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1.
A versatile, one-pot synthesis of 2-arylimidazole-4-carboxylic acids from arylamidines and methyl-2-chloroacetoacetate is described. The transformation is chemoselective, and reaction conditions are mild. Moreover, the flexibility of the strategy offers rapid access to two important classes of biaryl compounds, both 2-arylimidazoles and 2-arylpyrimidines, depending simply upon solvent and base selection. [reaction: see text] 相似文献
2.
A fast and convenient synthesis of arylamidines starting from readily available potassium aryltrifluoroborates and cyanamides is reported. The coupling was achieved by Pd(II)-catalysis in a one step 20 min microwave protocol using Pd(O(2)CCF(3)), 6-methyl-2,2'-bipyridyl, TFA, and MeOH, providing the corresponding arylamidines in moderate to excellent yields. 相似文献
3.
Zenaide Severina do Monte Maria Renata Leite Monteiro Camila Beatriz Atanásio Borba Norma Buarque de Gusmão Emerson Peter da Silva Falcão Ricardo Oliveira Silva 《合成通讯》2016,46(11):983-991
This article describes an efficient and facile synthesis of 11 2,4,6-trisubstituted 5-cyanopyrimidines starting from meta- and para-substituted 2-cyanocinnamonitriles and arylamidines. The synthesized heterocycles, 3a–k, were characterized by infrared (IR), 1H NMR, 13C NMR, and mass spectral data. The probable mechanism of formation of the title compounds employing 2-cyanocinnamonitriles and arylamidines in the presence of a base was clarified. A preliminary screening of the antibacterial tests clearly showed that 4 out of 11 pyrimidines, 3a, 3e, 3f, and 3k, were effective against bacteria Staphyloccus aureus, Bacillus subtillis, and Pseudomonas aeruginosa. Further, the minimum inhibitory concentration (MIC) against the bacteria has been determined. 相似文献
4.
咪唑并吡啶类化合物的合成及其应用* 总被引:2,自引:0,他引:2
咪唑并吡啶类化合物具有与吲哚、氮杂吲哚等类似的特殊结构和良好的生物活性,在医药和农药工业有着广泛的应用,成为有机化学家和药物化学家的研究热点。咪唑并吡啶类化合物主要有咪唑并[4,5-b]吡啶、咪唑并[4,5-c]吡啶、咪唑并[1,2-a]吡啶和咪唑并[1,5-a]吡啶等4个类型。本文阐述了近年来咪唑并吡啶类化合物的合成研究进展和应用情况,主要介绍了咪唑并[4,5-b]吡啶和咪唑并[4,5-c]吡啶这两类化合物的合成方法和在医药及农药领域的应用。 相似文献
5.
Copper oxide nanoparticles have been applied as an efficient catalyst for the formation of C–N bonds. They can catalyze diaminations for the regiospecific synthesis of 1,2‐disubstituted benzimidazoles from 1,2‐dihaloarenes and N‐arylamidines. The best performance has been achieved using CuO nanoparticles with average diameter of 6.5 nm. In addition, the catalyst can be recycled and reused without any significant decrease in catalytic activity. Copyright © 2016 John Wiley & Sons, Ltd. 相似文献
6.
Roberto Pellicciari Benedetto Natalini A. Ricci G. Alunni-Bistocchi G. De Meo 《Journal of heterocyclic chemistry》1978,15(6):927-928
By application of the Friedlander synthesis on 2,3-dihydro-l-benzothiepin-4(5H) one (4), the corresponding [4,5-b]quinoline derivatives 5a and 5b were obtained. Starting from the ketone (4) and by application of the Fischer indole synthesis, 1-benzolhiepino[4,5-b ]indole (6) and 1-benzothiepino[4,5-b]benzo[g]indole (7) were obtained. When β-naphthylhydrazine was used in the indolisation reaction, a mixture of 1-benzothiepino[4,5-b]benzo[e]indole ( 8 ) and 1-benzothiepino[4,3-b]benzo[e] indole (9) was obtained. 相似文献
7.
