Graphical Abstracts

doi:10.1016/S1001-8417(13)00567-6

Chinese Chemical Letters 25 (2014) iii–xiv

Graphical Abstracts/Chin Chem Lett 25 (2014) iii-xiv

Original articles

Contents lists available at ScienceDirect

Chinese Chemical Letters

journal homepage: www.elsevier .com/locate/cclet

Photoresponding ionic complex containing azobenzene chromophore for use in birefringent filmJun Wua, Xue-Min Lua, Feng Shana, Jun-Fang Guana, Qing-Hua Lua,b

aSchool of Chemistry and Chemical Engineering, Shanghai Jiao Tong University, Shanghai 200240, ChinabThe State Key Laboratory of Metal Matrix Composites, Shanghai Jiao Tong University, Shanghai 200240,

China

A novel photoresponding ionic complex bearing azobenzene chromophores is prepared. The photoinduced anisotropic properties of the ionic complex are explored. A high birefringence value (0.365) is obtained in the complex fi lm.

Asymmetric catalytic anhydride openings via carbon-based nucleophilesChen Zheng, Fen-Er Chen

Department of Chemistry, Fudan University, Shanghai 200433, China

The asymmetric opening of anhydrides with carbon-based nucleophiles has been extensively investigated due to its great potential in the asymmetric synthesis of important chiral intermediates and natural products. This review summarizes the desymmetrizations of anhydrides via carbon-based nucleophiles.

Chinese Chemical Letters 25 (2014) 15


A novel fluorescent detection for PDGF-BB based on dsDNA-templated copper nanoparticlesXiao-Hai Yang, Shan Sun, Pei Liu, Ke-Min Wang, Qing Wang, Jian-Bo Liu, Jin Huang, Lei-Liang He

State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and

Chemical Engineering, Hunan University, Key Laboratory for Bio-nanotechnology

and Molecular Engineering of Hunan Province, Changsha 410082, China

This assay mainly relies on that the aptamer-based probe undergoing a conformational transition upon binding with target protein, which subsequently triggers the polymerization reaction to generate double strand DNA. Then, the double strand DNA can act as an effi cient template for the formation of copper nanoparticles with high fl uorescence.


O

O

OCOOH

CONuC-Nu

chiral catalyst

iv Contents

Highly selective two-photon fluorescent probe for imaging of nitric oxide in living cellsQing Liua,c, Lin Xuea, Dong-Jian Zhua,c, Guo-Ping Lia,c, Hua Jianga,b

aBeijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Photochemistry, Institute of

Chemistry, Chinese Academy of Sciences, Beijing 100190, ChinabCollege of Chemistry, Beijing Normal University, Beijing 100875, ChinacUniversity of Chinese Academy of Sciences, Beijing 100049, China

A new two-photon fl uorescent probe is capable of monitoring NO through a turn-on fl uorescence signal output (�/�0 up to 8-fold) both in aqueous media and living cells.

Direct N-gem-difluorocyclopropylation of nitro-heterocycles by utilizing gem-difluorocyclopropyl tosylateWei-Peng Gu, Jin-Hong Lin, Ji-Chang Xiao

Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry,

Chinese Academy of Sciences, Shanghai 200032, China

N-gem-Difl uorocyclopropylation of N-heterocycles with the use of gem-difl uorocyclopropyl tosylate as building block under mild conditions was described. gem-Difl uorocyclopropyl tosylates could be easily prepared on a large scale and exhibit great stability.

Electrochemical DNA nano-biosensor for the detection of genotoxins in water samplesHong-Bo Xua,b, Ran-Feng Yeb, Shang-Yue Yangb, Rui Lib, Xu Yangb

aWuhan No. 11 High School, Wuhan 430030, ChinabLab of Environmental Biomedicine, Central China Normal University,

Wuhan 430079, China

An electrochemical DNA nano-biosensor is proposed for the rapid detection of genotoxic compounds and bio-analysis of water pollution. The DNA nano-biosensor was prepared by immobilizing DNA on the Au electrode modifi ed with Au nanoparticles and a self-assembled monolayer of cysteamine.

Turn-on fluorescence sensing of cyanide ions in aqueous solutionJun Liu, Qi Lin, Hong Yao, Miao Wang, You-Ming Zhang, Tai-Bao Wei

Key Laboratory of Eco-Environment-Related Polymer Materials, Ministry of Education of

China, Key Laboratory of Polymer Materials of Gansu Province, College of Chemistry and

Chemical Engineering, Northwest Normal University, Lanzhou 730070, China

The fl uorescent probe 2,2�-bisbenzimidazole (L) can be synthesized easily and rapidly, with good selectivity and sensitivity for CN� in aqueous solution.





