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1.
Dyes Claude Lion Richard Baudry Mir Hedayatullah Louis Da Conceilato Sylvie Genard Jean Maignan 《Journal of heterocyclic chemistry》2002,39(1):125-130
The reaction of 1,4‐naphthoquinone ( 1 ) with 2,5‐dimethylpyrroles ( 7a‐7d ) gives only 3‐(1,4‐naphtho‐quinonyl)‐2,5‐dimethylpyrroles. Extending the reaction to other quinones: 5‐hydroxy‐1,4‐naphthoquinone ( 2 ), 1,2‐naphthoquinone ( 3 ), quinoline‐5,8‐dione ( 4 ) and quinoxaline‐5,8‐dione ( 5 ), of which nothing was known, allows the synthesis of new pyrrolylquinones. 相似文献
2.
3,4‐Diacetylhexane‐2,5‐dione (tetra‐acetylethane) undergoes a complex reaction with primary amines in boiling water to produce N‐alkyl‐3‐acetyl‐2,5‐dimethylpyrroles, together with small quantities of N‐alkyl‐3,4‐diacetyl‐2,5‐dimethylpyrroles and 2,5‐dimethyl‐1H‐pyrrol‐3‐yl‐vinyl‐acetamides. When the reaction was carried out in methanol at room temperature, the yields of the latter products increased. 相似文献
3.
Sergey P. Ivonin Tetjana E. Terikovska Alexandra A. Chaikovskaya Anatoliy P. Marchenko Georgiy N. Koydan Alexander M. Pinchuk Andrew A. Tolmachev 《Heteroatom Chemistry》1999,10(3):213-221
The phosphorylation of N‐methylpyrrole with phosphorus (III) halides has been studied. Migration of the dibromophosphino group from the second to the third position of N‐methylpyrrole, leading to the 3‐dibromophosphine, has been found. Methods for the synthesis of 2,4‐bisphosphorylated pyrroles have been developed. © 1999 John Wiley & Sons, Inc. Heteroatom Chem 10:213–221, 1999 相似文献
4.
Sergey P. Ivonin Andrew A. Tolmachev Alexander N. Chernega Alexander M. Pinchuk 《Heteroatom Chemistry》2002,13(1):46-52
A reaction of phosphorus tribromide with a compound containing two 2,5‐dimethyl‐1‐arylpyrrolyl‐3 residues bound through a phosphorus atom gave rise to a new phosphorus‐containing heterocyclic system, 1,4‐diphosphinine. The new products thus obtained have been characterized and described. © 2002 John Wiley & Sons, Inc. Heteroatom Chem 13:46–52, 2002; DOI 10.1002/hc.1105 相似文献
5.
Synthesis and Antibacterial Activity of New 2,5‐Diaryl‐3‐styryl‐4H,2,3,3a,5,6,6a‐hexahydropyrrolo[3,4‐d]isoxazole‐4,6‐diones
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The synthesis of some biologically interesting pyrrolo‐isoxazolidine derivatives has been accomplished by the 1,3‐dipolar cycloaddition reaction of substituted open chain conjugated azomethine N‐oxides 1 with substituted N‐aryl maleimides 2 leading to the formation of new stereoisomeric 2,5‐diaryl‐3‐styryl‐4H,2,3,3a,5,6,6a‐hexahydropyrrolo[3,4‐d]isoxazole‐4,6‐dione derivatives 3 in excellent yields. These stereoisomers have been characterized as cis‐ 3A and trans‐ 3B on the basis of their 1H‐NMR spectral measurements. The synthesized compounds have been screened for their antibacterial activities and have been found to be active against the bacteria Escherichia coli and Pseudomonas aeruginosa up to a significant extent. 相似文献
6.
An efficient zinc chloride‐catalyzed one‐pot synthesis of 5,8‐dihydro‐5,8‐dioxo‐4H‐chromene derivatives have been achieved by the reaction of 2,5‐dihydroxy‐6‐undecyl‐1,4‐bezoquinone, cyanothioacetamide, and aromaticaldehyde, in EtOH at room temperature. The structures of the products were characterized by IR, 1H‐NMR, mass spectra, and elemental analyses. J. Heterocyclic Chem., (2011). 相似文献
7.
