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Chinese Journal of Organic Chemistry 2007 Vol.27 Please wait a minute... Review Recent Progress in Reductive Amination Reaction FU Bin, LI Nan, LIANG Xiao-Mei, DONG Yan-Hong WANG Dao-Quan* Chin. J. Org. Chem.    2007, 27 (01): 1-7.   Published: 30 December 2006 Abstract （4471）      PDF （249KB）（12024）       Knowledge map    This paper reviews the recent progress of all kinds of reductive amination methods and their applications in organic synthesis, particularly emphasis on the introduction to the reductive amination with high efficiency and high selectivity. Related Articles | Metrics Cited: Baidu(16) Review Recent Developments in Nonlinear Optical Properties of C60 and Its Derivatives CHEN Weib,ZENG He-Ping*,a,b Chin. J. Org. Chem.    2007, 27 (01): 8-16.   Published: 30 December 2006 Abstract （2343）      PDF （396KB）（2707）       Knowledge map    The principles of nonlinear optical limiting properties and the structure of functional materials are described briefly. The specific structure of C60 became pivot in most researching areas. C60 possesses good nonlinear optical limiting properties, while the derivatives of C60 might provide much more better ones, e.g. the macromoleculized fullerenes which contains rapid response time. This article particularly introduces the recent progress on the structure, nonlinear optical properties, principles in the research of C60 and the derivatives. Related Articles | Metrics Review Vicarious Nucleophilic Substitution of Hydrogen in Nitro Aromatics and Nitro Heteroaromatics ZHOU Zhi-Ming*,YUE Ji-Wei,SHEN Ning,YU Cong-Xuan Chin. J. Org. Chem.    2007, 27 (01): 17-23.   Published: 30 December 2006 Abstract （2860）      PDF （286KB）（3901）       Knowledge map    Vicarious nucleophilic substitution (VNS) of hydrogen is a new type of reaction which is different from the usual electrophilic and nucleophilic reactions of the nitro arenes. By comparing VNS with the electrophilic substitution and nucleophilic substitution of nitro aromatic, the definition of VNS is explained. By the analysis of the competition experiment, the rate-limiting step and the kinetic isotope effect, the possible reaction mechanism of VNS is described. Furthermore, the factors that affect the orientation of VNS are discussed from the aspects of the structure of nitro arenes, the properties of nucleophiles and reaction conditions respectively. The practical application of VNS, especially the VNS amination in military chemistry is introduced. Related Articles | Metrics Review Progress in the Study of Fluoroporphyrins ZENG Zhuo*,LIAO Zi-Ying,TANG Tian-Sheng,CHEN Chao-Sen Chin. J. Org. Chem.    2007, 27 (01): 24-33.   Published: 30 December 2006 Abstract （2503）      PDF （310KB）（1832）       Knowledge map    This review summarizes the recent progress in the research of fluoroporphyrins and its properties. There are two methods for synthesis of the fluoroporphyrins: direct and indirect fluorination. The direct fluorination of porphyrin always involves in using the inorganic fluorination agents to attack the porphyrins while the indirect fluorination of porphyrin employing the fluorinated building block. The fluoroporphyrins are synthesized by the indirect fluorination method more often because the synthesis of porphyrin macrocycle is very complicated. Related Articles | Metrics Cited: CSCD(3) Review Review on Application of Metalloporphyrins in Catalytic Oxidation Reactions LI Zhen,JING Zhen-Qiang,XIA Chun-Gu* Chin. J. Org. Chem.    2007, 27 (01): 34-44.   Published: 30 December 2006 Abstract （2613）      PDF （478KB）（4510）       Knowledge map    Recent progress of application of metalloporphyrins in catalytic oxidation systems is reviewed. The focus is especially on their catalytic performance in homogenous and heterogenous reaction systems. Related Articles | Metrics Cited: Baidu(57) Review Asymmetric Allylation of C＝N Double Bonds TAO Chuan-Zhou,ZHANG Wei,LIU Lei,GUO Qing-Xiang* Chin. J. Org. Chem.    2007, 27 (01): 45-65.   