- Acylamino-Directed Specific Sequential Difunctionalizations of Anilides via Metal-Free Relay Reactions for p-Oxygen and o-Nitrogen Incorporation
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Novel acylamino-directed relay disubstitutions realize the sequential difunctionalizations of anilides (1) under mild and metal-free conditions for the first time. This [bis(trifluoroacetoxy)iodo]benzene (PIFA) and BF3·Et2O promoted straightforward reaction produces a series of p-acetoxyl- or p-alkoxyl-o-nitro-N-arylamides (2), which are key scaffolds of various drugs, functional materials, and bioactive molecules. The flexibility with respect to the functional groups in these products affords this novel protocol excellent versatility for synthetic applications.
- Wan, Yameng,Zhang, Zhiguo,Ma, Nana,Bi, Jingjing,Zhang, Guisheng
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p. 780 - 791
(2019/01/24)
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- Synthetic method of amide compound
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The invention discloses a synthetic method of an amide compound. An organic carboxylic acid compound with the structure of a formula (I) and an amine compound with the structure of a formula (II) aresubjected to a grinding reaction to obtain the amide compound with the structure of a formula (III) in the presence of a coupling reagent. According to the synthetic method, a heat source is not required to be used for heating, and an organic solvent is also not required to be used as a medium, operation is easy, the reaction time is short, post-processing is easy, and industrial production is easy to achieve(Please see the specifications for the formulas).
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Paragraph 0081-0082
(2019/06/08)
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- Graphene oxide (GO) catalyzed transamidation of aliphatic amides: An efficient metal-free procedure
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Transamidation involves direct interconversion of an amide with amine, and represents an alternative to the common method of amide formation from the reaction of carboxylic acid with an amine. While the carboxamides have huge potential in biological systems and polymer industries, their formation from carboxylic acids requires activation by a suitable catalyst. A metal-free transamidation of aliphatic amide with aromatic amine catalyzed by graphene oxide (GO) has been developed and established as a general, synthetically useful and selective procedure. Graphene oxide bearing several carboxylic acids on the edges and having large surface area acts as an efficient and recyclable catalyst for transamidation.
- Bhattacharya, Suchandra,Ghosh, Pranab,Basu, Basudeb
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supporting information
p. 899 - 903
(2018/02/09)
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- Amine Activation: Synthesis of N-(Hetero)arylamides from Isothioureas and Carboxylic Acids
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A novel method for N-(hetero)arylamide synthesis based on rarely explored amine activation, rather than classical acid activation, is reported. The activated amines are easily prepared using a three-component reaction with commercial reagents. The new method shows a broad scope including challenging amides not (efficiently) accessible via classical protocols.
- Zhu, Yan-Ping,Sergeyev, Sergey,Franck, Philippe,Orru, Romano V. A.,Maes, Bert U. W.
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supporting information
p. 4602 - 4605
(2016/09/28)
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- Amidation of Carboxylic Acids with Amines by Nb2O5 as a Reusable Lewis Acid Catalyst
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Among 28 types of heterogeneous and homogenous catalysts tested, Nb2O5 shows the highest yield for direct amidation of n-dodecanoic acid with a less reactive amine (aniline). The catalytic amidation by Nb2O5 is applicable to a wide range of carboxylic acids and amines with various functional groups, and the catalyst is reusable. A comparison of the results of the catalytic study and an infrared study of the acetic acid adsorbed on the catalyst suggests that activation of the carbonyl group of the carboxylic acid by Lewis acid sites on Nb2O5 is responsible for the high activity of the Nb2O5 catalyst. Kinetic studies show that Lewis acid sites on Nb2O5 are more water-tolerant than conventional Lewis acidic oxides (Al2O3, TiO2). In comparison with the state-of-the-art homogeneous Lewis acid catalyst for amidation (ZrCl4), Nb2O5 undergoes fewer negative effects from basic additives in the solution, which indicates that Nb2O5 is a more base-tolerant Lewis acid catalyst than the homogeneous Lewis acid catalyst.
- Ali,Siddiki,Onodera, Wataru,Kon, Kenichi,Shimizu, Ken-Ichi
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p. 3555 - 3561
(2015/11/10)
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- Metallic magnesium: an efficient catalyst toward N-aryl and N-alkyl substituted amides directly from aliphatic carboxylic acids
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Abstract An efficient and inexpensive procedure for direct conversion of aliphatic carboxylic acids into amides has been developed using anilines or aliphatic amines and Mg(0) as catalyst in toluene. The amides were obtained by single crystallization in moderate to excellent yields with high purity. Graphical Abstract: [Figure not available: see fulltext.]