H. Fu H. Yun T. K. Kwei Y. Okamoto S. Blumstengel A. Walser R. Dorsinville 《先进技术聚合物》1999,10(5):259-264
Poly(2‐benzoyl‐1,4‐phenylene) (PBP) and poly(2,5‐dibenzoyl‐1,4‐phenylene) (PDBP) were synthesized by coupling polymerization using a Ni catalyst of 2,5‐dichlorobenzophenone and 2,5‐dichloro‐1,4‐dibenzophenone, respectively. These polymers are soluble in common organic solvents, have high thermal stability and show bright blue photoluminescence. Light‐emitting diodes fabricated with these polymers as the active layer emit blue electroluminescence with wavelength at 433 nm for PBP and 475 nm for PDBP. Copyright © 1999 John Wiley & Sons, Ltd. 相似文献
8.
An efficient solid‐phase synthetic method for 2,3,4,5‐Tetrahydro‐1,4‐benzodiazepin‐2,5‐diones, having amine derivatives on the benzene ring, was developed. This method has been successfully applied to the synthesis of several spatially separated drug‐like and information‐rich small‐molecule libraries composed of 400 compounds using ACT‐496 automatic synthesizer and the IRORI radio frequency‐encoded split‐mix synthesis technology. 相似文献
9.
Takahito Itoh Masato Miyachi Masataka Kubo 《Journal of polymer science. Part A, Polymer chemistry》1999,37(9):1285-1292
2,5‐Bis(dicyanomethylene)‐2,5‐dihydrofuran (TCNF) is not homopolymerizable with any initiators, but copolymerizable with styrene (St) in an alternating fashion. Reactivity of TCNF was compared with that of 2,5‐bis(dicyanomethylene)‐2,5‐dihydrothiophene (TCNT) on the basis of the terpolymerization of the TCNT‐TCNF‐St system and the rates of addition reactions of AIBN with TCNT and with TCNF. TCNF was found to be lower in reactivity than TCNT. The relative reactivity was explained with the energy difference between quinonoid structure and benzenoid one. © 1999 John Wiley & Sons, Inc. J Polym Sci A: Polym Chem 37: 1285–1292, 1999 相似文献
10.
An atom economic and facile synthesis of novel dispiro–oxindole–pyrrolidines has been achieved via a three‐component tandem cycloaddition of azomethine ylide generated in situ from isatin and sarcosine by decarboxylative condensation with N‐aryl‐3‐benzylidene‐pyrrolidine‐2,5‐dione derivatives as dipolarophiles. The salient features of synthetic procedure are characterized by the mild reaction conditions, high yields, high regioselectivity and stereoselectivity, one‐pot procedure, and operational simplicity. This regioselectivity was assumed to be under the influence of π–π stacking interactions between the aromatic rings of azomethine ylide and N‐aryl‐3‐benzylidene‐pyrrolidine‐2,5‐diones that further control the exo–endo selectivity of the reaction 1,3‐dipolar cycloaddition. The regiochemistry and structures of the cycloadducts were determined with spectroscopic data. 相似文献
11.
《Journal of heterocyclic chemistry》2017,54(1):546-550
A simple and efficient method has been described for the synthesis of acetyl and iodo derivatives of 4‐hydroxy‐6‐phenyl‐6H‐pyrano[3,2‐c ]pyridine‐2,5‐diones 1 and 4‐hydroxy‐1‐phenylpyridin‐2(1H )‐ones 5 . Compounds 1 with phenyl and alkyl substituent at C(7) and C(8), respectively, can be easily acetylated by refluxing in a mixture of acetic acid and polyphosphoric acid to give 3‐acetyl‐4‐hydroxy‐6‐phenyl‐6H‐pyrano[3,2‐c ]pyridine‐2,5‐diones 2 in excellent yields. Compounds 1 and 5 can be iodinated with iodine and anhydrous sodium carbonate in boiling dioxane to give 4‐hydroxy‐3‐iodo‐6‐phenyl‐6H‐pyrano[3,2‐c ]pyridine‐2,5‐diones 3 and 4‐hydroxy‐3‐iodo‐1‐phenylpyridin‐2(1H )‐ones 6 , respectively, in good yields. The structures were confirmed using infrared, nuclear magnetic resonance , and elemental analysis. 相似文献
12.