Zhen Zhou Miaochang Liu Song Sun En Yao Suqin Liu Zhiwen Wu Jin-Tao Yu Yan Jiang Jiang Cheng 《Tetrahedron letters》2017,58(26):2571-2573
A base-promoted three-component reaction between arylmethyl bromides, arylamidines and elemental sulfur was developed, leading to unsymmetric 3,5-diaryl-1,2,4-thiadiazoles in moderate to good yields with chemical diversity and complexity. This procedure shows broad substrates scope by employing elemental sulfur and commercially available starting materials under transition-metal free conditions. 相似文献
8.
A selective nitration of calix[4]arene at the upper rim in one pot process was described by monitoring the time dependence of the distribution of products by high‐performance liquid chromatography (HPLC). The discrimination of five nitrated products was accomplished by molecular symmetry considerations and 1H NMR analysis. As a result, unusual 5,11,17‐trinitrocalix[4]arene ( 2d ) was obtained in 57% isolated yield. 5,11‐Dinitro‐calix[4]arene ( 2b ) and 5,11,17‐trinitrocalix[4]arene ( 2d ) with tetranitrocalix[4]arene 2e were further characterized by crystal X‐ray diffraction analysis. Furthermore, as an example of potential application, trinitrocalix[4]arene 2d could be converted to triaminocalix[4]arene 3d conveniently. 相似文献
9.
Mélodie Ferrat Dr. Kenneth Dahl Dr. Magnus Schou 《Chemistry (Weinheim an der Bergstrasse, Germany)》2021,27(34):8689-8693
Electrophilic 11C-labelled aroyl dimethylaminopyridinium salts, obtained by carbonylative cross-coupling of aryl halides with [11C]carbon monoxide, were prepared for the first time and shown to be valuable intermediates in the synthesis of primary [11C]benzamides. The methodology furnished a set of benzamide model compounds, including the two poly (ADP-ribose) polymerase (PARP) inhibitors niraparib and veliparib, in moderate to excellent radiochemical yields. In addition to providing a convenient and practical route to primary [11C]benzamides, the current method paves the way for future application of [11C]aroyl dimethylaminopyridinium halide salts in positron emission tomography (PET) tracer synthesis. 相似文献
10.
4,16-Dibromo[2.2]paracyclophane (4) is isomerised to 4,12-dibromo[2.2]paracyclophane (1) by the application of microwaves in DMF solution. 相似文献
11.
The 1H- and 13C-nmr spectra of [1]benzothieno[2,3-c]naphtho[1,2-h]quinoline and [1]benzothieno[2,3-c]-naphtho[1,2-h][1,2,4]triazolo[4,3-a]quinoline were totally assigned using a combination of two-dimensional nmr techniques. After correlation of the proton signals by a COSY spectrum and one-bond heteronuclear correlation, complete assignment of the 1H- and 13C-nmr spectra of the novel heterocyclic compounds required the application of long-range CH coupling information particularly for quarternary resonance assignments and the orientations of individual spin systems relative to one another. 相似文献
12.
Dr. Eleonora Cavallari Dr. Carla Carrera Prof. Silvio Aime Dr. Francesca Reineri 《Chemphyschem》2019,20(2):318-325
The kinetics of metabolic processes can be assessed, in real time by means of MR hyperpolarized (HP) metabolites. [1-13C]pyruvate, hyperpolarized by means of d-DNP, is, by far, the substrate most widely applied to the investigation of several pathologies characterized by deregulated glycolytic metabolic networks, including cancer. Hyperpolarization of [1-13C]pyruvate by means of the cost effective, fast and easy to handle PHIP-SAH (para-hydrogen induced polarization-side arm hydrogenation) method opens-up a pathway for the application of HP metabolites to a wide range of cancer-related studies. Herein, we report the first application of PHIP-SAH hyperpolarized [1-13C]pyruvate in the investigation of upregulated glycolysis in two murine breast cancer cell lines (168FARN and 4T1). The results obtained using HP pyruvate have been validated with a conventional biochemical assay and are coherent with previously-reported lactate dehydrogenase activity measured in those cells. 相似文献
13.