Published: 30 December 2006 Abstract （2400）      PDF （567KB）（1493）       Knowledge map    This article thoroughly reviews the studies on the asymmetric allylation reactions of C＝N double bonds. The main focuses are the asymmetric allylation reactions of C＝N double bonds through using chiral auxiliary groups, chiral allylation reagents, and asymmetric catalysts. Related Articles | Metrics Cited: CSCD(1) Review Recent Progress in Ferrocene Chiral Phosphine Ligands SONG Qing-Bao*,DONG Yu Chin. J. Org. Chem.    2007, 27 (01): 66-71.   Published: 30 December 2006 Abstract （2207）      PDF （264KB）（1408）       Knowledge map    The paper reviews the synthesis and application of the unique ligands, which contain the structure of ferrocene chiral phosphine. These ligands perform high activity in asymmetric synthesis. Related Articles | Metrics Cited: Baidu(5) CSCD(4) Original Articles Synthesis, Structure and Biological Activity of N-[5-(4-Trifluoromethylphenyl)-1,3,4-thiadiazol-2-yl]-N'-aroylureas SONG Xin-Jian,b,WANG Shenga,TAN Xiao-Hongb WANG Zi-Yun,c,WANG Yan-Gang*,a Chin. J. Org. Chem.    2007, 27 (01): 72-76.   Published: 30 December 2006 Abstract （2184）      PDF （260KB）（1168）       Knowledge map    Fourteen novel aroylureas have been synthesized by the reaction of 2-amino-5-(4-trifluoro- methylphenyl)-1,3,4-thiadiazole with aroyl isocyanates. Their structures were characterized by IR, 1H NMR spectra and elemental analysis, and the structure of 2l was determined by X-ray single crystal diffraction method. The preliminary biological activity tests showed that some title compounds have good activity as plant growth regulator. Related Articles | Metrics Original Articles Synthesis and α-Glucosidase Inhibitory Activity of Cinnamic Amides CAI Xiao-Hua*,a,b,WU Ying-Huaa Chin. J. Org. Chem.    2007, 27 (01): 77-81.   Published: 30 December 2006 Abstract （2239）      PDF （228KB）（1462）       Knowledge map    Four new cinnamic amides 9a～9d were synthesized, and their preliminarily inhibitory activities for α-glucosidase were evaluated. All of these compounds displayed inhibitory activities of α-glucosidase, and are a new structural type of α-glucosidase inhibitory compounds. The inhibitory activity of 9b and 9d was higher than those of control drug acarbose. Related Articles | Metrics Original Articles Study on the Synthesis and Biological Activity of Schiff Bases of 3-Amino-dihydrothiophene-2-one SUN Xiao-Hong*,a,LI Shu-Juana,LIU Yuan-Fab,CHEN Bangb JIA Ying-Qib,TAO Yana Chin. J. Org. Chem.    2007, 27 (01): 82-86.   Published: 30 December 2006 Abstract （2306）      PDF （252KB）（1286）       Knowledge map    Nine Schiff bases of 3-amino-dihydrothiophene-2-one were synthesized by reaction of substituted benzaldehyde with DL-homocysteine thiolactone hydrochloride by means of preferable reaction conditions. Seven of them were reported for the first time. The structures of the compounds were confirmed by elemental analysis, 1H NMR and IR spectra. The biological tests showed that they were excellent biological active to several vegetable pathogen. Related Articles | Metrics Cited: CSCD(9) Original Articles Synthesis of Chitosan-Supported Imine Palladacycles and Their Catalytic Performances LIU Pu*,a,LIU Yeb,LI Jing-Yua,LIU Yi-Zhena,LU Wei-Penga WANG Xiang-Yua,LI Li-Mina Chin. J. Org. Chem.    2007, 27 (01): 87-91.   Published: 30 December 2006 Abstract （2317）      PDF （244KB）（1140）       Knowledge map    Chitosan-supported imine palladacycle catalysts were synthesized from chitosan and benzaldehyde or its derivatives via grafting to form chitosan Schiff base, followed by treatment with Li2PdCl4 in methanol. These natural polymeric palladacycle catalysts are stable to air and moisture, and can catalyze the cross coupling reaction of aryl iodide with PhCH＝CH2 in high activity and selectivity. It can be reused several times by the simple filtration separation from the reaction mixture. It can provide an easy prepared and green catalytic system that is practical and highly active to synthesize stilbene and its derivatives. Related Articles | Metrics Cited: Baidu(13) CSCD(5) Original Articles Applications of Organic Mass Spectrometry to Structure Elucidation of Osthole, Magnolol, Honokiol and Houttuynium ZENG Zhi*,a,b,SHEN Miao-Tinga,MENG Shao-Jina Chin. J. Org. Chem.    2007, 27 (01): 92-96.   