature of the oxidant facilitated isolation and purification of the desired products. In most cases, no by-products were observed and the desired products were isolated in good to excellent yields.
- Jia, Hong-Peng,Dreyer, Daniel R.,Bielawski, Christopher W.
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experimental part
p. 4431 - 4434
(2011/08/06)
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- CARBOCATALYSTS FOR CHEMICAL TRANSFORMATIONS
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The disclosure relates to catalytically active carbocatalysts, e.g., a graphene oxide or graphite oxide catalyst suitable for use in a variety of chemical transformations. In one embodiment, it relates to a method of catalyzing a chemical reaction of an organic molecule by reacting the organic molecule in the presence of a sufficient amount of graphene oxide or graphite oxide for a time and at a temperature sufficient to allow catalysis of a chemical reaction. According to other embodiments, the reaction may be an oxidation reaction, a hydration reaction, a dehydrogenation reaction, a condensation reaction, or a polymerization reaction. Some reactions may include auto-tandem reactions. The disclosure further provides reaction mixtures containing an organic molecule and graphene oxide or graphite oxide in an amount sufficient to catalyze a reaction of the organic molecule.
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Page/Page column 41-43
(2011/12/14)
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- Novel one-pot procedure for the synthesis of 1,2-diketones
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A simple and convenient one-pot procedure is reported for the synthesis of 1,2-diketones from corresponding benzoin-type condensation reaction of aromatic aldehydes in water with N,N-dialkylbenzimidazolium salt as condensation catalyst and ferric chloride as oxidizing reagent. Copyright Taylor & Francis Group, LLC.
- Jing, Xiaobi,Pan, Xin,Li, Zhen,Shi, Yaocheng,Yan, Chaoguo
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experimental part
p. 492 - 496
(2009/06/18)
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- Ruthenium catalyzed oxidation of 1,2-diols to 1,2-diketones using bromamine-T as an oxidizing agent
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A variety of 1,2-diols were selectively oxidized to their corresponding 1,2-diketones with bromamine-T using RuCl3 · xH2O as catalyst in alkaline acetonitrile/ water (1:1) medium. The reaction was pH dependent (pH 8.4), and at higher pH the rate of the reaction decreased significantly. Copyright Taylor & Francis, Inc.
- Jain, Suman L.,Sharma, Vishal B.,Sain, Bir
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p. 465 - 469
(2007/10/03)
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- Methyltrioxorhenium catalyzed oxidation of 1,2-diols to 1,2-diketones using hydrogen peroxide as oxidant
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A variety of 1,2-diols were oxidized selectively to the corresponding 1,2-diketones by the dropwise addition of 30% aqueous hydrogen peroxide using methyltrioxorhenium as catalyst.
- Jain, Suman L.,Sharma, Vishal B.,Sain, Bir
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p. 1233 - 1235
(2007/10/03)
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- Combination therapy
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The present invention relates to methods of treating cancer using a combination of at least two Akt inhibitors or a compound which is an inhibitor of Akt and an inhibitor of a protein kinase, which methods comprise administering to a mammal, either sequentially in any order or simultaneously, amounts of at least two therapeutic agents selected from a group consisting of a compound(s) which are inhibitors of Akt and compound(s) which are inhibitors of protein kinases. The invention also relates to methods of preparing such compositions.
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- Room-temperature free-radical-induced polymerization of 1,1′-(methylenedi-1,4-phenylene)bismaleimide via a novel diphenylquinoxaline-containing hyperbranched aromatic polyamide
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Two new diphenylquinoxaline-containing AB2 monomers, 2,3-bis(4-aminophenyl)quinoxaline-6-carboxylic acid, 5 and 2,3-bis[4-(4-aminophenoxy)phenyl]quinoxaline-6-carboxylic acid, 9 were prepared and polymerized via the Yamazaki reaction to form th
- Baek, Jong-Beom,Ferguson, John B.,Tan, Loon-Seng
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p. 4385 - 4396
(2007/10/03)
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- A new ytterbium iodide mediated coupling of acyl cyanides and synthesis of 1,2-diketones
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Conversion of acyl cyanides 1 into 1,2-diketones 2 has been achieved by the action of ytterbium iodide in dry tetrahydrofuran at room temperature, in high yields.