Bo Zhang Dr. Benjamin H. Fraser Mitchell A. Klenner Zhen Chen Prof. Steven H. Liang Prof. Massimiliano Massi Prof. Andrea J. Robinson Dr. Giancarlo Pascali 《Chemistry (Weinheim an der Bergstrasse, Germany)》2019,25(32):7613-7617
Fluorine-18 is the most utilized radioisotope in positron emission tomography (PET), but the wide application of fluorine-18 radiopharmaceuticals is hindered by its challenging labelling conditions. As such, many potentially important radiotracers remain underutilized. Herein, we describe the use of [18F]ethenesulfonyl fluoride (ESF) as a novel radiofluoride relay reagent that allows radiofluorination reactions to be performed in minimally equipped satellite nuclear medicine centres. [18F]ESF has a simple and reliable production route and can be stored on inert cartridges. The cartridges can then be shipped remotely and the trapped [18F]ESF can be liberated by simple solvent elution. We have tested 18 radiolabelling precursors, inclusive of model and clinically used structures, and most precursors have demonstrated comparable radiofluorination efficiencies to those obtained using a conventionally dried [18F]fluoride source. 相似文献
14.
《Magnetic resonance in chemistry : MRC》2003,41(6):478-480
The 1H and 13C NMR resonances for a novel distamycin conjugate, 3‐[1‐methyl‐4‐[1‐methyl‐4‐[1‐methyl‐4‐[N1‐[5‐methyl‐2,4(1H,3H)pyrimidinedione]acetylamino]pyrrole‐2‐carboxamido]pyrrole‐2‐carboxamido]pyrrole‐2‐carboxamido]propionamidine hydrochloride ( 1 ), were assigned, using the concerted application of one‐ and two‐dimensional NMR techniques including nuclear Overhauser effect difference, DEPT, HMQC and HMBC experiments. Copyright © 2003 John Wiley & Sons, Ltd. 相似文献
15.
《中国化学快报》2022,33(5):2455-2458
A linear supramolecular polymer with controllable features based on twisted cucurbit[14]uril (tQ[14]) and cucurbit[8]uril (Q[8]) was firstly fabricated via an effective self-sorting strategy. Herein we designed a monomer, 1?butyl?1′-(naphthalen- 2-ylmethyl)-4,4′-bipyridinium bromide (BNB), that contains bipyridyl, aliphatic butyl and aromatic naphthyl groups, simultaneously. Two host molecules, tQ[14] and Q[8] were employed to develop an effective strategy for constructing a linear supramolecular polymer with controllable features. The alkyl groups on both sides of BNB could insert into the two cavities of tQ[14], the naphthyl part of BNB via π-π stacking in Q[8] cavity, serving as the driving force for supramolecular polymerization. Through self-sorting of the monomer, tQ[14] and Q[8], led to the formation of the linear supramolecular polymer. Depolymerization could be achieved by addition of adamantane hydrochloride (AH) which driven two BNB guest molecules out of the Q[8] cavity. This self-sorting strategy has great potential, not only for designing supramolecular polymer materials with different controllable structures through introduction of multiple functional groups, but also for broadening the application of twisted cucurbit[14]uril in supramolecular chemistry. 相似文献
16.
A Chiral Halogen‐Bonding [3]Rotaxane for the Recognition and Sensing of Biologically Relevant Dicarboxylate Anions 下载免费PDF全文
Jason Y. C. Lim Igor Marques Prof. Vítor Félix Prof. Paul D. Beer 《Angewandte Chemie (International ed. in English)》2018,57(2):584-588
The unprecedented application of a chiral halogen‐bonding [3]rotaxane host system for the discrimination of stereo‐ and E/Z geometric isomers of a dicarboxylate anion guest is described. Synthesised by a chloride anion templation strategy, the [3]rotaxane host recognises dicarboxylates through the formation of 1:1 stoichiometric sandwich complexes. This process was analysed by molecular dynamics simulations, which revealed the critical synergy of halogen and hydrogen bonding interactions in anion discrimination. In addition, the centrally located chiral (S)‐BINOL motif of the [3]rotaxane axle component facilitates the complexed dicarboxylate species to be sensed via a fluorescence response. 相似文献
17.