Published: 30 December 2006 Abstract （2261）      PDF （255KB）（1344）       Knowledge map    Organic mass spectrometry plays a crucial role in the structure elucidation of those effective substances from traditional Chinese medicine. Secure interpretation of the mass spectra of the effective substances from traditional Chinese medicine requires an adequate understanding of the mechanism of the key fragmentation processes of the mass spectra of the effective substances. The present paper discussed the application of the regular patterns of organic mass spectrometry to the structure elucidation of the effective substances from traditional Chinese medicines. These effective substances from traditional Chinese medicine include osthole from Cnidium monnieri, magnolol and honokiol from Manolia officinalis extracted by supercritical CO2 method; houttuynium from Houttuynia cordata extracted by hydro-distillation. The presence of the key fragment peak at m/z 229 with higher abundance is the typical characteristic of the mass spectrum of osthol and the presence of the key fragment peak at m/z 169 is the typical characteristic of the mass spectrum of houttuynium. But the presence or absence of the key fragment peak at m/z 247 is the typical characteristic of the mass spectra to differentiate the chemical structures between magnolol and honokiol. We are trying to construct the platform of organic mass spectrometry for effective substances from traditional Chinese medicine based on this study. Related Articles | Metrics Cited: Baidu(19) CSCD(4) Original Articles Synthesis, Characterization and in vitro Antitumor Activity of Dibutyltin Complexes of Aminoglucosyl Derivatives ZHANG Yan-Xiaa,XUE Xue-Wenb,WAN Sheng-Biaoa,JIANG Tao*,a Chin. J. Org. Chem.    2007, 27 (01): 97-102.   Published: 30 December 2006 Abstract （2287）      PDF （300KB）（1227）       Knowledge map    Di(n-butyl)tin(IV) oxide reacts with the amino glucose analogues, 1,3,4,6-tetra-O-acetyl-2- {[(2Z)-3-carboxy-1-oxo-2-propenyl]amino}-2-deoxy-β-D-glucopyranose (1a) and 1,3,4,6-tetra-O-acetyl-2- [(2-carboxybenzoyl)amino]-2-deoxy-β-D-glucopyranose (2a) to give the complexes bis-[1,3,4,6-tetra-O- acetyl-2-{[(2Z)-3-carboxy-1-oxo-2-propenyl]amino}-2-deoxy-β-D-glucopyranose]-di-n-butyltin carboxylate (1) and bis-{1,3,4,6-tetra-O-acetyl-2-[(2-carboxybenzoyl)amino]-2-deoxy-β-D-glucopyranose}-di-n-butyltin carboxylate (2) which have been characterized by IR and 1H, 13C NMR and MS spectra. The results of in vitro tests show that compound 1 exhibits high cytotoxicity against the tumor cell lines of A-549 and BEL-7402, low cytotoxicity against the tumor cell lines of P388 and HL-60, while compound 2 exhibits high cytotoxicity against the tumor cell lines of HL-60, A-549 and BEL-7402, low cytotoxicity against the tumor cell line of P388. Clone gene analysis shows that compounds 1 and 2 both have hematopoietic cell toxicity at the concentration of 3.82×10－6 and 3.02×10－6 mol/L, respectively Related Articles | Metrics Original Articles Total Synthesis of Acyl-CoA: Cholesterol Acyltransferase Inhibitor Beauveriolide I TIAN Hua,JIAO Xiao-Zhen,XIE Ping*,LIANG Xiao-Tian Chin. J. Org. Chem.    2007, 27 (01): 103-108.   Published: 30 December 2006 Abstract （2419）      PDF （223KB）（1950）       Knowledge map    The total synthesis of beauveriolide I, an inhibitor of acyl-CoA: cholesterol acyltransferase (ACAT), was described. The fatty acid moiety with two contiguous chiral centers in beauveriolide I, a key intermediate, has been prepared via (4R)-4-benzyl-3-propionyl-2-oxazolidinone and 3-benzyloxypropio- naldehyde as starting materials. The structure of beauveriolide I was confirmed by 1H NMR, 13C NMR, MS and IR spectra. Related Articles | Metrics Reports A Novel Method for α-Bromination of Acetophenones Using 1,3-Dibromo-5,5-dimethylhydantoin GAO Guo-Rui,GUAN Xi-Xia,ZOU Xin-Zhuo* Chin. J. Org. Chem.    2007, 27 (01): 109-111.   