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Chinese Journal of Organic Chemistry 2000 Vol.20
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Recent advances in catalytic asymmetric reactions: Asymmetric activation
Ding Kuiling;Lin Guoqiang
Chin. J. Org. Chem. 2000, 20 (1): 1-10.
Published: 25 February 2000
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A new strategy for asymmetric synthesis, nameld asymmetric activation, is presented and some of its recent advances are reviewed.With asymmetric activation strategy, a chiral or even racemic catalyst may be selectively activated by a chiral activator to yield non-racemic prodlucts. The advantage of this approach over the deactivation strategy is that the activated catalyst can produce angreater enantiometric excess in the products than the enantiomerically pure catalyst can alone.
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The chemistry of pyrazino-bis-steroids
Tian Weisheng
Chin. J. Org. Chem. 2000, 20 (1): 11-21.
Published: 25 February 2000
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Pyrazino-bis-steroids, including cephalostatins isolated from the marine worm Cephalodiscus glichristi, ritterazines isolated from the tunicate Ritterella tokioka as well as their artifical anlogues, are a group of complex steroid - alkaloid hybrids. These compounds not only possess the unique structural characteristics. but also potent antitumor biological activites. Since the first natural pyrazino - bis - steroids, cephalostatin 1 was reported in 1988,many new natural and unnatural analogues successively have appeared in the scientific literature. This review deals with the structure and synthesis of pyrazino - bis -steroids and covers the literature published in 1988 to 1998.
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Substitution reaction of transition organometallic compounds
Pang Zhen;Huang Zuen
Chin. J. Org. Chem. 2000, 20 (1): 22-29.
Published: 25 February 2000
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This article reviews the substitution reaction of organotransition metal compounds. The reaction methanism is affected by the electronic density on the metal and its ligands, the stereochemical environment around the metal centre and the chelation effect of its ligands.
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Application of vilsmeier reagents in organic synthesis in recent years
Qian Dingquan;Cao Ruzhen;Liu Lunzu
Chin. J. Org. Chem. 2000, 20 (1): 30-43.
Published: 25 February 2000
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Vilsmeier reagents generated from amides and acyl halides have been found to be versatile in the organic synthesis because they have both electrophilicity and nucleophilicity. Some types of reactions under vilsmeier condition in recent years are reviewed in this paper. The paper focuse on the, acylation, chlorination, chloroformylation, aromatization, annulation and dehydration and so on.
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Intramolecular orthopalladation reaction of N-donor ligands
Wang Hongxing;Ding Li;Wu Yangjie
Chin. J. Org. Chem. 2000, 20 (1): 44-53.
Published: 25 February 2000
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This paper summarizes the recent developments of intramolecular orthopalladation of N - donor ligands including Schiff bases, diazo - compounds, amidines, hydrazones, oximes, heterocyeles, Some factors, such as palladium reagents, the structures of substrates, solvents and the size of C - Pd ring, which influence the ease of cyclopalladation are elucidated and the methanisms of different types of cyclopalladations are discussed. The application of some cyclopalladated compounds in organic synthesis are also reviewed.
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Recent progress in carbolithiation reaction
Xu Bin;Ma Shengming
Chin. J. Org. Chem. 2000, 20 (1): 54-63.
Published: 25 February 2000
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Recent studies on carbolithiation reaction including both inter - and intra - molecular reactions as well as enantionselective reactions are reviewed.
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Studdies on synthesis of novel chiral 3-bromo-2(5H)-fura-none and its application in tandem asymmetric michael reaction
Huang Min;Huang Hui;Chen Qinghua
Chin. J. Org. Chem. 2000, 20 (1): 64-71.
Published: 25 February 2000
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In this paper, the synthesis of a novel chiral synthon, 5-(l- menthyloxy)-3-bromo-2 (5H)-furanone (5a) and its application in asymmetric reaction have been investigated. The unusual, functionalized spiro-cyclopropane derivatives containing four stereogenic centers 8a~8d were obrained in good yields with d.e.(98% via tandem double michael addition/internal nucleophilic substitution of the novel chiral synthon, 5-l-menthyloxy-3- bromo-2-(5H)-furanone 5a, with oxygen nucleophiles under mild conditions. The structure and configuration were established on the basis of their analytical and spectroscopic ([α]^2^0D~, UV, IR, ^1H NMR, ^1^3C NMR, MS) and X-ray crystallographic data.
