A novel synthesis of pyrazolo[3,4-b]pyridine derivatives through multi-component reaction in ionic liquid

An efficient and novel procedure for the preparation of pyrazolo[3,4-b]pyridine derivatives through multi-component reaction of aldehyde, 5-amino-3-methyl-1-phenylpyrazole and malononitrile or cyanoacetate in [bmim][BF4] is described in this paper. Advantages of the method presented here include mild conditions, high yields together with a green nature and ease of recovery and reuse of the reaction medium.

Rh(Ⅱ) and Zn(Ⅱ) co-catalyzed multi-component reaction for the synthesis of vicinal diols

Oxonium ylide intermediates generated from α-diazocarbonyl compounds and water were trapped by Zn（Ⅱ）-activated α- dicarbonyl compounds. The reaction gave α,β-dihydroxyl acid derivatives in moderate yield.

Synthesis of 2-Trifluoromethyl-4-aminoquinolines via Heating-Promoted Multi-component Reaction of CF_(3)-Imidoyl Sulfoxonium Ylides and Amines with Difluorocarbene as a C1 Synthon

A thermally-induced multi-component reaction of CF_(3)-substituted imidoyl sulfoxonium ylides(TFISYs),amines and(triphenylphosphonio)difluoroacetate(PDFA)has been developed,allowing a facile access to 2-trifluoromethyl-4-aminoquinolines in high yields.The reaction proceeds smoothly with or without the addition of sulfur and utilizes difluorocarbene as a C1 synthon under simply heating conditions.Mechanistic study reveals that in-situ generated thiocarbonyl fluoride,isothiocyanate or gem-difluoroalkene might act as the key reaction intermediates.

An asymmetric catalytic multi-component reaction enabled the green synthesis of isoserine derivatives and semi-synthesis of paclitaxel

Paclitaxel(Taxol^(@))as a cornerstone of chemotherapy remains in high demand.The semi-synthesis of paclitaxel via coupling of Taxus leaf-produced baccatin III and manually synthesized isoserine(C-13 side chain)is one of the solutions to avoid environmental damage caused by the sacrifice of the whole Taxus brevifolia.A green synthesis of the C-13 side chain is pivotal to the green production of paclitaxel.We herein report a green synthesis of isoserine derivatives and the semi-synthesis of paclitaxel via a straightforward assembly of isoserines based on an Rh2(TPA)3(OAc)/CPA1 co-catalyzed asymmetric multi-component reaction of ethyl diazoacetate,triethyl silanol and N-(anthrancen-9-ylmethyl)benzaldimine.The method is featured by improved atom economy,effective mass yield,and environmental factors compared to our previous racemic method and BMS company's semi-synthesis method.And the method allows for rapid access to paclitaxel derivatives with varied C-13 side chains.

Visible-light-initiated 4CzIPN catalyzed multi-component tandem reactions to assemble sulfonated quinoxalin-2(1H)-ones

A mild and efficient photochemical multi-component tandem reaction of quinoxalin-2(1H)-ones, alkenes and sulfinic acids is reported. This tandem reaction could be conveniently carried out at room temperature by employing 4Cz IPN as the metal-free photocatalyst and dioxygen(air) as the environmentally benign oxidant. A number of sulfonated quinoxalin-2(1H)-ones were obtained in satisfactory yields with favorable functional group tolerance. Radical trapping experiment and fluorescence quenching experiments were performed to elucidate this visible-light mediated radical reaction process.

Synthesis of novel uracil based 2,5-diaminofurans using multi-component reactions

A simple synthesis of highly functionalized 2,5-diaminofurans based pyrimidine derivatives from 1-（carboxymethyl）uracil via a multi-component reaction is described. The reactive 1：1 intermediate produced from the reaction of tert-butyl isocyanide and dialkyl acetylenedicarboxylates was trapped at room temperature by 1-（carboxymethyl）uracil derivatives to yield polyfunctio- nalized furan rings in fairly good yields.

DABCO-catalyzed multi-component domino reactions for green and efficient synthesis of novel 3-oxo-3H-benzo[a]pyrano[2,3-c]phenazine-1-carboxylate and 3-(5-hydroxybenzo[a]phenazin-6-yl)acrylate derivatives in water

An efficient,convenient and environmentally benign procedure for the synthesis of novel 3-oxo-3Hbenzo[a]pyrano[2.3-c]phenazine-l-carboxylate and 3-（5-hydroxybenzo[a]phenazin-6-yl） acrylate derivatives has been developed by domino three-component condensation reaction between 2-hydroxynaphthalene-1,4-dione,benzene-1,2-diamines and acetylenic esters in the presence of a catalytic amount of DABCO as an expedient,eco-friendly and reusable base catalyst in water.This green process produces biologically and pharmacologically significant heterocycles in a one-pot single operation and offers considerable advantages such as：operational simplicity,short reaction time,high yields,reusability of catalyst,absence of any tedious workup or purification and avoids hazardous reagents/solvents.