《中国化学快报》2021,32(9):2773-2776
Supramolecular assemblies constructed through the encapsulation of conductive polymers (CPs) by macrocyclic molecules have attracted increasing interest in the fields of supramolecular chemistry and electrochemistry. In this work, an effective strategy was reported to improve the stability and conductivity of CPs by electrochemically constructing different supramolecular assemblies composed of macrocycles and CPs. Typically, we uploaded zinc-based MOF (ZIF-8) onto carbon nanotube film (CNTF) and further electrically deposited macrocycles and CPs to gain the flexible conductive electrodes. Herein, five different supramolecular macrocycles, including α-cyclodextrin (α-CD), sulfato-β-cyclodextrin (SCD), sulfonatocalix[4]arene (SC[4]), cucurbit[6]uril (CB[6]) and cucurbit[7]uril (CB[7]) were utilized and the electrochemical performances of the assembly electrodes increased in an order of α-CD < SCD < SC[4] < CB[6] < CB[7], significantly improving the areal capacitance up to 1533 mF/cm2. This strategy may provide a new way for the application of macrocyclic supramolecules in electrochemical systems. 相似文献
18.
Niklas Radhoff Dr. Constantin G. Daniliuc Prof. Dr. Armido Studer 《Angewandte Chemie (International ed. in English)》2023,62(34):e202304771
Design, synthesis and application of benzene bioisosteres have attracted a lot of attention in the past 20 years. Recently, bicyclo[2.1.1]hexanes have emerged as highly attractive bioisosteres for ortho- and meta-substituted benzenes. Herein we report a mild, scalable and transition-metal-free protocol for the construction of highly substituted bicyclo[2.1.1]hexan-2-ones through Lewis acid catalyzed (3+2)-cycloaddition of bicyclo[1.1.0]-butane ketones with disubstituted ketenes. The reaction shows high functional group tolerance as documented by the successful preparation of various 3-alkyl-3-aryl as well as 3,3-bisalkyl bicyclo[2.1.1]hexan-2-ones (26 examples, up to 89 % yield). Postfunctionalization of the exocyclic ketone moiety is also demonstrated. 相似文献
19.
Jerzy Lisowski 《Molecules (Basel, Switzerland)》2022,27(13)
The condensation of aromatic dialdehydes with chiral diamines, such as 1,2-trans-diaminocyclohexane, leads to various enantiopure or meso-type macrocyclic Schiff bases, including [2 + 2], [3 + 3], [4 + 4], [6 + 6] and [8 + 8] condensation products. Unlike most cases of macrocycle synthesis, the [3 + 3] macrocycles of this type are sometimes obtained in high yields by direct condensation without a metal template. Macrocycles of other sizes from this family can often be selectively obtained in high yields by a suitable choice of metal template, solvent, or chirality of the building blocks. In particular, the application of a cadmium(II) template results in the expansion of the [2 + 2] macrocycles into giant [6 + 6] and [8 + 8] macrocycles. These imine macrocycles can be reduced to the corresponding macrocyclic amines which can act as hosts for the binding of multiple cations or multiple anions. 相似文献
20.
Fahai Cao Li Tian Nianjun Luo Dingye Fang Weiyong Ying 《Reaction Kinetics and Catalysis Letters》2008,94(1):107-114
A new application of ionic liquids is developed for a novel process of synthesizing pentyltoluene from toluene and a C5 diolefin
(1,3-pentadiene). The catalyst [bupy]BF4-AlCl3 behaves better than [bupy]BF4-FeCl3. 相似文献