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1.
Jian-Feng Zhou Gui-Xia Gong Kun-Bo Shi Yu-Lan Zhu 《Monatshefte für Chemie / Chemical Monthly》2009,140(6):651-654
Abstract A facile procedure for the synthesis of quinoxalines is being reported starting from 3-(2-bromoacetyl)coumarins or 3-(2-bromobutanoyl)coumarins
and substituted o-phenylenediamines. The reactions were carried out under catalyst-free and microwave irradiation conditions producing the
title compounds in moderate to excellent yields in a short time with easy workup. The structures of all new compounds have
been confirmed on the basis of their IR, 1H NMR, 13C NMR, and HRMS data.
Graphical Abstract
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利用1-苯基-3-甲基/苯基-4-氯乙酰基-吡唑啉酮-5(PMCP/DPCP)与4-乙基氨基硫脲(ETSC)发生缩合反应,生成了2个新的双杂环化合物2-乙氨基-6H-5-(1-苯基-3-甲基/苯基-5-吡唑啉酮-4-基)-1,3,4-噻二嗪(PMCP-ETSC/DPCP-ETSC),并对其进行元素分析、红外光谱、核磁共振表征和晶体结构分析.PMCP-ETSC晶体属于单斜晶系,Pm空间群,晶胞参数:a=0.7947(1)nm,b=0.8348(1)nm,c=1.1990(2)nm,β=106.07(1)°,V=0.77269(2)nm3,Z=2,Dc=1.356g/cm3,μ=0.219mm-1,F(000)=332,R=0.0298,wR=0.0704.该化合物通过分子间氢键形成沿c轴无限延伸的一维链状结构.DPCP-ETSC晶体属于正交晶系,Pna21空间群,晶胞参数:a=1.1478(2)nm,b=1.3545(2)nm,c=1.1994(2)nm,V=1.8646(4)nm3,Z=4,Dc=1.345g/cm3,μ=0.194mm-1,F(000)=792,R=0.0345,wR=0.0694,此化合物通过分子间氢键形成沿c轴成链状,沿ab平面成波浪状的超分子结构. 相似文献
4.
Song Cao De-Li Lu Chuan-Meng Zhao Li-Na Li Qing-Chun Huang Xu-Hong Qian 《Monatshefte für Chemie / Chemical Monthly》2006,137(6):779-784
Summary. A mild and efficient method for the synthesis of 4-amino-3(2H)-pyridazinones from their corresponding 4,5-dichloropyridazinones under microwave-assisted conditions is described. A series
of novel chitin synthesis inhibitors, benzoylphenylureas containing the 3(2H)-pyridazinone, were synthesized. The biological activity of these target compounds was evaluated. 相似文献
5.
Petr Štěpni?ka Hana Sola?ová Ivana Císa?ová 《Journal of organometallic chemistry》2011,696(23):3727-3740
Two polar phosphinoferrocene ligands, 1′-(diphenylphosphino)ferrocene-1-carboxamide (1) and 1′-(diphenylphosphino)ferrocene-1-carbohydrazide (2), were synthesized in good yields from 1′-(diphenylphosphino)ferrocene-1-carboxylic acid (Hdpf) via the reactive benzotriazole derivative, 1-[1′-(diphenylphosphino)ferrocene-1-carbonyl]-1H-1,2,3-benzotriazole (3). Alternatively, the hydrazide was prepared by the conventional reaction of methyl 1′-(diphenylphosphino)ferrocene-1-carboxylate with hydrazine hydrate, and was further converted via standard condensation reactions to three phosphinoferrocene heterocycles, viz 2-[1′-(diphenylphosphino)ferrocen-1-yl]-1,3,4-oxadiazole (4), 1-[1′-(diphenylphosphino)ferrocen-1-carbonyl]-3,5-dimethyl-1,2-pyrazole (5), and 1-[1′-(diphenylphosphino)ferrocene-1-carboxamido]-3,5-dimethylpyrrole (6). Compounds 1 and 2 react with [PdCl2(cod)] (cod = η2:η2-cycloocta-1,5-diene) to afford the respective bis-phosphine complexes trans-[PdCl2(L-κP)2] (7, L = 1; 8, L = 2). The dimeric precursor [(LNC)PdCl]2 (LNC = 2-[(dimethylamino-κN)methyl]phenyl-κC1) is cleaved with 1 to give the neutral phosphine complex [(LNC)PdCl(1-κP)] (9), which is readily transformed into a ionic bis-chelate complex [(LNC)PdCl(1-κ2O,P)][SbF6] (10) upon removal of the chloride ligand with Ag[SbF6]. Pyrazole 5 behaves similarly affording the related complexes [(LNC)PdCl(5-κP)] (12) and [(LNC)PdCl(5-κ2O,P)][SbF6] (13), in which the ferrocene ligand coordinates as a simple phosphine and an O,P-chelate respectively, while oxadiazole 4 affords the phosphine complex [(LNC)PdCl(4-κP)] (11) and a P,N-chelate [(LNC)PdCl(4-κ2N3,P)][SbF6] (14) under similar conditions. All compounds were characterized by elemental analysis and spectroscopic methods (multinuclear NMR, IR and MS). The solid-state structures of 1⋅½AcOEt, 2, 7⋅3CH3CN, 8⋅2CHCl3, 9⋅½CH2Cl2⋅0.375C6H14, 10, and 14 were determined by single-crystal X-ray crystallography. 相似文献
6.
