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1.
A highly efficient protocol has been developed for the three-component reaction of an amine, an aldehyde, and diethyl phopshite catalyzed by ZrOCl2·8H2O, an environmentally friendly catalyst, at ambient temperature. The catalyst exhibited remarkable activity and tolerated a wide variety of functional groups, providing the desired amino phosphonates in excellent yields under solvent-free conditions. Alternatively, the reaction rate can be significantly enhanced by carrying out the reaction in a monomode microwave reactor as a promoter. 相似文献
2.
The solvent-free one pot synthesis of spiropyranyl-oxindole in the presence of NaHCO3 under grinding has been achieved. This process is simple, fast, efficient and environmentally benign. 相似文献
3.
Majid M. Heravi Hamideh Alinejhad Fatemeh Derikvand Hossein A. Oskooie Bita Baghernejad Fatemeh F. Bamoharram 《合成通讯》2013,43(14):2033-2039
We report here two simple methods for the synthesis of benzo[c]acridine derivatives from three-component, one-pot condensation of 1-naphthylamine, dimedone, and a variety of substituted aldehydes in the presence of a catalytic amount of NH2SO3H or H6P2W18O62 · 18H2O under solvent-free conditions at 120 °C or in refluxing ethanol. 相似文献
4.
A series of 1H-pyrano[2,3-d]pyrimidin-2(8aH)-one derivatives were synthesized via one-pot, three-component reaction of aromatic aldehydes, urea or thiourea, and 3,4-dihydro-2H-pyran using the green and inexpensive Brønsted acidic ionic liquid 1-methyl-2-pyrrolidinone hydrosulfate ([Hnmp]HSO4) as catalyst under solvent-free conditions. The method has several advantages such as mild conditions, shorter reaction time, good yields, and environmentally benign procedure. Moreover, the catalyst could be recovered conveniently and reused at least four times without evident loss of activity. 相似文献
5.
Dyachenko I. V. Dyachenko V. D. Dorovatovsky P. V. Khrustalev V. N. Nenajdenko V. G. 《Russian Journal of Organic Chemistry》2020,56(6):974-982
Russian Journal of Organic Chemistry - 2-Acyl-4,5,6-trialkyl-3-aminothieno[2,3-b]pyridines,... 相似文献
6.
YU Chen-Xia ZHU Xiao-Tong YAO Chang-Sheng TU Shu-Jiang 《结构化学》2007,26(5):533-536
The title compound (C16H14BrNO) has been synthesized by the reaction of p-tolylamine, Meldrum’s acid and 4-bromo-benzaldehyde, and its structure was characterized by IR, 1H NMR and X-ray single-crystal diffraction. The crystal belongs to monoclinic, space group P21/n with a = 7.6850(11), b = 8.3004(11), c = 21.301(3) , β = 95.110(2)°, V = 1353.4(3) 3, Mr = 316.19, Z = 4, Dc = 1.552 g/cm3, μ(MoKα) = 3.028 mm-1, F(000) = 640, the final R = 0.0345 and wR = 0.0768. X-ray analysis reveals that the atoms of C(1), C(2), C(3), C(4), C(5) and N(1) form a six-membered ring of boat conformation. 相似文献
7.
Sulfoxides are reduced by a combination of sodium borohydride, a catalytic amount of cobalt(II) chloride hexahydrate, and chromatographic neutral alumina preloaded with a small amount of water (moist alumina) in hexane to produce the corresponding sulfides in good to excellent yields under mild conditions. An interesting structural influence of sulfoxides on their reactivity is observed.
8.
A mild and efficient method has been developed for the preparation of pyrimidinone derivatives from the reaction of aromatic aldehydes with cyclopentanone and urea or thiourea in the presence of N-(4-sulfonic acid) butyl triethyl ammonium hydrogen sulfate ([TEBSA][HSO4]) as the Brønsted acidic ionic liquid and effective catalyst under thermal and solvent-free conditions. Good yields, short reaction times, straightforward workup, reusability of the catalyst, and green conditions are the most obvious advantages of this procedure.
9.
Kharaneko A. O. Pekhtereva T. M. Kharaneko O. I. 《Russian Journal of Organic Chemistry》2020,56(1):95-104
Russian Journal of Organic Chemistry - A synthetic approach to β-carbolines has been proposed on the basis of heterocyclization of ethyl 2-(2-benzoyl-1H-indol-3-yl)acetate with... 相似文献
10.
