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Multicomponent One-pot Diastereoselective Synthesis of Biologically Important Scaffold under Microwaves 被引量:9
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作者 DANDIA, Anshu SINGH, Ruby SARAWGI, Pritima KHATURIA, Sarita 《Chinese Journal of Chemistry》 SCIE CAS CSCD 2006年第7期950-954,共5页
A simple and fast three-component diastereoselective synthesis of biologically important spiro scaffold 4 was carried out in reasonable purity starting from readily available 1H-indole-2,3-dione 1, ethyl cyanoacetate ... A simple and fast three-component diastereoselective synthesis of biologically important spiro scaffold 4 was carried out in reasonable purity starting from readily available 1H-indole-2,3-dione 1, ethyl cyanoacetate 2 and 4-hydroxycoumarin 3 under microwave in high yield (88%-92%) and short time. 展开更多
关键词 multi-component reaction microwave spiro derivative
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螺环类光致变色中间体的合成 被引量:6
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作者 刘振东 崔明 +1 位作者 李小宁 李立平 《北京服装学院学报(自然科学版)》 CAS 2004年第2期46-51,共6页
利用二溴代烷与吲哚啉氮原子的亲核取代反应制备了N-(3-溴丙基)-吲哚啉盐中间体,该中间体可用于制备新型的螺吡喃、螺噁嗪和苯并螺噻喃类光致变色化合物,并可通过溴原子的反应向其中引入新的基因,以便提高开环体部花菁结构的稳定性,或... 利用二溴代烷与吲哚啉氮原子的亲核取代反应制备了N-(3-溴丙基)-吲哚啉盐中间体,该中间体可用于制备新型的螺吡喃、螺噁嗪和苯并螺噻喃类光致变色化合物,并可通过溴原子的反应向其中引入新的基因,以便提高开环体部花菁结构的稳定性,或制备功能性光致变色高分子利用核磁共振氢谱、质谱等方法对相关化合物进行了结构表征. 展开更多
关键词 光致变色 螺吡喃 合成 中间体 功能高分子
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Cobalt-Catalyzed Switchable[4+1]and[4+1+1]Spirocyclization of Aromatic Amides with 2-Diazo-1H-indene-1,3(2H)-dione:Access to Spiro Indene-2,1'-isoindolinones and Spiro Isochroman-3,1'-isoindolinones
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作者 Bin Li Mengmeng Xie +3 位作者 Jingyu Li Nana Shen Xinying Zhang Xuesen Fan 《Chinese Journal of Chemistry》 SCIE CAS CSCD 2024年第4期363-369,共7页
Herein,we report a condition-controlled divergent synthesis of spiro indene-2,1'-isoindolinones and spiro isochroman-3,1'-isoindolinones through cobalt-catalyzed formal[4+1]and[4+1+1]spirocyclization of aromat... Herein,we report a condition-controlled divergent synthesis of spiro indene-2,1'-isoindolinones and spiro isochroman-3,1'-isoindolinones through cobalt-catalyzed formal[4+1]and[4+1+1]spirocyclization of aromatic amides with 2-diazo-1H-indene-1,3(2H)-dione.When the reaction is carried out under air in ethyl acetate,spiro indene-2,1'-isoindolinones are formed through Co(II)-catalyzed C—H/N—H[4+1]spirocyclization.When the reaction is run under O2 in CH3CN,on the other hand,spiro isochroman-3,1'-isoindolinones are generated through Baeyer-Villiger oxidation of the in situ formed spiro indene-2,1'-isoindolinones with O2 as a cheaper and environmental-friendly oxygen source.In general,these protocols have advantages such as using non-precious and earth-abundant metal catalyst,no extra additive,high efficiency and regioselectivity.A gram-scale synthesis and the removal of the directing group further highlight its utility. 展开更多
关键词 spiro indene-2 1'-isoindolinones spiro isochroman-3 1'-isoindolinones 3d Transition metals Cobalt-catalyzed C-H Activation Switchable[4+1]and[4+1+1]spirocyclization Aromatic amides 2-Diazo-1H-indene-1 3(2H)-dione
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Design,synthesis and insecticidal activity of spiro heterocycle containing neonicotinoid analogs 被引量:5
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作者 Nan-Yang Chen Li-Ping Ren +4 位作者 Min-Ming Zou Zhi-Ping Xu Xu-Sheng Shao Xiao-Yong Xu Zhong Li 《Chinese Chemical Letters》 SCIE CAS CSCD 2014年第2期197-200,共4页
Spiro heterocycles frequently occur in bioactive molecules. In the pursuit of neonicotinoids with spiro hererocycles, three types of novel neonicotinoids with spirobenzofuranone, spirooxindole or spiroacenaphythylenon... Spiro heterocycles frequently occur in bioactive molecules. In the pursuit of neonicotinoids with spiro hererocycles, three types of novel neonicotinoids with spirobenzofuranone, spirooxindole or spiroacenaphythylenone framework were designed and synthesized. Insecticidal evaluation showed that some of spirobenzofuranone containing neonicotinoids exhibited moderate activity against cowpea aphid, armyworm or brown planthopper. 展开更多