Published: 30 December 2006 Abstract （3007）      PDF （220KB）（2461）       Knowledge map    A novel method for the synthesis of α-bromoacetophenones by the reaction of 1,3-di-bromo- 5,5-dimethylhydantoin with p-toluenesulfonic acid in methanol at 20～60 ℃ was described. Substituted acetophenones at the para or meta position of aromatic ring gave α-bromoacetophenones in high yield. However reaction of o-nitroacetophenone did not take place under the same condition. Related Articles | Metrics Reports Synthesis of 2,6-Diamino-3,5-dinitropyrazine-1-oxide LI Hai-Bo*,CHENG Bi-Bo,LI Hong-Zhen,NIE Fu-De LI Jin-Shan,HUANG Zhong,LIU Shi-Jun Chin. J. Org. Chem.    2007, 27 (01): 112-115.   Published: 30 December 2006 Abstract （2673）      PDF （176KB）（2167）       Knowledge map    A new synthetic method of 2,6-diamino-3,5-dinitropyrazine-1-oxide (LLM-105) was discribed. LLM-105 was synthesized using 2,6-dichloropyrazine and sodium methylate as the starting materials in four steps including alkoxylation, nitration, amination and N-oxidation with total yield of 50%. The structures of intermediates and LLM-105 were determined by 1H NMR, 13C NMR, IR, MS spectra and elemental analysis. Related Articles | Metrics Reports Selective Amination of 4-Fluoro-1-acylbenzenes UsingN-Substituted Ethanolamine DAI Chun-Ya,CAI Liang-Zhen,ZHAO Ren,TAO Xiao-Chun* Chin. J. Org. Chem.    2007, 27 (01): 116-119.   Published: 30 December 2006 Abstract （2336）      PDF （230KB）（1663）       Knowledge map    A selective and simple amination of 4-fluoro-1-acylbenzenes was achieved by using N-substituted ethanolamine neatly or in amidated solvent. The procedure in the absence of metal catalysts and additional bases was carried out throughout SNAr substitution mechanism. A series of 4-[N-alkyl-N- (2-hydroxylethyl)]amino-1-acylbenzene products were characterized by elemental analysis (HRMS), IR, MS and NMR spectra. Related Articles | Metrics Reports Solvent-Free Darzens Condensation Reaction of AromaticAldehydes with Phenacyl Chloride by Grinding LI Lei,REN Zhong-Jiao*,CAO Wei-Guo,HUANG Pei-Gang,ZHU Hua Chin. J. Org. Chem.    2007, 27 (01): 120-122.   Published: 30 December 2006 Abstract （3313）      PDF （157KB）（1666）       Knowledge map    A solvent-free Darzens condensation reaction for the preparation of epoxide compounds in the presence of NaOH by grinding was achieved. Its advantages are easy work-up, mild reaction condition, high yield and environmental compatibility. Related Articles | Metrics Cited: CSCD(3) Reports Synthesis of Imide by Oxidation of N-Alkyl Amides under Microwave Irradiation TAHERPOUR, Avat Arman*,a,b，ABRAMIAN, Araza， KARDANYAZD, Haniyeha Chin. J. Org. Chem.    2007, 27 (01): 123-125.   Published: 30 December 2006 Abstract （2385）      PDF （77KB）（1222）       Knowledge map    Imide group is an interesting functionality, due to its wide presence in the natural products and in the pharmacologically active compounds. This has attracted chemists’ attention as a target to be prepared by microwave irradiation. Since polar reactants can absorb the microwave irradiation, thus chemists can utilize the microwave oven for some organic reactions. N-Alkyl amides (with methylene CH2 group adjacent to NH function of amide bond) and lactams, which need not be N-substituted, can be converted to imides by oxidation with a hydroperoxide and transition metal salts. It was reported that a rapid, selective and good yield conversion of the amides to imides by using t-buthyl hydroperoxide (t-BuOOH) and manganese(III) acetyl- acetonate [Mn(acac)3] in ethyl acetate under microwave irradiation (90 W, 5 min). Related Articles | Metrics Reports Synthesis, Structure and Biological Activities of1,3-Thiazolidine Derivatives WENG Jian-Quan*,SHEN De-Long,TAN Cheng-Xia Chin. J. Org. Chem.    2007, 27 (01): 126-130.   