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Cited: Baidu(
10
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Synthesis of some substituted 3-(3'-acetyl-5'-aryl-1',3',4'-oxadiazoline-2'-yl)-chromones
Yu Jianxin;Liu Fangming;Lu Wenjie;Li Yanping;Zao Xinmin;Liu Yuting;Liu Cong
Chin. J. Org. Chem. 2000, 20 (1): 72-80.
Published: 25 February 2000
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By the Vilsmeier-Haack reaction, chromone-3-carboxaldehydes (2a ~2e) swere prepared in high yields, whichreacted regiospecifically with substituted aroyl hydrazines (3a~3c) in EtOH containing AcOH at room temperature to give 3-(substituted aroly hydrazone)chromones (4a~4o). 4a~4o could be readily converted to substituted 3-(3-acetyl-5-aryl-1,3,4-oxadiazoline-2(-yl)-chromones (5a~5o) in good yields by refluxing with Ac2O. Their structures were established by elemental analysis, IR, ^1H NMR and MS spectra.
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Structural determniation of A new bidesmosidic triterpenoid glycoside from dipsocus japonicus
Miao Zhenchun;Zhou Yongxin;Feng Rui;Wei Feng
Chin. J. Org. Chem. 2000, 20 (1): 81-87.
Published: 25 February 2000
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A new 3,28 - bidensmosidic triterpenoid saponin was isolatde from the ethanolic extract of the root of Dipsocus japonicus and its structure established as 3-O-α-L- rhammopyranosyl (1→3) -β- D - glycopranosyl (1→3) -α- L - rhammopyranosyl(1→2) -α-L- arabinopyranosyl - hederagenin -28 -O -β- D -glycopranoside. The results obrained showed that the chemical structure of oligosaccharide chains of the saponin could be elucidated by the combination of 1D - SEMDY, NOE difference spectroscopy in rotating frame and selective long - range DEPT techniques, without having recourse to chemical degration or modification. Complete assignments of severely overlapping proton resonance of the sugar residues were obtained.
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Facile synthesis of 2- alkyl and 2- aryl -4- quinolones using microwave irradiation
Huang Zhizhen;Wu Luling;Huang Xian
Chin. J. Org. Chem. 2000, 20 (1): 88-90.
Published: 25 February 2000
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The addition - elimination of 5- methylthioalkylidene isopropylidene malonates with arylamines, followed by cyclization, can take place easily under microwave irradiation conditions to provide a tacile access to 2- alkyl and 2-aryl -4- quinolones.
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Cited: Baidu(
31
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Synthesis of (Benzo -15- crown - 5) bis - schiff bases
Li Zhonghui;Li Jianzhang;Sun Bin;Lu Xiaoxia;Qin Shengying
Chin. J. Org. Chem. 2000, 20 (1): 91-93.
Published: 25 February 2000
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A new series of crowned bis - Schiff bases la~1h have been synthesized by condensation fo salicylaldehyde or its substituted derivatives with 4', 5'- diamino benzo -15- crown -5(2) prepared from benzo -15- crown -5 via dinitration followed by reduction in a breath. The structures of these crowned salophen type compouuds are consistent with data derived from elemental anlysis, IR, ^1H NMR and MS.
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Synthesis of 4,5-tetrathiafulvalene - bis (2,3,6,7- diphenyl -N- hetero - cycloheptane-1- oxyl)
Zeng Heping
Chin. J. Org. Chem. 2000, 20 (1): 94-97.
Published: 25 February 2000
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To developing high -Tc organic magnets based on aryl - substituted tetrathiafulvalene (TTF) donors with a multidimensional network of heteroatomic interactions, we have designed and synthesized of 4,5- tetrathiafulvalene-bis(2,3,4,7- diphenyl -N- hetero - cycloheptane -1- oxyl). The reaction products were isolated by preparative HPLC and identified by mass spectrometry, ^1H NMR and ^1^3C NMR.