Fully fluorinated hybrid zeolite imidazole/Prussian blue analogs with combined advantages for efficient oxygen evolution reaction

Hybrid metal-organic framework(MOF)derivatives play a significant role in the novel catalyst development in energy conversion reactions.Here,we demonstrated the low-temperature fully fluorinated zeolitic imidazole framework(ZIF)coupled with a three-dimensional open framework Prussian blue analog(PBA)with combined advantages for electrocatalytic oxygen evolution reaction(OER)in water splitting reaction.The spectroscopic analysis and the electrochemical studies revealed the combined advantages of efficient electronic effect and active site synergism.Because of good conductivity improvement by Ndoped carbon derived from ZIF and the high electrochemical surface area and active site exposure from PBA derivatives,good catalytic performance was obtained on the optimal catalyst of Co Ni ZIF/Co Fe-PBAF-300,which required a low overpotential of 250 m V to reach 10 m A/cm^(2)loaded on the glassy carbon electrode,with Tafel slope of 47.4 m V/dec,and very high dynamic and steady stability.In addition,the multi-component with the mixed structure from highly polar metal fluorides promoted the easy formation of the active phase as revealed by the post-sample analysis.The current results showed a novel composite catalyst materials development from the hybrid MOF derivatives,which would be promising in the electrolysis of water oxidation reactions and energy-relevant catalysis reactions.

硅胶负载硫酸(SSA)催化合成不对称芳基硫醚类化合物及其抗真菌活性和分子对接研究

通过固载催化剂硅胶硫酸(SSA)催化苯硫酚、芳香醛和5,5-二甲基-1,3-环己二酮进行多组分反应得到不对称芳基硫醚类化合物3-羟基-5,5-二甲基-2-[(1-苯硫基-1-苯基)]甲基-2-环己烯酮,SSA催化使反应产率更高且催化剂可重复使用。通过对催化剂量、温度和投料物质的量比进行优化得到了最佳反应条件。目标化合物结构通过IR、~1HNMR、^(13)CNMR和HR-MS进行确证,初步生物活性测试表明部分化合物具有抗新生隐球菌和白色念珠菌的活性。同时,对3-羟基-5,5-二甲基-2-[1-(2-氟苯硫基-1-苯基)]甲基-2-环己烯酮和白色念珠菌的N-肉豆蔻酰基转移酶(CaNMT)进行了分子对接研究。

通过红外光谱结合化学计量学方法研究奥克托今的合成机理

通过红外(IR)光谱在线监测醋酐法合成奥克托今(HMX)的反应过程,采用渐进因子分析(EFA)结合多元曲线分辨-交替最小二乘法(MCR-ALS)以及直观推导式演进特征投影法(HELP)等化学计量学方法对反应过程的光谱数据矩阵进行解析,获得了各组分浓度变化曲线和对应的IR光谱;并采用密度泛函理论(DFT)的B3LYP方法,在6-31G*基组水平上得到该化合物的全优化结构,在振动分析的基础上求得体系的振动频率和IR光谱.通过对比发现,MCR-ALS和HELP法可得出相互验证的一致结论;将通过量子化学计算的中间体的IR光谱特征吸收峰与2种方法进行比较,结果吻合,从而推导出合理的反应机理.实验结果表明,化学计量学方法结合在线红外光谱是研究反应机理的有效手段,对反应路线的选择具有指导意义.

温和条件下丁二酰亚胺-N-磺酸催化合成双吲哚甲烷和香豆素衍生物(英文)

A mild and simple procedure is described for the synthesis of bis(indolyl)methane and coumarin derivatives using succinimide-N-sulfonic acid as an efficient,cheap,and reusable catalyst under mild conditions.

One Pot, Multi-component Synthesis of 3-[（4-Aryl-thiazol-2-yl）-hydrazono]-1,3-dihydro-indole-2-one

A series of 3-[（4-phenyl-thiazol-2-yl）-hydrazono]-1,3-dihydro-indole-2-one（4a-4g） and 3-{[4-（2-oxo2H-chromen-3-yl）-thiazol-2-yl]-hydrazono}-1,3-dihydro-indol-2-one（6a-6d） has been prepared in a one-step procedure from condensation reaction of isatin（1）,thiosemicarbazide（2） and bromoacetophenones（3）/or 3-（2-bromoacetyl）coumarins（4）.The method provides a simple and efficient route to prepare the compounds in good yields and in a short experimental time as compared to its stepwise procedure.