关键词 NEONICOTINOID spiro heterocycle Activity INSECTICIDE
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Synthesis of C—N Axial Chirality N-Arylindoles via Pd(II)-Catalyzed Free Amine-Directed Atroposelective C—H Olefination 被引量:2
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作者 Lei Wang Wen-Kui Yuan +3 位作者 Zhen-Kai Wang Jun Luo Tao Zhou Bing-Feng Shi 《Chinese Journal of Chemistry》 SCIE CAS CSCD 2023年第21期2788-2792,共5页
Axially chiral N-arylindoles bearing a stereogenic C—N axis are unique important scaffolds in natural products,advance materials,pharmaceuticals and privileged chiral ligands or catalysts.Herein,we report the direct ... Axially chiral N-arylindoles bearing a stereogenic C—N axis are unique important scaffolds in natural products,advance materials,pharmaceuticals and privileged chiral ligands or catalysts.Herein,we report the direct synthesis of C—N axially chiral N-arylindoles through a Pd-catalyzed free amine-directed atroposelective C—H olefination enabled by a spiro phosphoric acid(SPA)ligand.A wide range of enantioenriched N-aromatic amine indoles were obtained in high yields with good enantioselectivities(35 examples,up to 91%yield and up to 96%ee).The chiral products with free amine group offer an effective functional handle for down-stream diversity-oriented synthesis. 展开更多
关键词 C-N axial chirality Free amine-directed C-H activation Chiral spiro phosphoric acids PALLADIUM Olefination Asymmetric synthesis
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Iridium-Catalyzed Asymmetric Hydrogenation of Dialkyl Imines
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作者 Zheng Wang Xin-Yi Yang +1 位作者 Yue Xu Qi-Lin Zhou 《CCS Chemistry》 CSCD 2024年第4期905-911,共7页
Asymmetric hydrogenation of dialkyl imines to chiral amines is difficult because the two alkyls of imines are so similar in spatial and electronic structure that chiral catalysts are difficult to distinguish between t... Asymmetric hydrogenation of dialkyl imines to chiral amines is difficult because the two alkyls of imines are so similar in spatial and electronic structure that chiral catalysts are difficult to distinguish between them.In this study,we described an asymmetric hydrogenation of dialkyl imines by a chiral iridium catalyst containing spiro phosphine-amine-phosphine ligand.By precisely adjusting the chiral pocket of catalyst,a highly efficient catalyst was developed.Using this catalyst,a variety of dialkyl imines were hydrogenated to chiral amines with high yield and enantioselectivity. 展开更多
关键词 spiro PNP ligand iridium catalyst enantioselective hydrogenation dialkyl imines chiral amines
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Syntheses and Crystal Structures of Two Novel Spiro Compounds Containing 1,5-Dioxaspiro[5.5]undecane-2,4-dione 被引量:3
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作者 曾伍兰 孟庆国 +2 位作者 郭焕美 张磊 建方方 《Chinese Journal of Structural Chemistry》 SCIE CAS CSCD 2010年第5期696-699,共4页
Two novel spiro compounds,3-benzylidene-1,5-dioxaspiro[5.5]undecane-2,4-dione 1 and 3-(2-fluorobenzylidene)-1,5-dioxaspiro[5.5]undecane-2,4-dione 2,have been synthesized and characterized by X-ray single-crystal dif... Two novel spiro compounds,3-benzylidene-1,5-dioxaspiro[5.5]undecane-2,4-dione 1 and 3-(2-fluorobenzylidene)-1,5-dioxaspiro[5.5]undecane-2,4-dione 2,have been synthesized and characterized by X-ray single-crystal diffraction,IR and elemental analysis.Compound 1 belongs to the monoclinic system,space group P21/n with a=12.326(3),b=5.6420(11),c=20.089(4),β= 101.79(3)o,C16H16O4,Mr= 272.29,V=1367.7(5)3,Z=4,Dc=1.322g/cm3,F(000)=576,μ(MoKa)=0.095 mm-1,the final R=0.0420 and wR=0.1159.Compound 2 is of monoclinic system,space group P21/n with a=12.283(3),b=5.6367(11),c=20.055(4),β=102.00(3)o,C16H15FO4,Mr=290.28,V=1358.2(5)3,Z=4,Dc=1.420 g/cm3,F(000)=608,μ(MoKa)=0.110 mm-1,the final R=0.0353 and wR=0.0860. 展开更多