Published: 30 December 2006 Abstract （2559）      PDF （227KB）（1161）       Knowledge map    In order to find new thiazole-heterocycle lead compounds, six 2-oxo/thio-1,3-thiazolidine- 3-carboxylates 3 and five N-substituted benzoyl-2-oxo/thio-1,3-thiazolidines 5 were synthesized from a condensation reaction of 2-oxo/thio-1,3-thiazolidine 1 and substituted phenyl chloroformates 2 or substituted benzoyl chlorides 4 in presence of Et3N. Their structures were confirmed by 1H NMR, IR, MS spectra and elemental analysis. The crystal structures of phenyl 2-thiono-1,3-thiazolidine-3-carboxylate (3d) and N-benzoyl-2- oxo-1,3-thiazolidine (5a) were determined by X-ray diffraction analysis, and the structure of the condensation products of 2-thiono-1,3-thiazolidine with substituted phenyl chloroformates was proved to be 2-thiono-1,3-thiazolidine-3-carboxylate rather than the ester of mercaptothiazoline. The preliminary bioassay showed that compounds 3 and 5 exhibited certain fungicidal and insecticidal activities. Related Articles | Metrics Reports Knoevenagel Condensation Catalyzed by Zinc Acetate under Solvent Free Condition at Room Temperature LIU Xiong-Wei,JIANG Heng*,GONG Hong Chin. J. Org. Chem.    2007, 27 (01): 131-133.   Published: 30 December 2006 Abstract （2860）      PDF （162KB）（1724）       Knowledge map    Zinc acetate was used as the catalyst for Knoevenagel condensation of aromatic aldehydes with active methylene compounds in the absence of solvent at room temperature. The reactions proceed smoothly with the yields high up to 100%. The work-up procedure is very simple and the products do not require further purification. Related Articles | Metrics Cited: Baidu(36) CSCD(7) Reports Synthesis of a New Pd(II) Complex with Tridentate Nitrogen Ligands and Investigation of Its Catalytic Property GAO Hong-Fei,GUO Xiang-Qian,YANG Gang*,XU Nan-Ping Chin. J. Org. Chem.    2007, 27 (01): 134-137.   Published: 30 December 2006 Abstract （2339）      PDF （455KB）（2099）       Knowledge map    A new tridentate nitrogen ligand with a 4-position substituted active functional group in the pyridine ring was successfully prepared from chelidamic acid via the processes of esterification, reduction, bromization and amination, and then further reacted with palladium chloride to give the palladium(II) complex. The complex was characterized by IR, 1H, 13C NMR spectra, elementary analysis etc. The catalytic properties of the new pincer-type NN'N complex for Heck arylation of aryl halides with alkenes were investigated. The results showed that the complex had high catalytic activities. Related Articles | Metrics Cited: Baidu(3) Review Recent Progress in Heck Reaction WANG Zong-Ting*, ZHANG Yun-Shan, WANG Shu-Chao, XIA Dao-Hong Chin. J. Org. Chem.    2007, 27 (02): 143-152.   Published: 30 January 2007 Abstract （2915）      PDF （430KB）（5912）       Knowledge map    Heck reaction is a sort of classical methodology of the vinylation of aryl halides for the construction of new C—C bond. The new efficient catalysts for Heck reaction and the applications in whole synthesis of natural production have been developed greatly these years. In this paper, the recent progress in Heck coupling reaction including catalytic systems, asymmetric syntheses and applications in organic chemistry is reviewed. Related Articles | Metrics Review Supramolecular Architectures of Fullerenes Assembled by Hy-drogen Bonding WEI Xiang-Long, LUO Wei, WEI Xian-Wen* Chin. J. Org. Chem.    2007, 27 (02): 153-162.   Published: 30 January 2007 Abstract （2052）      PDF （502KB）（2130）       Knowledge map    氢键; [60]富勒烯; 组装; 超分子体系 Related Articles | Metrics Review Recent Progress in the Synthesis of Thiazolopyrimidine Analogues LIANG Ying, HE Hong-Wu* Chin. J. Org. Chem.    2007, 27 (02): 166-174.   Published: 30 January 2007 Abstract （2056）      PDF （341KB）（1743）       Knowledge map    Recent advances in the synthesis of thiazolopyrimidine analogues including thia-zolo[3,2-a]pyrimidine, thiazolo[4,5-d]pyrimidine, thiazolo[5,4-d]pyrimidine ana-logues, which widely used in the fields of medicine and pesticide, are reviewed in this article. Related Articles | Metrics Cited: Baidu(28) Review A Survey on the Synthesis of PhotochromicMaterial Diarylethe-nes LUO Qian-Fu*, FAN Qü-Li, HUANG Wei* Chin. J. Org. Chem.    2007, 27 (02): 175-187.   