NH

YX

O SO

O

FF N

YX

FFNaH, HMPA

R

R

N

O

O

FF

NH

O

O

+ 1 h, r.t.

2a 3 4

or or

Contents v

Synthesis of cyclopentenyl and cyclohexenyl ketones via [3 � 2] and [4 � 2] annulations of 1,2-allenic ketonesLiang-Yan Cui, Sheng-Hai Guo, Bin Li, Xin-Ying Zhang, Xue-Sen Fan

School of Chemistry and Chemical Engineering, Key Laboratory of Green Chemical Media

and Reactions, Ministry of Education, Henan Key Laboratory for Environmental Pollution

Control, Henan Normal University, Xinxiang 453007, China

The Effi cient synthesis of cyclopentenyl ketones and cyclohexenyl ketones through tertiary phosphine catalyzed [3 � 2] and [4 � 2] annulations of 1,2-allenic ketones with activated alkenes has been developed.

Electrospray ionization tandem mass spectrometric studies to probe the interaction of Cu(II) with amoxicillinRamaiyan Sekara, Suresh Kumar Kailasab, Yuan-Chin Chena,c , Hui-Fen Wua,d,e,f

aDepartment of Chemistry, National Sun Yat Sen University, Kaohsiung, 804bDepatment of Chemistry, S. V. National Institute of Technology, Surat, 395007, IndiacDepartment of Chemistry, Tamkang University, New TaipeidSchool of Pharmacy, College of Pharmacy, Kaohsiung Medical University, Kaohsiung, 806eDoctoral Degree Program in Marine Biotechnology, National Sun Yat-Sen University, Kaohsiung, 804fCenter for Nanoscience and Nonotechnoloty, National Sun Yat-Sen University, Kaohsiung, 804

This study describes the application of electrospray ionization mass spectrometry (ESI-MS) to the investigation of copper ion interaction with amoxicillin. ESI mass spectra of Cu–amoxicillin complexes show complex ions at m/z 828, 792, 753, 731, 428, 388 and 366 corresponding to [63Cu�(2A-H)�2H2O]�, [63Cu�(2A-H)]�, [2A�Na]�, [2A�H]�, [63Cu�(A-H)]�, [A�Na]� and [A�H]� (where A = amoxicillin), respectively.

Synthesis and self-assembly of phthalocyanines bearing sulfur-containing substituentsYan Zhao, Jie Ding, Xue-Bin Huang

School of Chemistry, Beijing Institute of Technology, Beijing 100081, China

Asymmetrically substituted phthalocyanines with sulfur-containing substituents for fabrication of self-assembled monolayers were synthesized. Their self-assembling behavior on gold substrates was further studied by UV–vis spectroscopy.

Construction of supramolecular nanofibers through electrostatic interaction between perylene and cholesterol derivativesMin Hana,b, Guo-Cheng Wanga, Hong-Quan Duanb

aTasly R&D Institute, Tasly Holding Group Co., Ltd., Tianjin 300410, ChinabTianjin Key Laboratory on Technologies Enabling Development of Clinical

Therapeutics and Diagnostics, School of Pharmacy, Tianjin Medical

University, Tianjin 300060, China

The self-assembly of cationic perylene diimide (PDI) and anionic cholesterol derivatives (CHOL) was conveniently achieved by the electrostatic attraction and π–π stacking interactions, exhibiting the well-defi ned supramolecular nanofi bers ranging from hundreds of nanometers to micron dimension.





vi Contents

A simple and efficient approach to one-pot synthesis of mono- and bis-N-aryl-3-aminodihydropyrrol-2-one-4-carboxylates catalyzed by InCl3Seyed Sajad Sajadikhaha, Malek Taher Maghsoodloub, Nourallah Hazerib

aDepartment of Chemistry, Payame Noor University, IranbDepartment of Chemistry, Faculty of Sciences, University of Sistan and Baluchestan,

Zahedan 98135-674, Iran

Mono- and bis-N-aryl-3-aminodihydropyrrol-2-one-4-carboxylates were synthesized via one-pot, four-component domino reaction of amines, dialkyl acetylenedicarboxylates and formaldehyde in the presence of InCl3.

Synthesis and bioactivity of novel strobilurin derivatives containing the pyrrolidine-2,4-dione moietyGui-Hua Lua,c, Hai-Bin Chub,c, Min Chena,b,c, Chun-Long Yanga,b,c

aJiangsu Key Laboratory of Pesticide Science, Nanjing Agricultural University,

Nanjing 210095, ChinabKey Laboratory of Monitoring and Management of Crop Diseases and Pest

Insects, Ministry of Agriculture, Nanjing Agricultural University, Nanjing

210095, ChinacCollege of Science, Nanjing Agricultural University, Nanjing 210095, China

Two series of �-methoxyacrylate derivatives containing the pyrrolidine-2,4-dione moiety were synthesized. These compounds showed visible fungicidal activity against phytopathogenic fungi.