关键词 synthesis crystal structure 1 5-dioxaspiro[5.5]undecane-2 4-dione spiro compounds
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DNA Modification with Photochromic Spiro Compounds 被引量:2
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作者 PengZHANG TeruoMatsuura 《Chinese Chemical Letters》 SCIE CAS CSCD 2002年第4期299-302,共4页
The photochromic spiropyrans and spirooxazine having a succinimidyl ester or isothiocyanate pendant group can form covalent products with transaminated DNA. The absorption spectra and solid reflection spectra of modi... The photochromic spiropyrans and spirooxazine having a succinimidyl ester or isothiocyanate pendant group can form covalent products with transaminated DNA. The absorption spectra and solid reflection spectra of modified DNA with these photochromic spiro compounds were investigated. 展开更多
关键词 Photochromic spiro compound MODIFICATION DNA.
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Copper-catalyzed 1,3-dipolar cycloaddition of methyleneindolinones and N,N'-cyclic azomethine imines 被引量:2
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作者 Di Zhang Da-Ming Zhang +1 位作者 Guang-Yang Xu Jiang-Tao Sun 《Chinese Chemical Letters》 SCIE CAS CSCD 2015年第3期301-303,共3页
A copper-catalyzed stereoselective 1,3-dipolar cycloaddition of methyleneindolinones and N,N0-cyclic azomethine imines has been developed under mild reaction conditions.The spiro[pyrazolidin-3,30-oxindoles] were obtai... A copper-catalyzed stereoselective 1,3-dipolar cycloaddition of methyleneindolinones and N,N0-cyclic azomethine imines has been developed under mild reaction conditions.The spiro[pyrazolidin-3,30-oxindoles] were obtained in moderate to high isolated yields(up to 82%) with good stereoselevtivities(up to 15:1) in the presence of 5 mol% of Cu(OAc)2at room temperature. 展开更多
关键词 catalyzed spiro moderate selectivity substituted isomers smoothly aromatic alkyl proceed
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Synthesis and Structure Elucidation of New Spiro Compounds with Per(poly)fluoroalkyl Group 被引量:2
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作者 施志坚 倪华文 +2 位作者 曹卫国 刘卫霞 梁超 《Chinese Journal of Chemistry》 SCIE CAS CSCD 2006年第7期980-982,共3页
A series of spiro compounds have been synthesized via several steps. The structure of these compounds were confirmed by ^1H NMR, 13C NMR, IR, MS spectra and X-ray diffraction analysis. The possible mechanism to form t... A series of spiro compounds have been synthesized via several steps. The structure of these compounds were confirmed by ^1H NMR, 13C NMR, IR, MS spectra and X-ray diffraction analysis. The possible mechanism to form these products was also proposed. 展开更多
关键词 structure elucidation per(poly)fluoroalkylation reaction spiro compound
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[bmim]OH: An efficient catalyst for the synthesis of mono and bis spirooxindole derivatives in ethanol at room temperature 被引量:2
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作者 Swapnil A. Padvi Yogesh A. Tayade +1 位作者 Yogesh B. Wagh Dipak S. Dalai 《Chinese Chemical Letters》 SCIE CAS CSCD 2016年第5期714-720,共7页