Published: 30 January 2007 Abstract （2361）      PDF （437KB）（2790）       Knowledge map    Due to the potential applications to many fields, photochromic compounds as functional materials have been widely focused. In particular, diarylethenes have become the promising candidates of photochromic compounds because of the excellent thermal stability of both isomers and resistance to high fatigue. Numerous studies on the synthesis and characters of photochromic diarylethene derivatives have been carried out in various research fields, such as memory media, optical switching, logic circuit, liquid crystal display and magnetic materials. In this paper, the methods of preparations of photochromic diarylethenes are reviewed. Based on current research and existing products, some new and future approaches in this fascinating area are thoroughly discussed. Related Articles | Metrics Review Foldamer-Based Molecular Recognition LI Chang-Zhia, JIANG Xi-Kuib, LI Zhan-Ting*,b, GAO Xianga, WANG Quan-Rui*,a Chin. J. Org. Chem.    2007, 27 (02): 188-196.   Published: 30 January 2007 Abstract （2250）      PDF （430KB）（1124）       Knowledge map    One of the challenging fields in physical organic chemistry is the control of the conformation of large linear organic molecules. In recent years, different non-covalent forces, especially hydrogen bonding and hydrophobic interaction, have been successfully applied to induce the folded or helical conformations of linear organic molecules. This paper reviews the recent applications of this new class of non-biological secondary structures in molecular recognition. Related Articles | Metrics Cited: Baidu(45) CSCD(3) Review Progress of Organozinc Reagents in Asymmetric Addition Reactions Catalyzed by Sulfur-Containing Chiral Ligands YANG Wang-Guia, WU Shuaia, SHI Min*,a,b Chin. J. Org. Chem.    2007, 27 (02): 197-208.   Published: 30 January 2007 Abstract （2168）      PDF （392KB）（1376）       Knowledge map    Recent developments in organozinc reagents on asymmetric addition catalyzed by sulfur-containing chiral ligands are reviewed according to the type and number of the coordinating atoms. Related Articles | Metrics Cited: CSCD(5) Review Oxygenases and Oxygenation of Alkanes JIANG Biaoa, WU Deng-Xib, ZUO Ya-Junb, GAO Lib, LI Zu-Yi*,a Chin. J. Org. Chem.    2007, 27 (02): 209-217.   Published: 30 January 2007 Abstract （2090）      PDF （428KB）（1390）       Knowledge map    This article describes oxidising enzymes used for biocatalytic applications. Redox biocatalysts are highly sought after because of the selectivity, controllability and economy of their reactions, in comparison with conventional chemical reactions. As highly reduced hydrocarbons are abundant in the environment, enzymes that catalyze the terminal or subterminal oxygenation of alkanes are relatively easy to find. A number of these enzymes have been biochemically characterized in detail, because the potential of alkane hydroxylases to catalyze high added-value reactions was widely recognized. Related Articles | Metrics Cited: Baidu(13) CSCD(1) Original Articles Synthesis of O-Phospho-L-serine and Its Derivatives ZHANG Jian-Chen*,a, CAO Shu-Xiab, ZHAO Jun-Fengb LIAO Xin-Chengb, ZHAO Yu-Fenb,c Chin. J. Org. Chem.    2007, 27 (02): 218-2221.   Published: 30 January 2007 Abstract （2217）      PDF （232KB）（1282）       Knowledge map    O-Phospho-L-serine and its derivatives, having important pharmacology activity and bioactivity, were synthesized by the reaction of phosphorusoxychloride partially prehydrolyzed and L-serine. The crystal of O-phospho-L-serine was incubated and the crystal structure was determined by X-ray single crystal diffraction method. Furthermore, calcium salt, diisopropylamine salt and di(diisopropylamine) salt of O-phospho-L-serine were also synthesized. The structures of products were identified by NMR, IR and MS spectra. Related Articles | Metrics Original Articles Catalytic Characteristics of Highly Active Amino-guanidine-resin Supported Pd(0) Complex YANG Yuan-Fa*, LU Mao-Ling, ZENG Zhao-Xia, LIU Wei-Dong ZHOU Feng-Yu, LUO Meng-Fei Chin. J. Org. Chem.    2007, 27 (02): 222-227.   