Synthesis and optoelectronic properties of a novel molecular semiconductor of dithieno[5,6-b:11,12-b�]coronene-2,3,8,9-tetra-carboxylic tetraesterChun Zhana, You-Yu Jianga,b, Ming-Yan Yanga, Lu-Hua Lua,b, Sheng-Qiang Xiaoa,b,c

aState Key Laboratory of Advanced Technology for Materials Synthesis and Processing, Wuhan University of

Technology, Wuhan 430070, ChinabWUT-USG Joint Laboratory of Advanced Optoelectronic Materials and Devices, Wuhan University of

Technology, Wuhan 430070, ChinacCenter for Chemical and Materials Engineering, Wuhan University of Technology, Wuhan 430070, China

Dithieno[5,6-b:11,12-b�]coronene-2,3,8,9-tetracarboxylic tetraester (DTCTTE), a novel class of semiconducting polycyclic aromatic molecules, was synthesized and characterized.

Blue electroluminescence of a novel Zn2�–�-diketone complex with a carbazole moietyJian Liua, Jing-Sheng Miaob

aSchool of New Energy Science and Engineering, Xinyu University, Xinyu 338004, ChinabInstitute of Polymer Optoelectronic Materials and Devices, State Key Laboratory of Luminescent

Materials and Devices, South China University of Technology, Guangzhou 510640, China

A novel Zn2�–�-diketone complex with a carbazole moiety was synthesized by an environmentally friendly grinding technique. The OLEDs of the zinc complex-doped into the blend of PVK and OXD-7 were fabricated; a blue emission with a peak at 450 nm from the zinc complex was achieved.





CH2O

CO2R2

CO2R2

R1 NH2

Ar NH2

NR2O2C

HN

O

ArR1

NH

HN N

N

CO2R2

R2O2C

Ar

O

O

Ar

H2NNH2

CO2R2

CO2R2

InCl3

+

+

+

MeOH, r.t.

Contents vii

A fluorescent probe for Hg2� sensing in solutions and living cells with a wide working pH rangeZhi-Xiang Hana,b, Bo-Song Zhua, Tong-Liang Wua, Qing-Qing Yanga, Yong-Lai Xuea, Zhen Zhanga, Xiang-Yang Wua

aSchool of the Environment and Safety Engineering, Jiangsu University,

Zhenjiang 212013, ChinabState Key Laboratory of Chemo/Biosensing and Chemometrics, College

of Chemistry and Chemical Engineering, Hunan University, Changsha

410082, China

A novel fl uorescence turn-on probe for Hg2� with a wide working pH range based on 2-carboxybenzaldehyde rhodamine B thiohydrazine was rationally designed and employed in the detection of Hg2� in solutions and living cells.

Colorimetric detection of glucose using a boronic acid derivative receptor attached to unmodified AuNPsYan-Ping Lia,b, Ling Jianga,c, Tao Zhanga,b, Ming Lina, Dan-Bi Tianb, He Huanga

aCollege of Biotechnology and Pharmaceutical Engineering, State Key Laboratory of Materials-Oriented Chemical Engineering,

Nanjing University of Technology, Nanjing 210009, ChinabCollege of Science, Nanjing University of Technology, Nanjing 210009, ChinacCollege of Food Science and Light Industry, Nanjing University of Technology, Nanjing 210009, China

A simple colorimetric strategy for glucose detection was designed based on the covalent interactions between a phenylboronic acid derivative, which is attached to gold nanoparticles (AuNPs) as the colorimetric reporters, and glucose.

Quinoline-based colorimetric chemosensor for Cu2�: Cu2�-induced deprotonation leading to color changeXiao-Bo Li, Zhi-Gang Niu, Ling-Ling Chang, Men-Xia Chen, En-Ju Wang

School of Chemistry and Chemical Engineering, Hainan Normal University,

Haikou 571158, China

The quinoline-based colorimetric chemosensor exhibits a specifi c response to Cu2� by red shifting and color changing, which were attributed to Cu2�-induced deprotonation of NH in the sensor.