Ali Ramazani 《Phosphorus, sulfur, and silicon and the related elements》2013,188(8):1839-1844
Microwave catalyzed one-pot stereoselective synthesis of dialkyl 1,1-diacetyl-8 a -hydroxy-8-oxo-1,2,8,8 a -tetrahydrocyclopenta[ a ]indene-2,3-carboxylates in fairly high yields by the reaction of dialkyl 2-(1-acetyl-2-oxopropyl)-3-(triphenylphosphoranylidene) succinates and ninhydrin in the presence of MgSO 4 in solvent-free conditions. 相似文献
7.
V. O. Kozminykh D. B. Oborin V. I. Goncharov E. N. Kozminykh 《Chemistry of Heterocyclic Compounds》2007,43(8):978-980
3-Hydroxy-3-(2-oxoethyl)-6-phenyl-2,3-dihydropyridazin-4(1H)-ones were obtained by the reaction of methyl 3-oxo-5-phenylfuran-2(3H)-ylideneacetate
or 2-[2-(4-chlorophenyl)-2-oxoethylidene]-5-phenylfuran-3(2H)-one with benzoic or p-nitrobenzoic isopropylidenehydrazides.
Equilibrium C(5)H and C(5)H2 tautomeric forms were detected in solutions of the 4-chlorophenyl derivatives in DMSO-d6.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1156–1158, August, 2007. 相似文献
8.
An efficient synthetic method for 1′-aryl-2′-(2-oxoindolin-3-yl)spiro[indoline-3,5′-pyrroline]-2,3′-diones was successfully developed via the one-pot domino reaction of arylamines, acetone, and isatins in acetic acid. The reaction mechanism involved the sequential Michael addition and ring closure of the in situ formed 3-N-aryliminoisatin and isatylidene acetone. 相似文献
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A key 1-β-methylcarbapenem intermediate is synthesized from a highly diastereoselective condensation between the titanium enolate of 2′-hydroxypropiophenone with 4-acetoxy-β-lactam followed by ozonolysis of the resulting ketone to the carboxylic acid. 相似文献
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Chiral α-bromoacid chlorides can be easily prepared from amino acids. Their condensation with new 1-benzenesulfonylpyrrolidin-2-carboxamidoxime derived from proline lead to the corresponding O-(bromoacyl) amidoximes. The latter afforded new chiral 5-alkyl-3-(1′-benzenesulfonylpyrrolidin-2′-yl)-4,5-dihydro-1,2,4oxadiazin-6-ones in good chemical yields via intramolecular cyclization in the presence of one equivalent of NaH. These new compounds were evaluated for their antibacterial and antifungal activities using micro-dilution tests against some strains of bacteria and fungi. Our compounds showed an excellent antibacterial activity, which is better than the drug levofloxacin. 相似文献
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A multistep approach to construct novel 3-(1H-benzo[d]imidazol-2-yl)imidazolidine-2,4-diones and 3-(1H-benzo[d]imidazol-2-yl)-2-thioxoimidazolidin-4-ones from commercially available amino acids, amines, and carboxylic acids is described. Coupling of Fmoc-amino acid to resin-bound aminobenzimidazole provided following Fmoc elimination free amine. Treatment of the free amine with 1,1′-carbonyldiimidazole or 1,1′-thiocarbonyldiimidazole furnished the corresponding hydantoins and thiohydantoins via intramolecular cyclization. The desired aminobenzimidazole tethered hydantoins or thiohydantoins were isolated in good yields. 相似文献
13.