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Peparation of iodine chloride supported on phosphonium resin and iodination of active aromatic compounds
Yang Guichun;Chen Zuxing;Huang Jinxia;Chen Jiawei
Chin. J. Org. Chem. 2000, 20 (1): 98-101.
Published: 25 February 2000
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Phosphonium resin reacted with iodine chloride to give iodine chloride supported on phosphonim resin. The resin reacted with aromaticc amines、acetanilides and phenols in dichloromethane and methanol in the presence of calcium carbonate or sodium biscarbonate at room tempture to give mono iodo - substituted aromatic compounds. The yields were 80.5%~94.0%. The resin was a mild yet effective iodinating agent for active aromatic rings with good selectivity. The phosphonium resin can be reused after treatment with iodine chloride.
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Cited: Baidu(
9
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Synthesis and crystal stucture of shacanlin oxalate
Zeng Xi;Zhang Dageng;Mu Lan;Lu Yuzhen;Zhou Xiangge;Zhou Zhongyuan
Chin. J. Org. Chem. 2000, 20 (1): 102-107.
Published: 25 February 2000
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A new organophosphorus insecticide Shacanlin [O,O,O',O' - tetramethyl - S - S' - (2 - N, N - dimethylamino - trimethylene) - bis - phosphonodithionate] was synthesized and its oxalate was prepared. The crystal structure of Shacanlin oxalate was determined by SRD. The x - ray single crystal structure analysis shows that the crystal is in triclinic space group P 1 and the unit cell parameters as follows: a = 0.74342(%)nm, b=1.1057(4)nm, c = 1.45295(11)nm, α= 98.018(11)°,β = 101.012(4)°,γ= 96.224(10)°,Z = 2. The compound was characterized by elementary analyses, MS、IR and ^1H, ^1^3C NMR.
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Synthesis and characterization of Di - (or Tri) butyltin alkenyl (or alkynyl) phosphates
Yin Handong;Ma Chunlin;Zhang Rufen
Chin. J. Org. Chem. 2000, 20 (1): 108-111.
Published: 25 February 2000
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Twelve new di - (or tri) butyltin alkenyl (or alkynyl) phosphates of general formular [(n - C4H9)nSn]n-1O2P(O) R (n=2,3; R= -CH = CClPh, - C ≡ CC5H11-n, - C ≡ CC6H13-n, - C≡CPh, C≡CCH2OMe, C≡CCH2OEt) were synthesized and characterized by elemental analysis, IR, ^1H NMR spectra and TG-DTA. The bioassay of some compounds showed that they had better miticidal activity and fungicidal activity.
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Studies on synthesis and property of calix [4] arene derivatives 5
Lu Guoyuan;Li Qian;Wan Xiaobin;Hu Hong@wen
Chin. J. Org. Chem. 2000, 20 (1): 112-115.
Published: 25 February 2000
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A series of novel calix[4] arenes containing acetal、amid and cyano group respectively have been prepared by the O- alkylation. In reactions of O- alkylation, mono、1, 3 - di and tetra ethers can be obtained respectively as main products by changing reaction conditions. The regio - selectivity depends greatly on the type of bases used and the reaction time.
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Oxidative cleavage of 2,4-dinitrophenylhydrozones by tetrabutylammonium peroxydisulfate
Chen Fener;Yan Qiongjiao;Peng Zuozhong;Zhang Daoming;Fu Han;Liu Jidong
Chin. J. Org. Chem. 2000, 20 (1): 116-121.
Published: 25 February 2000
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2, 4- dinitrophenylhydrazone derivatives of aldehydes and ketones were converted into the corresponding carbonyl compounds in excellent yields in 1,2- dichloroethane. Other common funtioanl groups in the molecule such as olefinic double bond, cyano, ester, acetal etc were unaffacted under these reaction conditions. The possible reation mechanism and the effects of different solvent on oxidation were investigated.