A rapid and efficient, one pot synthesis of spirooxindole derivatives has been attempted by three- component reaction of isatin, malononitrile and carbonyl compound possessing a reactive c^-methylene group by using ta... A rapid and efficient, one pot synthesis of spirooxindole derivatives has been attempted by three- component reaction of isatin, malononitrile and carbonyl compound possessing a reactive c^-methylene group by using task specific ionic liquid, 1-butyl-3-methyl imidazolium hydroxide [bmim]OH as a catalyst. The important features of this methodology are straight forward route in short reaction time at room temperature and avoid any hazardous organic solvent, toxic catalyst, tedious purification step. Interestingly, this protocol is not only limited to mono-systems but also to the synthesis of newer bis- spirooxindole system. The separation of the product and reusability of the catalyst are easy with excellent yield. The [bmim]OH catalyst system could be reused up to five recycles without appreciable loss of activity. 展开更多
关键词 Task specific ionic liquid [bmim]OH lsatin spiro compounds Green synthesis
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Design and Synthesis of Spirochroman-2-on-4,1'-indan-7'-ol and Its Application for Synthesizing Chiral Monophosphinite Ligands
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作者 Yang-Ming Zhang Shu-Min Guo +3 位作者 Qing-Xian Wang Xiao-Jie Zheng Jian-Hua Xie Qi-Lin Zhou 《Chinese Journal of Chemistry》 SCIE CAS CSCD 2023年第22期2988-2994,共7页
The design and synthesis of spirochroman-2-on-4,1'-indan-7'-ol(SCIOL)and its application for synthesizing chiral monophosphinite ligands are reported.The synthesis features a tandem double Friedel-Crafts react... The design and synthesis of spirochroman-2-on-4,1'-indan-7'-ol(SCIOL)and its application for synthesizing chiral monophosphinite ligands are reported.The synthesis features a tandem double Friedel-Crafts reaction/lactonization to construct the spiro framework and the desired racemic SCiOL was obtained via 6 steps with a total yield of 44.5%.Using an inclusion resolution with N-benzylcinchonidinium chloride,the optical SCiOL could be obtained in good yields on a gram scale.The preliminary studies indicated that the corresponding chiral spiro monophosphinite ligands exhibit high catalytic activity and enantioselectivity(up to 94%ee)in the rhodium-catalyzed asymmetric hydrogenation of N-acetyl dehydroamino esters.These outcomes highlight the significant potential of SCiOLas a useful framework forthedevelopment of chiral spiro ligands. 展开更多
关键词 Asymmetric catalysis Ligand design HYDROGENATION Monophosphinites spiro ligands
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Ligand-Enabled Ni-Catalyzed Enantioselective Hydroarylation of Styrenes and 1,3-Dienes with Arylboronic Acids 被引量:4
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作者 Xin-Yang Lv Chao Fan +2 位作者 Li-Jun Xiao Jian-Hua Xie Qi-Lin Zhou 《CCS Chemistry》 CAS 2019年第4期328-334,共7页
We report an enantioselective hydroarylation reaction of styrenes and 1,3-dienes with arylboronic acids catalyzed by nickel complexes bearing chiral spiro amino phosphine ligands.The reaction serves as an efficient,st... We report an enantioselective hydroarylation reaction of styrenes and 1,3-dienes with arylboronic acids catalyzed by nickel complexes bearing chiral spiro amino phosphine ligands.The reaction serves as an efficient,straightf orward,and mild method for the preparation of enantio enriched 1,1-diarylalkanes,which are important building blocks for the synthesis of many biologically active molecules.This redox neutral reaction uses only catalytic amounts of the reagents and is,therefore,atom economical and environmentally benign. 展开更多
关键词 nickel catalyst enantioselective hydroarylation ALKENE ORGANOBORON chiral spiro aminophosphine
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Derivation of Benzothiadiazine-1,1-dioxide Scaffolds via Transition Metal-Catalyzed C-H Activation/Annulation
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作者 Ruizhi Lai Shuran Xu +5 位作者 Qingyao Zhang Hui Zhou Cankun Luo Yuerong Wang Li Hai Yong Wu 《Chinese Journal of Chemistry》 SCIE CAS CSCD 2023年第16期1973-1978,共6页