Ivan Damljanovi? Anka Pejovi? Sladjana B. Novakovi? Tatjana Mihajlov-Krstev Rastko D. Vuki?evi? 《Journal of organometallic chemistry》2011,696(23):3703-3713
Syntheses of fourteen new 3-(arylamino)-1-ferrocenylpropan-1-ones have been achieved in good to excellent yields by an aza-Michael addition of different arylamines to acryloylferrocene. The reaction was performed by microwave (MW) irradiation (500 W/5 min) of a mixture of reactants and montmorillonite K-10, without a solvent. The obtained compounds were spectrally and electrochemically (cyclic voltammetry) fully characterized, whereas single-crystal X-ray analysis has been performed for three of them. In a microdilution assay, all of the compounds were shown to have a broad-spectrum effect on Gram-negative and -positive bacteria, although the degree of inhibition varied. A notable activity was observed for all compounds in inhibiting the growth of an important human pathogen Staphylococcus aureus. 相似文献
14.
多硝基多氨基三唑类衍生物作为含能材料,具有高氮、致密、钝感等优点。本文通过3-氨基-1,2,4-三唑和三硝基三氯苯的缩合,再经过三唑碳原子上的硝化反应和芳环上的氨化反应,合成并鉴定了标题化合物。 相似文献
15.
A stereoselective synthesis of (1′S,3R,4R)-4-acetoxy-3-(2′-fluoro-1′-trimethylsilyloxyethyl)-2-azetidinone as a new fluorine-containing intermediate towards β-lactams, is described. The synthetic key step relies upon the dynamic kinetic resolution (DKR) of ethyl 2-benzamidomethyl-4-fluoro-3-oxo-butanoate via asymmetric transfer hydrogenation catalyzed by [Ru(η6-arene)(S,S)-R2NSO2DPEN]. 相似文献
16.
A series of 4-aryl-3,5-dicyano-2,6-di(3′-indolyl)pyridine derivatives were synthesized via a one-pot multicomponent reaction of aromatic aldehydes, 3-cyanoacetyl indoles, and ammonium acetate under microwave irradiation. Particularly valuable features of this method include high yields of products, broad substrate scope, short reaction time, and straightforward procedure. 相似文献
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The domino reactions of (E)-2-(aryl)-2,3-dihydro-1H-inden-1-ones and 1,4-dithiane-2,5-diol in the presence of triethylamine in water stereoselectively afforded a library of 2′-(aryl)-4′-hydroxy-4′,5′-dihydro-2′H-spiro[indene-2,3′-thiophen]-1(3H)-ones. This transformation presumably proceeds via the generation of 2-mercaptoacetaldehyde from 1,4-dithiane-2,5-diol followed by Michael addition–intramolecular aldol sequence with C–C and C–S bond formations and creation of three contiguous stereocenters in a one-pot operation. 相似文献
18.
Minoo Dabiri Peyman Salehi Mostafa Baghbanzadeh 《Monatshefte für Chemie / Chemical Monthly》2007,138(11):1191-1194
Summary. 2,3-Dihydroquinazolin-4(1H)-ones were efficiently synthesised by the reaction of isatoic anhydride, a primary amine or ammonium acetate, and different
aromatic aldehydes in 1-butyl-3-methylimidazolium tetrafluoroborate ([bmim]BF4) without using any acidic catalyst. Also a bis-derivative of the title compound as a polyheterocyclic system was synthesised
successfully in high yield. 相似文献
19.
A wide variety of monobrominated compounds 2a-l have been prepared in good yields from (E)-1-(2′-hydroxy-4′,6′-dimethoxyphenyl)-3-aryl-2-propen-1-ones (1a-l) through regioselective ring bromination using 1.5 equiv of bromodimethylsulfonium bromide (BDMS) at room temperature. Similarly, some of the 2′-hydroxychalcones can be converted directly into tribromides 3 or dibromides 4 by employing 4.0 equiv of BDMS under different reaction conditions which in turn can be transformed into 8-bromoflavones and 7-bromoaurones on treatment with 0.2 M ethanolic KOH solution. Mild reaction conditions, good yields and no chromatographic separation are some of the salient features of the present protocol. 相似文献
20.
Knoevenagel products formed by the condensation of N-monoalkyl barbituric acids with o-tert-amino benzaldehydes undergo tert-amino effect reactions (T-reactions) yielding 1-alkyl-2,4,6-trioxoperhydropyrimidine-5-spiro-3′-(1′,2′,3′,4′-tetrahydroquinoline) derivatives as a mixture of (S∗,S∗)- and (S∗,R∗)-diastereomers. Mostly, the major diastereomer has the S∗,S∗-configuration. According to X-ray diffraction data in the solid form and NOE data in solution, diastereoselectivity of the T-reactions can be associated with the structure of the Knoevenagel products whose conformation is fixed by the strong intramolecular C-H?π interaction. 相似文献