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Cited: Baidu(
1
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Regularity of physicochemical properties for homologous organic compounds
Nie Changming;Fan Mingfang
Chin. J. Org. Chem. 2000, 20 (1): 122-130.
Published: 25 February 2000
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With the model that the number of repeating units of the homologous series varies successively, two fundamental relationships have been developed: P=a+bn and P=c+kln n=a/n+b Where a、b、c、k all refer to the constants, n to the number of repeating units, P tothe properties for homogolous series. Generally, additive type properties conform to thelinear relationship, adn the structural - type properties and condened - type properties tothe homololgous logarithmic linear relationship.
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Cited: Baidu(
26
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A novel method of resolution-chiral inclusion complexation
Feng Xiaoming;Zeng Dechao;Jiang Yaozhong
Chin. J. Org. Chem. 2000, 20 (2): 131-137.
Published: 25 April 2000
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The resolution of racemic compounds by chiral inclusion complexation reported in 47 references is reviewed with 47 references. The chiral recognition principles in inclusion complex is also discussed.
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The recent progresses in alkylenation of carbonyl complunds using alkyltitanocene derivatives
Yong Li;Huang Jiling;Qian Yanlong
Chin. J. Org. Chem. 2000, 20 (2): 138-145.
Published: 25 April 2000
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This review deals with the new development in alkylenation of carbonyl compounds using alkyltitanocene derivatives.
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The recent progresses in the synthetic research of glucuronides
Zhu Xiangming;Yu Biao;Hui Yongzheng
Chin. J. Org. Chem. 2000, 20 (2): 146-154.
Published: 25 April 2000
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In this review, some recent progresses in the synthesis of glucuronides are summarized in terms of different glucuronyl donors used.
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Cited: Baidu(
9
)
Cyclocctatetraehyl organolanthanide complexes
Zhang Lixin;Zhou Xigeng;Cai Zufang;Huang Zuen
Chin. J. Org. Chem. 2000, 20 (2): 155-167.
Published: 25 April 2000
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The chemistry of cyclooctatetraenyl lanthanide complexes is currently receiving considerable attention. Many cyclooctatetraenyllanthanide complexes have been reported during the past several decades. The results show that cyclooctatetraenyl ligands with larger size and higher negative charges can often generate stable organolanthanide complexes of novel structures and unique properties. Herein is a brief revview on the synthesis, structure and reactivity of these complexes.
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Progresses in studdies of novel marine bisindole alkaloids
Gu Xiaohui;Jiang Biao
Chin. J. Org. Chem. 2000, 20 (2): 168-177.
Published: 25 April 2000
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Bisindole alkaloids are family of very important natural products isolated from marine organisms recently. Due to their unique chemical structures and a wide range of biological activities, they have attracted great attention of scientists. This article reviews the recent progresses in the studies of marine bis(indole) alkaloids.
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Cited: Baidu(
7
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Advances in gas - phase electrophilic aromatic substitution reaction
Li Zhili;Ji Yiping;Liu Zhiqiang;Liu Shuying
Chin. J. Org. Chem. 2000, 20 (2): 178-183.
Published: 25 April 2000
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Recent advances in the gas - phase reaction of aromatics with cationic electrophiles are reviewed. The overall substitution reaction is analyzed in terms of its elementary steps.Mechanistic studies have been focused on the structure and reactivity of covalent and non - covalent ionic intermediates, which display a rich chemistry and provide benchmark reactivity models. Particular attention has been devoted to proton transfer reactions, which may occur intraor intermolecularly in arenium intermediates.
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Synthesis of N-Fmoc-L-α-homoamino acid from N-fmoc-L-β-amino acid
Liu Bo;Hong Yongyu;Liao Benren;Xiong Fei;Tao Kemei
Chin. J. Org. Chem. 2000, 20 (2): 184-188.
Published: 25 April 2000
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Amdt-Eistert synthesis has been successfully applied to the preparation of enantiomerically pure N--Fmoc-L-β-amino acids starting from commercially available N-Fmoc-L-α- amino acids.