Alexandr M. Pinchuk Svetlana A. Kovalyova Sergey P. Ivonin Anatoliy S. Merkulov Tamara N. Kudrya Alexandra A. Chaikovskaya Andrey A. Tolmachev 《Heteroatom Chemistry》2001,12(7):641-651
2‐(3‐Methyl‐1,3‐diazabuten‐1‐yl)‐3‐ethoxycarbonylthiophenes are phosphorylated with phosphorus(III) halides in basic media at position 5 of the thiophene ring. Up to three heteroaromatic substituents can be introduced one by one at the same phosphorus atom. On this basis, mono‐, bis‐, and trishetaryl substituted P(III) and P(V) derivatives have been obtained. Phosphorylated 2‐(N,N‐dimethylformamidino)‐3‐ethoxycarbonylthiophenes provide a synthetic access to phosphorylated thienopyrimidines. © 2001 John Wiley & Sons, Inc. Heteroatom Chem 12:641–651, 2001 相似文献
13.
R. Iqbal M. Zareef S. Ahmed J. H. Zaidi M. Arfan M. Shafique N. A. Al‐Masoudi 《中国化学会会志》2006,53(3):689-696
Twelve novel primary ( 4a‐c , 5a‐c ) and secondary ( 4d‐f, 5d‐f ) benzenesulfonamides bearing 2,5‐disubstituted‐1,3,4‐oxadiazole moiety have successfully been prepared by direct chlorosulfonation of phenyl substitutent present on the 2‐position of 5‐mercapto‐1,3,4‐oxadiazoles 2a‐c and their methylhio derivatives 3a‐c using chlorosulfonic acid under anhydrous conditions. Structures of the synthesized compounds were established by their physical and spectral data. Some of the synthesized compounds have been screened in vitro for their antimicrobial and anti‐HIV activity; the results were in accordance with SAR. 相似文献
14.
Synthesis of 2,5‐Diketopiperazine Derivatives Using 2‐Isocyanophenyl 4‐Methylbenzoate as a Fragrant Convertible Isocyanide
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A new protocol in which 2‐isocyanophenyl 4‐methylbenzoate is used as a convertible isocyanide for Ugi/deprotection + activation/cyclization synthesis of 2,5‐diketopiperazine derivatives has been developed. This operational simple procedure displays good functional group tolerance and avoids treatment of typically known offensive isocyanides. 相似文献
15.
R. T. Pardasani P. Pardasani R. Ghosh D. Sherry T. Mukherjee 《Heteroatom Chemistry》1999,10(5):381-384
The present article reports our approach toward the synthesis of spiro compounds via indol‐2,3‐diones. Thus, reaction of indol‐2,3‐dione derivatives with a secondary cyclic amino acid, namely, (R)‐(−)‐thiazolidine‐4‐carboxylic acid, affords a thiazolo‐oxazolidinone as the main product. When the reaction is carried out in the presence of a dipolarophile, 1,3‐dipolar cycloaddition to the intermediate azomethine ylide leads to a novel spiro compound. The products have been characterized on the basis of spectral studies, and the geometry of the intermediate iminium compound has been optimized by use of the semiempirical molecular orbital method. © 1999 John Wiley & Sons, Inc. Heteroatom Chem 10: 381–384, 1999 相似文献
16.
《Journal of heterocyclic chemistry》2017,54(1):473-479
Arylhydrazones are prepared and reacted with pyrazolylmethylene malononitrile derivatives yielding 2,5‐dihydropyridazines substituted at C‐5 by pyrazole derivatives. Utilizing azaenamine containing a cyano group at the ortho position enabled the formation of the condensed pyridazino[1,6‐a ]quinazoline derivatives. A subsequent acetylation of the synthesized pyridazines led to the formation of pyrimido[4,5‐c ]pyridazine compounds which can be considered as 4‐deazatoxoflavin derivatives. All the new compounds were full‐characterized by the different spectral tools and the unambiguous structural elucidation of 2,5‐dihydropyridazines was done using 2D‐HMBC spectroscopy 相似文献
17.