Comprehensive Summary Benzothiadiazine-1,1-dioxide scaffold is bioactive framework with wild utility and applications.Synthesis of benzothiadiazine-fused isoquinoline derivatives and spiro benzothiadiazine derivatives... Comprehensive Summary Benzothiadiazine-1,1-dioxide scaffold is bioactive framework with wild utility and applications.Synthesis of benzothiadiazine-fused isoquinoline derivatives and spiro benzothiadiazine derivatives through transition metal-catalyzed C—H activation/annulation was reported.3-Phenyl-2H-benzothiadiazine-1,1-dioxide was used as the reaction substrate,and vinylene carbonate and 4-diazopyrazolone were used as the coupling reagents,respectively.This strategy provides straightforward access to complex N-heterocycles in a highly efficient and simple manner. 展开更多
关键词 C-H activation ANNULATION RUTHENIUM RHODIUM HETEROCYCLES Fused-ring systems spiro compounds Diazo compounds
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Acceptor modulation for improving thermally activated delayed fluorescence emitter in through-space charge transfer on spiroskeletons
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作者 Jingfeng Liu Ziqi Feng +4 位作者 Chenchen Peng Youjun Yu Shengyi Yang Zuoquan Jiang Liangsheng Liao 《Chinese Chemical Letters》 SCIE CAS CSCD 2023年第6期467-470,共4页
Through-space charge transfer(TSCT)is regarded as an effective way to develop thermally activated delayed fluorescence(TADF)emitters.Based on this strategy,many molecular frameworks have been proposed,among which spir... Through-space charge transfer(TSCT)is regarded as an effective way to develop thermally activated delayed fluorescence(TADF)emitters.Based on this strategy,many molecular frameworks have been proposed,among which spirobased scaffolds have been extensively studied due to their unique advantages.In this work,we developed three emitters SPS,SPO,and SPON,which were constructed with the same donor and various acceptors to explore the influence of acceptor modulation at the C9 position of fluorene for spirostructure TSCT emitters.The results show that the acceptor with too weak electronwithdrawing ability will cause the emitter to not have TADF properties,while the acceptor with too much steric hindrance will weaken the face-to-faceπ-πstacking interaction between donor/acceptor(D/A).Since SPO balances the electron-withdrawing strength and steric hindrance of the acceptor,it achieves the highest external quantum efficiency(EQE)of 17.75%.This work shows that appropriate acceptor selection is essential for the TADF properties and high efficiency of the spirobased scaffold TSCT emitter. 展开更多
关键词 Thermally activated delayed fluorescence Organic light-emitting diodes Through-space charge transfer Acceptor modulation spiro skeleton
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Efficient Synthesis of Spiro[furan-3,3'-indoline] Derivatives via Reactions of Pyridinium Salts with Isatinylidene Acetoacetates
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作者 Zhenming Liu Jun Fang Chaoguo Yan 《Chinese Journal of Chemistry》 SCIE CAS CSCD 2013年第8期1054-1058,共5页
An efficient synthetic procedure for the functionalized spiro[furan-3,3'-indoline] derivatives was successfully developed by domino reactions of N-phenacylpyridinium bromides or N-ethoxycarbonylmethylenepyridinium br... An efficient synthetic procedure for the functionalized spiro[furan-3,3'-indoline] derivatives was successfully developed by domino reactions of N-phenacylpyridinium bromides or N-ethoxycarbonylmethylenepyridinium bro- mide with isatinylidene acetoacetate in the presence of triethylamine in ethanol at room temperature. The mecha- nism included sequential Michael addition of the in situ generated pyridinium ylide and intramolecular substitution of enolate. 展开更多
关键词 spiro compound spiro[furan-3 3'-indoline] pyrdinium ylide DIHYDROFURAN Michael addition dominoreaction
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Synthesis of Some New Spiro <i>β</i>-Lactams and Thiazolidinones Compounds Containing Sulfur Incorporating Quinon Compounds 被引量:1