Published: 30 January 2007 Abstract （2294）      PDF （268KB）（744）       Knowledge map    Amino-guanidine-resin supported Pd(0) was prepared by the reaction of amino-guanidine modified chloromethyl polystyrene resin with PdCl2, followed by reduction. The catalyst was characterized by FT-IR, XRD, BET, TG-DTA. The catalytic performance for the Heck reactions of various substituted aryl halides with acrylic acid or styrene was studied. Experiments indicated that the catalyst had excellent activity and recycling. Aryl bromides with electron-withdrawing were converted completely within very short time (140 ℃, 22 min). At 90 ℃ in the reaction of iodo-benzene with acrylic acid, the catalyst could kept high activity at 21th run. The study on mechanism disclosed that the reaction was homogeneous catalytic reaction, and the palladium leaching was caused by the interaction of iodo-benzene with the metal Pd(0) on supported. Related Articles | Metrics Cited: Baidu(3) Original Articles Synthesis and Biological Activities of Novel Oxime Ethers TU Songa, XU Long-He*,a, YU Chun-Ruia, ZHANG Hongb, LI Zhi-Nianb Chin. J. Org. Chem.    2007, 27 (02): 228-234.   Published: 30 January 2007 Abstract （2325）      PDF （327KB）（1064）       Knowledge map    Thirteen novel oxime ethers were designed and synthesized by modifying the side chain of oxime ether strobilurin fungicide with a benzopentatomic ring as the essential structure. Biological activity testing on these compounds showed that they all had good fungicidal activities against Eryiphe graminis and Pseudoperonospora cubensis. Indene-substituted compounds also had insecticidal activities. The key intermediate 2-acetylindene compounds were synthesized by one-pot palladium-catalyzed reaction in good yields. Related Articles | Metrics Cited: CSCD(5) Original Articles Asymmetric Aldol Reaction between Methyl Ketones and α-Ketoamides Catalyzed by L-Proline WANG Ya-Jun, SHEN Zong-Xuan, DING Juan, ZHANG Ya-Wen* Chin. J. Org. Chem.    2007, 27 (02): 235-239.   Published: 30 January 2007 Abstract （2202）      PDF （248KB）（1555）       Knowledge map    Direct asymmetric aldol addition of methyl ketones to α-ketoamides was achieved using L-proline as a chiral catalyst. Various optically active α-hydroxyamides were obtained in variable yields (21%～99%) with enantioselectivity up to 43% ee. The structures of the adducts were confirmed by elemental analysis, IR, 1H NMR and 13C NMR spectra. Related Articles | Metrics Original Articles Indium-Mediated Diastereoselective Allylation of α-Alkoxy-aldimines with 4-Bromo-1,1,1-trifluoro-2-butene: Concise Synthesis of the Corresponding Lactone of 4,4,4-Trifluoro-γ-hydroxyvaline CHEN Shenga, CHEN Qib, QING Feng-Ling*,a,b Chin. J. Org. Chem.    2007, 27 (02): 240-245.   Published: 30 January 2007 Abstract （2142）      PDF （238KB）（1195）       Knowledge map    ndium-mediated allylation of α-alkoxy-aldimines with 4-bromo-1,1,1-trifluoro-2-butene gave the corresponding homoallylic amines 3 in moderate yield and high diastereoselectivity. Starting from compound 3g prepared by glyceraldimine with 4-bromo-1,1,1-trifluoro-2-butene in the presence of indium, compound 11, the corresponding lactone of (2R,3R)-4,4,4-trifluoro-γ-hydroxyvaline, was conveniently synthesized via 7 steps in 24% overall yield. Related Articles | Metrics Original Articles Recognition of Carbamate-Type Molecular Tweezers Derived from Deoxycholic Acid for Neutral Molecules ZHAO Zhi-Gang*,a,b, LIU Xing-Lia, CHEN Shu-Huab Chin. J. Org. Chem.    2007, 27 (02): 246-251.   Published: 30 January 2007 Abstract （2022）      PDF （317KB）（1228）       Knowledge map    Molecular recognition properties of novel molecular tweezers 1～6 have been investigated by using aniline, p-nitroaniline and p-methoxyaniline. The association constants (Ka) and Gibbs free energy changes (ΔG0) have been measured by UV-Vis spectroscopic titration for inclusion complexes of these molecular tweezers with aromatic amines in CHCl3 at 25 ℃. The results show that all the molecular tweezers have good recognition properties for the guests examined and the supramolecular complexes formed between the hosts and guests consist of 1∶1 host and guest molecules. The main driving forces are the multiple hydrogen bonding and π-π stacking interaction between host and guest molecules. The molecular recognition ability is discussed in terms of the size/shape-fit and geometrical complementary relationship as well as the recognition model between host and guest molecules. 