Sherif M. H. Sanad Mahmoud A. E. Hawass Ahmed A. M. Ahmed Mohamed A. A. Elneairy 《合成通讯》2018,48(14):1847-1856
4-(3-(4-Hydroxyphenyl)-1-phenyl-1H-pyrazol-4-yl)-6-phenyl-2-thioxo-1,2-di hydro-pyridine-3-carbonitrile (1) reacted with ethyl chloroacetate (2) in ethanolic sodium acetate solution to yield the corresponding ethyl (3-cyanopyridin-2-ylsulphanyl)acetate derivative 3. Intramolecular cyclization of compound 3 was achieved by its heating in DMF containing potassium carbonate to afford the corresponding ethyl 3-aminothieno[2,3-b]pyridine-2-carboxylate derivative 4 which reacted with hydrazine hydrate in refluxing pyridine to yield the starting material 3-aminothieno[2,3-b]pyridine-2-carbohydrazide derivative 7. Compound 7 reacted with different reagents such as triethylorthoformate, formic acid, acetic acid and acetic anhydride to afford the target molecules pyrido[3′,2′:4,5]thieno[3,2-d]pyrimidin-4(3H)-one derivatives 8–10, 12 and 13 in good to excellent yields. On the other hand, pyridine-2(1H)-thione derivative 1 reacted with hydrazine hydrate in refluxing pyridine to give the other starting material 3-amino-1H-pyrazolo[3,4-b]pyridine derivative 20 which reacted with acetylacetone under reflux to afford the target molecule pyrido[2′,3′:3,4]pyrazolo[1,5-a]-pyrimidine derivative 21 in a good yield. The structures of target molecules were elucidated using elemental analyses and spectral data. 相似文献
11.
Majid M. Heravi Tandis Hosseini Fatemeh Derikvand Seyed Yahya S. Beheshtiha Fatemeh F. Bamoharram 《合成通讯》2013,43(16):2402-2406
In this work, a rapid and efficient one-pot method for the synthesis of indeno[1,2-b]quinoline-7-one derivatives by condensation of 1-naphthylamine, 1,3-indanedione, and different aldehydes in the presence of H6P2W18O62·18H2O as a green and reusable catalyst in refluxing acetic acid is described. 相似文献
12.
Mohammad Reza Islami Elaheh Mosaddegh 《Phosphorus, sulfur, and silicon and the related elements》2013,188(12):3134-3138
An efficient method for the synthesis of 4H-benzo[b]pyrans has been developed by the use of Ce(SO4)2·4H2O (2.5 mol%) as a catalyst. Heating the mixture of an appropriate aldehyde, malononitrile, and dimedone in the presence of the catalyst at 45°C in a mixture of water:ethanol (1:1) as solvent for about 9–55 min resulted excellent yields of the corresponding products. Short experimental time of the reaction, excellent yields, simple workup, not using cumbersome apparatus for purification of the products, and inexpensiveness and commercially availability of the catalyst are the advantages of this method. 相似文献
13.
The crystal structure of the title compound 2-ethoxycarbonylmethyl-8-chloro-3a,4-dihydro-3a-methyl-chromeno[4,3-c]pyrazol-3(2H)-one(C15H15ClN2O4,Mr = 322.74) has been prepared and determined by single-crystal X-ray diffraction.The crystal is of orthorhombic,space group Pccn with a = 16.7246(10),b = 19.6626(12),c = 9.3013(6) ,V = 3058.7(3) 3,Z = 8,Dc = 1.402 g/cm3,μ = 0.269 mm-1,F(000) = 1344,the final R = 0.0506 and wR = 0.1464 for 2568 reflections with I 2σ(I).In addition,disordered C(14) and C(15) atoms exist in the crystal structure. 相似文献
14.
A new Schiff's base and 2-azetidinone derivatives obtained via the corresponding 3-benzo [4,5] imidazo [2,1-b] thiazol-3-yl-chromen-2-one by Vilsmeier–Haack formylation scaffold is described. Our design is aimed at obtaining new triheterocyclic and tetraheterocyclic derivatives. 相似文献
15.
A mild and efficient protocol for the synthesis of spiro[indoline-3,4′-pyrazolo[3,4-b]quinoline]diones via a one-pot, three-component condensation of isatins, 1,3-dicarbonyls, and 5-amino-1-phenyl-3-methylpyrazole using [NMP]H2PO4 as a catalyst in EtOH/H2O is described. The catalyst could be recycled and reused four times without significant loss of activity. Spiro[indoline-3,4′-pyrazolo[3,4-b]quinoline]diones with stabilized zwitter ionic resonance structures showed feasible application as new fluorescent probes and pH indicators. These chemosensors have a good wavelength shift and showed excellent sensitivity in the range of pH from 11 to 13. 相似文献
16.