- Saikia, Promod,Laskar, Dhrubojyoti D.,Prajapati, Dipak,Sandhu, Jagir S.
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p. 7525 - 7526
(2007/10/03)
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- Sm or Zn-induced coupling reactions. A facile route to 1,2-diketones
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Coupling of keto cyanides 1 into 1,2-diketones 2 has been performed by the action of SmI2 or ZnI2 in tetrahydrofuran at ambient temperature in high yields.
- Baruah, Bipul,Boruah, Anima,Prajapati, Dipak,Sandhu, Jagir S
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p. 7603 - 7604
(2007/10/03)
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- Catalytic action of azolium salts. III. Aroylation of N-phenylbenzimidoyl chlorides with aromatic aldehydes in the presence of 1,3-dimethylimidazolium iodide
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N-Phenylbenzimidoyl chlorides 10, 11, 12, 13, and 14 were aroylated with aromatic aldehydes 9 in the presence of a catalytic amount of 1,3-dimethylimidazolium iodide (1) to afford N-(α-aroylbenzylidene)anilines 15, 16, 17, 18, and 19. Treatment of the resulting N-(α-aroylbenzylidene)anilines (15-19) with diluted hydrochloric acid (HCl) produced the benzils 20, 21, 22, 23, and 24 in excellent yields.
- Miyashita,Matsuda,Higashino
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p. 2627 - 2631
(2007/10/02)
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- Mechanistic Studies in the Chemistry of Thiourea. Part 1. Reaction with Benzil Under Alkaline Conditions
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Benzil reacts under alkaline conditions with 1,3-dimethylthiourea to form 4,5-dihydroxy-1,3-dimethyl-4,5-diphenyltetrahydroimidazole-2-thione (1); with 1-methylthiourea to form 3-methyl-5,5-diphenyl-2-thiohydantoin (9); and with thiourea to form both the corresponding hydantoin and 3a,7a-diphenyltetrahydroimidazoimidazole-2,5-dithione (19).The use of high field n. m. r. spectroscopy and benzil labelled with carbon-13 in the carbonyl group has permitted delineation of the reaction mechanisms and detection of a number of transient intermediates.
- Broan, Christopher J.,Butler, Anthony R.,Reed, David,Sadler, Ian H.
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p. 731 - 740
(2007/10/02)
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- A New Site Selective Synthesis of Benzoin Esters. Synthesis of Symmetrically and Unsymmetrically Substituted Benzils
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A series of novel benzoin esters has been obtained in high yield, in a site selective synthesis, by the acid hydrolysis of a series of 4-benzoyloxy-2-azabuta-1,3-dienes.The oxidation of the benzoin esters allows the preparation of symmetrically and unsymmetrically substituted benzils by a route that is superior, in some cases, to those previously reported.
- Armesto, Diego,Horspool, William M.,Ortiz, Maria J.,Perez-Ossorio, Rafael
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p. 799 - 801
(2007/10/02)
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- Cobalt(II) Chloride Catalysed Coupling of Acetic Anhydride with Aldehydes. A Novel Synthesis of Asymmetrical 1,2-Diones
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Cobalt(II) chloride in acetonitrile efficiently catalyses the coupling of acetic anhydride with various aldehydes to the corresponding 1,2-diones in very high yields.
- Ahmad, Saeed,Iqbal, Javed
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p. 692 - 693
(2007/10/02)
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- STRUCTURES IN SOLUTION OF ADDUCTS OF HEXAMETHYLPHOSPHORUS TRIAMIDE AND SUBSTITUTED BENZILS
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Hexamethylphosphorus triamide has been allowed to react with p,p'-dinitrobenzil, p-chlorobenzyl, p,p'-difluorobenzil, p,p'-dimethylbenzil and p,p'-dimethoxybenzil.All of these materilas in benzene-d6 had negative δ 31P chemical shifts except for the p,p'-
- Denney, Donald B.,Pastor. Stephen D.
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p. 239 - 246
(2007/10/02)
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- Process for producing aromatic α-diketones
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A process for producing α-diketones which comprises oxidizing diaryl-substituted acetylenes with potassium permanganate in an aqueous acetone solution preferably in the presence of acetic acid.
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