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Nucleophilic addition and cycloaddition to 8 - vinylpurine
Liu Fusheng;Yang Jinzong
Chin. J. Org. Chem. 2000, 20 (2): 189-194.
Published: 25 April 2000
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The nucleophilic addition reaction between 8 - vinylpurine and mathanol, benzenethiol or diethylmalonate and the cycloaddition between 8 - vinylpurine and cyclopentadiene has been investigated. A series of 8 - substituted purines which and not been reported before were prepared and characterized by elemental analysis, ^1H NMR, ^13^C NMR, ^1H - ^1H NOESY and MS.
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Cited: Baidu(
12
)
The continuous reaction - separation processs for the lipase - catalyzed synthesis of citronellyl oleate in supercritical CO2
Zeng Jianqing;Zhang Yaomou;Liu Limei;Zhang Jingcheng
Chin. J. Org. Chem. 2000, 20 (2): 195-197.
Published: 25 April 2000
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An apparatus for the continuous reaction - separation process using supercritical CO2 as solvent has been developed. The effects of pressure and temperature on the reaction of lipase - catalyzed transesterification of methyl oleate and citronellol have been studied. The results showed that the continuous reaction - separation process in supercritical CO2 could be well carried out in the established apparatus; the initial rate of the transesterification reaction is the highest at the pressure close to the critical pressure of CO2. When the pressure is fixed at 9MPa, a maximium in conversion appears at 328K. When the temperature is varied in the range of 308K~328K with the pressure fixed at 14MPa, the initial rate increases with the temperature.
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Synthesis of tetraacetyl glucosyl esters of 5-aryl-2-furoic acids by phase transfer catalysis
Liu Mingguo;Tong Kaifa;Luo Guangfu;Liao Quanbin;Fu Shali
Chin. J. Org. Chem. 2000, 20 (2): 198-201.
Published: 25 April 2000
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Four new tetraacetyl glucosyl esters of 5- aryl -2-furoic acids were synthesized under phase transfer conditions, characterized by elemental analysis, IR, ^1H NMR and MS spectroscopy, and tested for the antibacterial activity. The ^1H NMR spectra showed that they were β-anomer. The PTC method has the advantages of mild reaction conditions, easy seperation of products and high stereosselectivity.
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Pentamethylcyclopentadienyl halfsandwich rhodium complexes containing 1,1'- ferrocene dichalcogenido chelate ligands
Jin Guoxin;Liu Yu;Yu Xiaoyan
Chin. J. Org. Chem. 2000, 20 (2): 202-205.
Published: 25 April 2000
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The heterobimetallic complexes Cp*Rh(CN^tBu) (EC5H4)2Fe[E=S(2), Se(3), Te(4)] have been synthesized by the reaction of halfsandwich rhodium complex Cp*Rh(CN^tBu) Cl2 with Fe(C5H4ELi)2. 2THF. Oxidation of 2,3 by AgBF4 to give ferrocenium - type salts [Cp*Rh(CNtBu) (EC5H4)2Fe] + [BF4]^-[E=S(5), Se(6)] also occurs readily. The new complexes have been characteried by MS IR、^1H and ^1^3C NMR spectroscopy and elemental analysis.
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Synthesis, crystal structure, transesterifications of the complex of β- butoxycarbonylethyltin trichlorides with schiff base ligands
Li Zhongfang;Wang Suwen;Tan Xiaoyao;Fu Fangxin;Pan Huade
Chin. J. Org. Chem. 2000, 20 (2): 206-212.
Published: 25 April 2000
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Title complex n-BuO2CCH2CH2SnCl2SnCl3. (2 -HOC6H4CH=NC6H4OMe-4') was synthesized and characterized by elemental analysis, UV - Vis, IR, ^1H NMR. The crystal structure was determined by the X - ray diffraction analysis. The crystal belong to monoclinic system, system, space group P2 1/c with a =1.4661(3), b =).9307(2), c =1.7888(4)nm, β=94. 04(3)°; Z=4. The complex exists as a discrete molecule, and the in atom attains a distorted octahedral geometry vis the coordination of intramolecular carbonyl oxygen and [henolic oxygen of the Schiff base. The coordination number of tin atom is 6. The transesterification ot title complex with ROH was studied and 8 new complexes RO2CCH2CH2SnCl3. (2-HOC6H4CH = NC6H4OM2 -4') (R=Me, Et, Pr, i - Bu, n - Am, i-Am, Cl - C2H4, (CH3CH2)2CHCH2 -) were obtained. The possibel mechanism is suggested
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Synthesis and hydrogenation of 1-alkyl reissert compounds of isoquinoline
Yu Yu;Yan s垍巋e
Chin. J. Org. Chem. 2000, 20 (2): 213-217.