Seyed Esmaeil Sadat Ebrahimi Nasrin Nozari Saeed Bahadorikhalili Azadeh Yahya-Meymandi Alireza Foroumadi Bagher Larijani Mahmood Biglar Mohammad Mahdavi 《Journal of heterocyclic chemistry》2020,57(8):3161-3166
In this paper, an efficient method is introduced for the synthesis of 7′,9′-disubstituted 6′,9′-dihydro-2H,7′H-spiro[pyrimidine-5,8′-[1,3]dioxolo[4,5-f]quinoline]-2,4,6(1H,3H)-trione derivatives under mild and “green” reaction conditions. The method is based on one-pot multicomponent reaction of an aldehyde, barbituric acid, and benzo[d][1,3]dioxol-5-amine in ethanol as a green and environmentally friendly solvent. The reaction has given the products in the highest isolated yield in the presence of acetic acid as catalyst under reflux conditions. Various aldehydes, bearing electron-donating or -withdrawing functionalities have been used under the optimized conditions and successfully gave the desired products (13 examples) in high isolated yields. 相似文献
17.
Gvozdev V. D. Shavrin K. N. Baskir E. G. Egorov M. P. Nefedov O. M. 《Russian Chemical Bulletin》2016,65(7):1829-1838
Russian Chemical Bulletin - A one-pot synthesis of arylmethylidene-substituted 2,3-dihydro-1H-pyrrolo[1,2-a]benzimidazoles based on the reaction of alk-4-ynals with 1,2-diaminobenzenes in DMSO at... 相似文献
18.
N. N. Pesyan 《Journal of Structural Chemistry》2010,51(5):991-995
A new tetracyclic compound, 1,9-dimethyl-4,5-dihydro-6H-pyrido[3’,2’:4,5]thieno[2,3-f]pyrrolo[l,2-a][1,4]diazepin-6-one (2) was isolated and studied by X-ray crystallography. Compound 2 crystallizes in the orthorhombic system,
space group Pna21, a = 11.1098(8) ?, b = 8.4815(6) ?, c = 28.367(2) ?, V= 2673.0(3) ?3, Z=8. The crystal structure comprises two crystallographically independent molecules of the compound. They relate as stereoisomers;
in each the diazepine ring exhibits a boat conformation. The crystal packing reveals zigzag H-bonded chains with two distinct
hydrogen bonds. The H…O distances and N-H…O angles for N3-H3…O1’ are 2.012? and 174°, and for N3’-H3’…O1 are 1.974? and 154°,
respectively. 相似文献
19.
Abstract Less-toxic, moisture-stable, inexpensive, and ecofriendly zirconium oxychloride octahydrate (ZrOCl2 · 8H2O) in aqueous acetone (1:1) mediates the conversion of oximes to carbonyl compounds in moderate to good yields. This green methodology is applicable to both aldoximes and ketoximes with tolerance to >C?C<, -NO2, -OH, and -Cl groups. The reaction and workup are simple.
ACKNOWLEDGMENTS
LNS and AJT are grateful to the Council of Scientific and Industrial Research (CSIR), New Delhi, India, for financial support. SD thanks Tezpur University for the institutional fellowship. The support to record NMR spectra at the Indian Institute of Technology (IIT), Guwahati, is gratefully acknowledged. 相似文献20.
Mohamed A. A. Elneairy Mohamed A. M. Gad-Elkareem Azza M. Abdel-Fattah 《Phosphorus, sulfur, and silicon and the related elements》2013,188(6):1451-1466
Pyrdine-2(1H)-thione 1 reacted with ethyl chloroacetate 2 to give 2-S-ethoxy-carbonylmethylpyridine derivative 3, which could be cyclized into thieno[2,3-b]-pyridine-2-carbohydrazide derivative 5 by boiling with hydrazine hydrate. The latter compound reacted with cinnamonitrile derivatives 6a, b, triethylorthoformate, formic acid, dimethylformamide-dimethylacetal, and diethyl carbonate to give the corresponding shiff base 7a, b and pyrido[3′,2′;-4,5]thieno[3,2-d]pyrimidine derivatives 10–13 in respective manner. On the other hand, compound 5 also reacted with carbondisulphide and phenyl isothiocyanate to afford the corresponding 2-(1,3,4-oxadiazolo-2-yl)thieno[2,3-b]pyridine derivatives 18 and 22. Finally, compound 5 reacted with some β-dicarbonyl compounds, such as ethyl acetoacetate, acetylacetone and ethyl β-arylazoacetoacetate, to yield the corresponding 2-(pyrazol-1-yl-carbonyl)thieno[2,3-b]pyridine derivatives 24, 25, and 27 respectively. 相似文献