- Yildirim, Ayhan
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p. 947 - 951
(2015/08/06)
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- Synthesis of three novel anionic gemini surfactants and comparative studies of their assemble behavior in the presence of bovine serum albumin
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Three novel anionic sulfonate gemini surfactants, sodium 4,4′-(10,19-dioxo-9,11,18,20-tetraazaoctacosane-9,20-diyl) dibenzenesulfonate (Surfactant I), sodium 4,4′-(12,21-dioxo-11,13,20,22- tetraazadotriacontane-11,22-diyl) dibenzenesulfonate (Surfactant II), and sodium 4,4′-(14,23-dioxo-13,15,22,24-tetraazahezatriacontane-13,24-diyl) dibenzenesulfonate (Surfactant III), with different lengths of hydrophobic tail have been synthesized, and their assembly behavior in the presence of bovine serum albumin (BSA) has been studied using spectral methods and molecular modeling methods at physiological pH and 298 K. Critical micelle concentrations (CMCs) of the three surfactants have been determined by surface tension measurements. Despite the obvious decrease of CMC with the increase of tail length, fluorescence spectra have shown much closer CAC in the presence of BSA. Surfactant II shows the highest CAC of 3.19 × 10-5 mol L -1 compared with the other two. The polarity of the microenvironment in BSA-surfactant systems has been investigated using pyrene as the probe. In addition, far-UV CD spectra studied the change of the secondary structure content of BSA caused by the three surfactants. The features of the assembly behavior were discussed by three concentration regions. Surfactant II could unfold the protein much more efficiently than the other two surfactants at low concentration, but at high concentration, the change of the secondary structure and the formation of hydrophobic microenvironment show a direct relationship to the length of the hydrophobic tail with the increase of the surfactant concentration.
- Ge, Yu-Shu,Tai, Shu-Xin,Xu, Zi-Qiang,Lai, Lu,Tian, Fang-Fang,Li, Dong-Wei,Jiang, Feng-Lei,Liu, Yi,Gao, Zhi-Nong
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scheme or table
p. 5913 - 5920
(2012/07/27)
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- Nano sulfated titania as solid acid catalyst in direct synthesis of fatty acid amides
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Nanosized sulfated titania was prepared by a sol-gel hydrothermal process. X-ray diffraction (XRD), transmission electron, and scanning electron micrographs (TEM and SEM), FT-IR specific surface area, and BET N2 adsorption were employed to characterize the properties of the synthesized sulfated TiO2. The results indicate that both anatase and rutile TiO2 are obtainable. This prepared sulfated titania showed high catalytic activity in direct amidation of fatty acids as well as benzoic acids with various amines under solvent-free conditions.
- Hosseini-Sarvari, Mona,Sodagar, Esmat,Doroodmand, Mohammad Mahdi
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supporting information; experimental part
p. 2853 - 2859
(2011/05/17)
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- Total synthesis of monocyclic pyrimidinium betaines with fatty alkyl chains
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Seven betaines were prepared by condensation of N,N'-diphenylamidines with malonic acid derivatives. The amidines were made via a multistep synthesis, starting from their corresponding fatty acids. Malonyl chloride and dipentachlorophenyl phenylmalonate, two derivatives of malonic acid, were obtained from malonic acid and benzyl chloride, respectively. Most of the products were characterized by IR, UV, 1H and 13C NMR. Biological assays of the synthesized betaines revealed their good antibacterial and antifungal activities against the Pseudomonas aeruginosa, Bacillus subtilis and Mucor ramannianus and an activity against Candida albicans.
- Malki, Fatiha,Touati, Abdelkader,Rahal, Said,Moulay, Saad
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scheme or table
p. 961 - 967
(2011/12/21)
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- INHIBITORS OF BIOFILM FORMATION OF GRAM-POSITIVE AND GRAM-NEGATIVE BACTERIA
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The present invention relates to the use of compounds as broad spectrum inhibitors of bacterial biofilm formation. In particular the invention refers to a family of compounds that block the quorum sensing system of Gram-negative and Gram-positive bacteria, a process for their manufacture, pharmaceutical compositions containing them and to their use for the treatment and prevention of bacterial damages and diseases, in particular for diseases where there is an advantage in inhibiting quorum sensing regulated phenotypes of pathogens.
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Page/Page column 46-47; 51-52
(2009/07/18)
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