Published: 25 April 2000
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When 1 - benzyl Reissert compound of isoquinoline was hyrogenationed under high pressure using Raney Ni(w-2) as catalyst, two new hydrogenated products were isolated. They were characterized and confirmed by chemical and spectroscopic analysis to be 1 - iminomethyl -1- benozyl -1,2- dihydroisoquinoline (4) and 3 -phenyl- 10b - benzyl- 1, 10b - dihydroimdazo [5,1-a] isoquinoline (5). From the experimental results a reaction sequece of high pressure catalytic hydrogenation of 1-benzyl Reissert compoud of isoquinoline is proposed and the mechanism of benzoyl migration during high prssure catalytic hydrogenation of Reissert compound of isoquinoline is also discussed. In an attempt to prpare 1 -cyclohexyl Reissert compound of isoquinoline (2b) using cyclohexyl bromide as alkylating agent in the presence of sodium hydride, the product, tured out to be 1- cyanoisoquinoline (1,in 75% yield).
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Studies on the mechanism and stereochemistry of the reaction of 2- phenyl-4- aryl-2,3-dihydro-1, 5-benzodiazepine with ethyl diazoacetate
Wang Hongzhong;Chun Jiong;Jin Sheng
Chin. J. Org. Chem. 2000, 20 (2): 218-223.
Published: 25 April 2000
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The reaction of 2-phenyl -4- aryl -2,3 -dihydro- 1,5- benzodiazepine with ethyl diazoacetate using power Cu as a catlyst gives a normal cycloaddition product, azirino-benzodiazepine (I), and an unprecedent product pyrro - benzodiazepine (II). The yield of (II) was increased to 50% under the optimum condition.From the reaction mechanism, which involved formation of benzodiazepinium ethoxycarbonylmethylate (V), the reaction mechanism, which involved formation of benzodiazepinium ethoxycarbonyl- methylate (V) followed by cycloaddition reaction, was tentatively proposed. The reaction was proved to be stereospecific based on the analysis of X - ray and NMR spectra.
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Screening polystyrene - supported quaternary ammonium salt as phasetransfer catalysts using a combinatorial chemical method
Xu Mancai;Ou Zhize;Yu Shanxin
Chin. J. Org. Chem. 2000, 20 (2): 224-227.
Published: 25 April 2000
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A phase transfer catalyst (PTC) library of sixty different polystyrene - supported quaternary ammonium salt catalysts was synthesized. The nycleophilic Substitution reaction under basic conditions was used as a probe reaction to identify the most active PTC in the library by using the iterative method, and a method ofrapid synthesis and screening polystyrene - supported quaternary ammonium PTC was established.
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Synthesis of thienyl and furl 1,2,3 - selenadiazole
Ku Erban@@@@@@wusimaN;Mi Nawaer@@@@@@yiminGAISHAN
Chin. J. Org. Chem. 2000, 20 (2): 228-230.
Published: 25 April 2000
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A method for the synthesis of thienyl and furyl 1,2,3 -selenadiazole is reported. Four new compounds were prepared by this method. The compounds were characterized by IR, ^1H NMR, and elemental analysis.
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The synthesis, structure and characterization of a new type of oleic acid TMA alkyd resin
Zhou Wenfu;Jia Demin
Chin. J. Org. Chem. 2000, 20 (2): 231-236.