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作者 Nadia Ali Ahmed Elkanzi 《International Journal of Organic Chemistry》 2012年第4期352-361,共10页
A series of spiro, β-Lactams, and thiazolidinones incorporating compounds 4 have been synthesized by cycloaddition reaction of, chloroacetyl chloride and mercaptoacetic acid with the synthesized Shiff,s bases 5a-c to... A series of spiro, β-Lactams, and thiazolidinones incorporating compounds 4 have been synthesized by cycloaddition reaction of, chloroacetyl chloride and mercaptoacetic acid with the synthesized Shiff,s bases 5a-c to give new spiro β- Lactam 6a-c and spiro thiazolidinone 7a-c the cycloaddition were characterized by spectral data including HNMR, 13C-NMR, IR and elemental analysis. 展开更多
关键词 Β-LACTAM spiro THIAZOLIDINONE Synthesized Cycloaddition
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Synthesis of a 1,2,7,8-Tetraoxa-spiro[5.5]undecane 被引量:1
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作者 张琦 李云 伍贻康 《Chinese Journal of Chemistry》 SCIE CAS CSCD 2007年第9期1304-1308,共5页
Synthesis of a new spiro organic peroxide is described. The peroxy bonds were incorporated into the substrate framework via an acid-catalyzed ketal exchange reaction using hydrogen peroxide as the source of peroxy lin... Synthesis of a new spiro organic peroxide is described. The peroxy bonds were incorporated into the substrate framework via an acid-catalyzed ketal exchange reaction using hydrogen peroxide as the source of peroxy linkage. The hydroperoxyl groups were then bonded at the OH ends via Hg(II)-induced electrophilic additions to the C-C double bonds, giving a novel sprio structure with one peroxy bond in each of the two six-membered rings. The ester functionalities in the side chains also make it possible to conduct further structural modifications. 展开更多
关键词 PEROXIDE ANTIMALARIAL ARTEMISININ hydrogen peroxide spiro compound
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Making Spiroketal-based Diphosphine (SKP) Ligands via a Catalytic Asymmetric Approach 被引量:1
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作者 Xiaoming Wang Kuiling Ding 《Chinese Journal of Chemistry》 SCIE CAS CSCD 2018年第10期899-903,共5页
The spiro concept for chiral ligand design represents an important contribution to the area of asymmetric catalysis. Due to the considerable difficulties in the construction of enantiopure all-carbon spiro backbones, ... The spiro concept for chiral ligand design represents an important contribution to the area of asymmetric catalysis. Due to the considerable difficulties in the construction of enantiopure all-carbon spiro backbones, the development of catalytic asymmetric synthesis of chiral spiro structures via short steps is highly valuable. Herein we present our studies on the catalytic asymmetric synthesis of aromatic spiroketals and the corresponding diphos- phine (SKP) ligands. 展开更多
关键词 chiral ligand spiro compounds spiroKETAL asymmetric catalysis HYDROGENATION
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Synthesis and Photochromic Properties of Azido Analogues of Spiropyran and Spirooxazine as Nucleic Acid Labeling Reagent 被引量:1
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作者 HuiGUO WuXinZOU QiJI JiBenMENG 《Chinese Chemical Letters》 SCIE CAS CSCD 2005年第6期751-754,共4页
A series of photo active azido analogues have been synthesized and their photochromic properties have also been investigated by UV-Vis spectrum. It will be used for the rapid and reliable preparation of large amounts ... A series of photo active azido analogues have been synthesized and their photochromic properties have also been investigated by UV-Vis spectrum. It will be used for the rapid and reliable preparation of large amounts of stable, non-radioactive labeled DNA and RNA hybridization probes. And it is supposed to be easily detected for its photochromic properties. 展开更多
关键词 Nucleic acid PHOTOCHROMIC label AZIDO spiro.
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