Facile Synthesis and Crystal Structure of a Novel Cyanopyridine

The title compound 2-amino-4-（4-hydroxy-3,5-dimethoxyphenyl）-5-methyl-6- phenyl nicotinonitrile, C21H19N3O3, was synthesized via four-component reactions between propiophenone, malononitrile, syringaldehyde and ammonium acetate in ethanol under reflux without catalyst and characterized by IR, 1H NMR, 13C NMR, MS, EA and single-crystal X-ray diffraction. Single-crystal X-ray diffraction analysis shows that the compound is of monoclinic system, space group P21/n with a = 8.4600（17）, b = 17.139（3）, c = 13.408（3） A, β= 107.06（3）°, V= 1858.6（6） A3, Z = 4, Mr = 361.39, F（000） = 760, μ（MoKa） = 0.088 mm^-1 Dc = 1.292 g/cm3, 2 = 0.71073 A, the final R = 0.0751 and wR = 0.0938 for 3333 observed reflections with I〉 2σ（I）. The crystal packing of the title compound is stabilized by intermolecular hydrogen bonds.

β-乙酰氨基酮类化合物的合成

报道了磺氨酸催化多组分一锅法合成β-乙酰氨基酮的方法.该方法具有产率高、反应条件温和、反应时间短、催化剂可以重复利用等优点.

CO助燃剂对流化床制丙烯反应的影响

在流化床甲醇制丙烯(FMTP)生产过程中,催化剂再生会产生大量的CO,导致再生器顶部飞温。在FMTP反应-再生装置中加入CO助燃剂,能够降低烟气中CO的含量。考察了CO助燃剂对甲醇制烯烃(MCR)和烯烃回炼(EBTP)反应的影响。结果表明,加入适量的CO助燃剂,对MCR和EBTP反应的转化率和产品的气相选择性影响较小。

One-pot Three-component Synthesis of 4,4'-Arylidene-bis(3-methyl-pyrazolones) Derivatives in Water

Aldehydes,hydrazine and ethyl acetoacetate were used for the synthesis of 4,4＇-arylidene-bis（3-methyl-pyrazolones） derivatives in water.In this green synthetic protocol,the solvent water itself catalyzed the reaction via hydrogen bonding,thus avoiding the use of any other catalyst to make the work up procedure easier.One-pot,environmental friendly and convenient are the highlights.

Caffeine catalyzed green synthesis of novel benzo[a][1,3]oxazino[6,5-c]phenazines via a one-pot multi-component sequential protocol in a basic ionic liquid

Caffeine was applied as a green and natural catalyst for the one-pot,four-component sequential condensation between 2-hydroxy-1,4-naphthoquinone,aromatic 1,2-diamines,ammonium thiocyanate and acid chlorides in the presence of a basic ionic liquid（l-butyl-3-methylimidazolium hydroxide） to afford the corresponding benzo[a][1,3]oxazino[6,5-c]phenazine derivatives.In this one-pot transformation,five bonds and two new rings are efficiently formed.This protocol has the advantages of operational simplicity,high yields,easy workup,avoidance of hazardous or toxic catalysts and organic solvents and high chemo-and regioselectivities.

An Efficient Synthesis of 2,3-Diaminoacid Derivatives Using Phosphine Catalyst

Ethyl 2,3-diphthalimidoylpropanoate was effectively synthesized from ethyl propynoate with two equivalents of phthalimide catalyzed by triphenylphosphine in good yield. The choice of reaction media was important for selective synthesis of the desired 2,3-diaminocarboxylic acid derivatives. The reaction is considered to occur through a zwitterionic intermediate derived from the reaction of the α,β-unsaturated ester with triphenylphosphine.

An Eco-friendly Method for Novel Scaffolds： Novel N2-Substituted Fused Pyrazolo （4＇,3＇：5,6） Pyrano （2,3-d） Pyrimidine Terminated by Hydroxy Group

Four components have been reacted in water and in the presence of N-morpholine yielded pyrnopyrazole as a simple substrate for novel N2-acyclonucleoside derivatives of fused pyranopyrazole. The sodium salt of fused pyranopyrazole reacted with halo alcohols led to the formation of new scaffolds from fused pyranopyrazole derivatives. All newly prepared compounds are characterized spectroscopically.

Palladium (0) Nanoparticles: A Novel and Reusable Catalyst for the Synthesis of Various Pyran Derivatives

A ligand free, Palladium nanoparticles catalyzed synthesis of pyran derivatives using C-H activated compound, malononitrile and aryl aldehyde via Knoevenagel condensation followed by Michael addition reaction using Palladium nanoparticles as catalyst in one-pot is described herein. The advantages of this method lie in its simplicity, low catalyst loading, cost effectiveness and easy to handle. The Palladium Nanoparticles can be reused without loss of activity even after recycling four times. The palladium nanoparticles were characterized by powder X-ray diffraction (XRD), transmission electron microscopy (TEM). The present method also allows us to synthesize highly functionalized title compounds from simple and readily available inputs.