1H NMR spectroscopy and computer-aided study have been employed to elucidate the experimental results. Related Articles | Metrics Cited: Baidu(59) CSCD(2) Reports Reaction of C60 with Abietic Acid Catalyzed by ZnCl2 DING Xiaa, LIN Zhong-Xiang*,a, DENG Hui-Minb Chin. J. Org. Chem.    2007, 27 (02): 252-254.   Published: 30 January 2007 Abstract （2206）      PDF （191KB）（1549）       Knowledge map    The reaction of C60 with abietic acid was carried out in the presence of ZnCl2 in o-dichloro- benzene under the atmosphere of N2 at temperature of 175～180 ℃ for 8 h in order to obtain Diels-Alder adduct of C60 with pimaric acid to contain conjugated diene in the same ring derived from isomerization of abietic acid with conjugated diene in two different rings catalyzed by ZnCl2. FT-IR, 13C NMR, 1H NMR and MALDI-TOF-MS spectra were used to determine the obtained C60 adducts isolated through silica column chromatography. The results showed dehydrogenation and decarboxylation happened during the reaction and aromatic groups in obtained C60 adducts. Related Articles | Metrics Reports Synthesis of N-(6-Chromon-3-ylmethyleneamino)-S-{[4-aryl-5-(pyrid-4-yl)]-1,2,4-triazol-2-yl}mercaptoacetamide CAO Ling-Hua*,a,b, YAN Kea Chin. J. Org. Chem.    2007, 27 (02): 255-260.   Published: 30 January 2007 Abstract （1987）      PDF （208KB）（854）       Knowledge map    A series of new compounds 5a～5e, 6a～6e, 7a～7e and 8a～8e were synthesized though condensation reaction of 3-formylchromones 4a～4d with S-{[4-aryl-5-(pyrid-4-yl)]-1,2,4-triazol-3-yl}- mercaptoacetylhydrazine (3a～3e) which were obtained by esterification and hydrazinoly-sis from 3-mercapto-4-aryl-5-(pyrid-4-yl)-1,2,4-triazoles (2a～2e) cyclized from N-aryl-2-[(pyrid-4-yl)-carbonyl] thiosemicarbazide (1a～1e) in NaOH solution. Their structures were established by ele-mental analysis, IR, 1H NMR and MS spectra. Related Articles | Metrics Reports Clean Synthesis of 3-Aroyl-2,4,6-triaryl-4-hydroxycyclohexane-1,1-dicarbonitrile in Aqueous Media JIN Tong-Shou*, YIN Ying, LIU Li-Bin, ZHAO Ying, LI Tong-Shuang Chin. J. Org. Chem.    2007, 27 (02): 261-265.   Published: 30 January 2007 Abstract （2246）      PDF （227KB）（1015）       Knowledge map    A series of 3-aroyl-2,4,6-triaryl-4-hydroxycyclohexane-1,1-dicarbonitriles were synthesized from chalcones and malononitrile catalyzed by hexadecyltriethyl ammonium bromide (3 mol%) in aqueous media. The structures of all products were characterized by 1H NMR, IR spectra and elemental analysis. This method provides several advantages such as mild conditions, simple work-up procedure, high yields and environment friendliness. In addition, water was chosen as a green solvent. Related Articles | Metrics Cited: Baidu(8) Reports Silica Supported Sodium Hydrogen Sulfate Catalyzed Efficient Synthesis of β-Enamino Ketones and Esters WANG Hong-She*, MIAO Jian-Ying Chin. J. Org. Chem.    2007, 27 (02): 266-268.   Published: 30 January 2007 Abstract （2131）      PDF （145KB）（1317）       Knowledge map    Silica supported sodium hydrogen sulfate (NaHSO4•SiO2) has been found to be an efficient heterogeneous catalyst for the condensation of 1,3-dicarbonyl compounds with primary amines to give the corresponding β-enamino ketones and esters in good yields at room temperature. The catalyst could be easily recovered from the reaction mixture. Related Articles | Metrics Reports Synthesis, Separation and Characterization of 5(6)-Carboxy-rhodamine110 Isomers GAO Yong, TIAN Min, ZHANG Bin, ZHANG Min, LI Jian-Li, SHI Zhen* Chin. J. Org. Chem.    2007, 27 (02): 269-271.   Published: 30 January 2007 Abstract （2420）      PDF （177KB）（2580）       Knowledge map    5(6)-Carboxy-rhodamine110 isomer were synthesized via condensation of 3-aminophenol and trimellitic anhydride. The isomers were separated and characterized. The combined yield of 5-carboxy-rho-damine110 and 6-carboxy-rhodamine110 was high. Related Articles | Metrics