Corrosion inhibition and performance evaluation on 2,5‐diaryl‐1,3,4‐thiadiazole and its derivatives
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Xiaona Pan Lin Liu Qiang Zhang Jianhua Qian 《Surface and interface analysis : SIA》2016,48(6):373-382
Using electrochemical impedance spectroscopy (EIS) and scanning electronic microscopy (SEM), this paper evaluated the inhibition effect of four 2,5‐diaryl‐1,3,4‐thiadiazole and its derivatives named 2,5‐diphenly‐1,3,4‐thiadiazole (DPTD), 2,5‐di(2‐hydroxyphenly)‐1,3,4‐thiadiazole (2‐DHPTD), 2,5‐di(3‐hydroxyphenly)‐1,3,4‐thiadiazole (3‐DHPTD), and 2,5‐di(4‐hydroxyphenly)‐1,3,4‐thiadiazole (4‐DHPTD) on silver strip corrosion in 50 mg/l sulfur–ethanol solution under room temperature. The experiments indicated that the inhibition efficiency increased with increasing inhibitor concentrations, and the increasing order was (4‐DHPDT) > (3‐DHPDT) > (2‐DHPDT) > (DPDT). Quantum chemical calculation was applied to correlate inhibition performances with their electronic structural parameters of thiadiazole derivatives. Molecular dynamics simulations (DFT) were used to optimize the equilibrium configurations of the inhibitor molecules on the silver surface and to investigate the molecular structure effect on the corrosion inhibition efficiency. The efficiency order of the investigated inhibitors, which was obtained by experimental results, was verified by theoretical calculations. Contact angle (CA) analysis was also carried out, and finally confirmed the existence of the adsorbed film which prevailed in addition of thiadiazole derivatives. CA analysis indicated that the film of n‐DHPTD (n = 2,3,4) was hydrophilic, owing to two hydroxyl groups in their molecular. The adsorption of these compounds onto silver strip from 50 mg/l S‐ethanol system obeys Langmuir adsorption isotherm, and it belongs to mixed‐type adsorption mainly dominated by chemisorption. Copyright © 2016 John Wiley & Sons, Ltd. 相似文献
18.
Alkyl 2‐[2‐ethoxycarbonyl‐2‐(2‐pyridinyl)ethenyl]amino‐3‐dimethylaminopropenoates 3 and 4 were transformed with C‐and N‐nucleophiles into β‐heteroaryl‐α,β‐didehydro‐α‐amino acid derivatives 13 ‐ 16 , substituted 3‐amino‐4H‐quinolizin‐4‐one 17, 2H,5H‐benzo[b]pyran‐2,5‐dione 18 and 19 , 2H,5H‐pyrano[4,3‐b]pyran‐2,5‐dione 20 , 2H,5H‐pyrano[3,2‐c]benzo[b]pyran‐2,5‐dione 21 , 2H‐1‐benzopyran‐2‐one 22 and 24 , pyrido[l,2‐a]pyrimidin‐4‐one 31–34 and 39 derivatives, and N‐heteroaryl‐1H‐imidazole‐4‐carboxylates 37 and 38 . 相似文献
19.
IntroductionCyclopropane containingnaturalandnonnaturalproductshavereceivedconsiderableattentionassynthetictargetsastheincorporationoftherigidifiedcyclopropylmotifintobioactiveanaloguesleadtoconformablycon strainedmolecules .1,2 Suchmodificationsareexpec… 相似文献
20.
Radomyr V. Smaliy Aleksandra A. Chaykovskaya Nataliya A. Shtil Aleksandr S. Savateev Aleksandr N. Kostyuk 《Heteroatom Chemistry》2013,24(2):146-151
In this work, possible approaches to the synthesis of 1,2,5‐substituted 4‐phosphoryl‐3‐formylpyrroles have been considered. As a result, two methods for the synthesis of 4‐(diphenylphosphoryl)‐1‐(4‐ethoxyphenyl)‐2,5‐dimethyl‐1H‐pyrrole‐3‐carbal‐dehyde were proposed; the highest yields gives formylation of 3‐(diphenylphosphorothioyl)‐1‐(4‐ethoxyphenyl)‐2,5‐dimethyl‐1H‐pyrrole. The formyl fragment was successfully converted into a Schiff base with phenethylamine, and the phosphoryl group has been reduced to phosphine with silicochloroform, which suggests a promising approach to the synthesis of chiral bidentate phosphine ligands. © 2013 Wiley Periodicals, Inc. Heteroatom Chem 24:146–151, 2013; View this article online at wileyonlinelibrary.com . DOI 10.1002/hc.21069 相似文献