Published: 25 April 2000
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1986
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A light - colored and high - performance turpentine - maleic anhdride adducts alkyd resin was synthesized from low - cost industrial turpentine, maleic anhydride, polyols and oleic acid. The optimum preparation conditions were determined. The structure and properties of the product was in westigated using FTIR, ^1H NMR and TGA.
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Cited: Baidu(
19
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Conjugative effect parameters of groups
Nie Changming;Xia Liangshu
Chin. J. Org. Chem. 2000, 20 (2): 237-242.
Published: 25 April 2000
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2175
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Using monosubstituted benzene as a model and presuming: (1) the conjugative effect of meta - position is prohibited; (2) the transmit factor of induction effect in the conjugative system is 1/2, the experimental formula for the conjugative effect parameters can be expressed as follows: Where △δp and△δm refer to the deviations of ^1^3C NMR chemical shifts of para - and meta - positin of monosubstituted benzenes with respect to unsubstituted parent respectively. δp and δm refer to the ^1^3C NMR chemical shifts for para - position and metal - position respectively. Using the formula, conjugative effects parameters for 559 groups are calculated, and the results agree well with the observed values in the literature.
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Ab onitio study on the H - bonding complexes formed from phenol and a series of amides
Mao Shucai;Yu Xiangyang;Shen Yong;Zheng Kangcheng
Chin. J. Org. Chem. 2000, 20 (2): 243-247.
Published: 25 April 2000
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The study on hydrogen bonding comlexes (considered as super molecules) formed from phenol and a series of amides was carried out using ab initio calculation at HF/6-31G basis set level (G94W package). The regularities of the stability, the charge transfer between the doner and accepter, and the change of geometric parameters of the complexes were investigated. The results show that some stable complexes can form from phenol and amides (DMF, DMA, HCONH2, HCONHCH3 and CH3CONH2) via hydrogen - bonding. The stability of the complexes is in the order: CH3CONH2~HCONHCH3>HCONH2> DMA>DMF. The calculation results also show that there is an obvious charge transfering in the process of forming the complex, and the charges transfer from the amides to phenil. In addition, the lengths of C=O in the amides and O-H in the phenol are increased obviously. The callculation results are well consistent with the experiments.
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Isolation and structural determination of heterocyclic alkaloidal compounds
Xu Shihai;Cen Yingzhou;Zeng Longmei;Su Jingyu
Chin. J. Org. Chem. 2000, 20 (2): 248-250.
Published: 25 April 2000
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1800
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Three new alkaloidal heterocyclic compounds were isolated from the sponge spongia obligue collected from the South China Sea. Their chemical structures were established by UV, IR, MS, 1D NMR, 20 NMR and element analysis.
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Synthesis of bis - (hexahydropyrimidines) through reaction of diaminoalkanes with sym - tetrachloroethane
Guo Sheng;Li Zengchun;Xu Hongzhang;Yao Li
Chin. J. Org. Chem. 2000, 20 (2): 251-254.
Published: 25 April 2000
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1915
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1,3 - diaminoalkanes react with sym - tetrachloroethane to give crystaline 2,2' -bis- (hexahydropyrimidine) derivatives 1~5, after treatment with aqua ammonia. Subsequently 1 was treated with different amounts of dichloromethane to give higher yields of 4a, 8b - trans - perhydro - 4, 5, 8a, 9a - tetraazafluorene (6) and 8b, 8c - cis - perhydro - 3a, 4a, 7a,I 8a -tetrazacyclopentanofluorene (7), The transormation mechanisms for cis - and trans - 6 and 7 are proposed.
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Friedel - crafts reaction of N - ( 2- chloroethyl) benzaldimine
Chen Lin;Bao Jiquan;Yao Zipeng
Chin. J. Org. Chem. 2000, 20 (2): 255-257.
Published: 25 April 2000
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2112
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The friedel -Cratfs reaction between N - (2 -chloroethyl) benzaldimines (1) with arenes (benzene, toluene) in the presence of aluminium trichloride was studied. Upon hydrolysis N - (2 - arylethyl) benaldimines (2) with 6 mol/L HCl, product 2 - arylethylamine (3) were obtained.
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《Chinese Journal of Organic Chemistry》
(Note: draft number + name)