In situ polymerization of aniline in electrospun microfibersXiao-Qiang Lia,b, Wan-Wan Liua,b, Shui-Ping Liua,b, Meng-Juan Lia,b, Yong-Gui Lia,b, Ming-Qiao Gea,b

aKey Laboratory of Eco-textiles, Ministry of Education, Jiangnan University, Wuxi 214122, ChinabCollege of Textile & Clothing, Jiangnan University, Wuxi 214122, China

Conductive microfibers with the average diameter around 1.0 μm were prepared fabricated through in situ polymerization of aniline using ammonium persulfate as the oxidant, in which poly(vinylchloride-acrylonitrile) (PVC-AN) was used as the fi lament-materials in electrospinning that to form the precursor microfi bers and carry the aniline monomer.





viii Contents

The novel usage of thiourea nitrate in aryl nitrationGe Menga, Mei-Lin Zhenga, A-Qun Zhengb, Mei Wanga, Juan Shia

aSchool of Pharmacy, Xi’an Jiaotong University, Xi’an 710061, ChinabSchool of Science, Xi’an Jiaotong University, Xi’an 710049, China

Aromatic compounds could be converted into corresponding nitro substituted derivatives by using thiourea nitrate as the solid nitration reagent. The yields obtained with various substituted aromatic substrates indicate that the reactivity of this reagent is different from that of the classical nitrating reagents.

Synthesis of 3-acylindoles via decarboxylative cross-coupling reaction of free (N–H) indoles with �-oxocarboxylic acidsLi-Jun Gu, Ji-Yan Liu, Li-Zhu Zhang, Yong Xiong, Rui Wang

Key Laboratory of Chemistry in Ethnic Medicinal Resources, State Ethnic Affairs

Commission and Ministry of Education, Yunnan University of Nationalities,

Kunming 650500, China

A convenient method for the preparation of 3-acylindoles via palladium-catalyzed decarboxylative cross-coupling reaction of free (N–H) indoles with �-oxocarboxylic acids was developed.

Ratiometric and selective two-photon fluorescent probe basedon PET-ICT for imaging Zn2� in living cells and tissuesShang Wu, Ya-Jun Wei, Yan-Bin Wang, Qiong Su, Lan Wu, Hong Zhang, Fen-Ping Yin, Pei-Lin Yuan

College of Chemical Engineering, Northwest University for Nationalities, Lanzhou 730030,

China

The effi cient two-photon ratiometric fl uorescent probe TPZn exhibits clear Zn2�-induced change in the intensity ratio in live cells without interference from proton and sensor photoactivation.

Self-assembly behaviors of the cholesteryl trimeric-phenylene vinylene derivative in the H2O/THF systemYu-Zhen Zhaoa, Zhen-Lin Zhanga, Ying Lia, Xue-Qiang Liub, Shi-Min Liua, Jin-Ku Yua, Hai-Quan Zhanga

aState Key Laboratory of Metastable Materials Science and Technology, Yanshan University, Qinhuangdao

066004, ChinabCollege of Information Science and Engineering and Key Laboratory for Special Fiber and Fiber Sensor of

Hebei Province, Yanshan University, Qinhuangdao 066004, China

When the water content increases, cholesteryl trimeric p-phenylene vinylene changes from the molecular disper-sion into the right-handed helical architectures at a solute concentration of 1.0 � 10�5 mol/L. When the solute concentration rises from 1.0 � 10�5 mol/L to 1.0 � 10�3 mol/L, the molecular aggregation changes from the right-handed helical architectures into the left-handed helical architectures with the increase of water content.





NH

H

NH

O

R'

R

O

R'

O

HOR

Pd(OAc) 2, O2+ Cs2CO3, I2

14 examplesyield: 62%-88%

Ar ArH NO2H2 NHN 2

S .HNO3

+

Contents ix

Synthesis and characterization of novel ternary deep eutectic solventsYu-Ting Liua,b, Yan-An Chenb, Yan-Jun Xinga,b

aKey Laboratory of Science & Technology of Eco-Textile (Donghua University), Ministry of

Education, Shanghai 201620, ChinabCollege of Chemistry, Chemical Engineering and Biotechnology, Donghua University,

Shanghai 201620, China

Imidazolium ionic liquid is used for the fi rst time in the preparation of ternary deep eutectic solvents (TDESs) with zinc halides and amides. The [BMIM]Cl–ZnCl2–acetamide system shows the lowest freezing point (�60 °C) and lowest density in the series. The viscosity of [BMIM]Cl–ZnCl2–acetamide and [BMIM]Cl–ZnCl2–2acetamide are both lower than that of [BMIM]Cl–ZnCl2.

Infrared spectroscopy of N-methylacetamide in water from high-level QM/MM calculationsZhen Yang, Hao Lin, Tian Gui, Rong-Fei Zhou, Xiang-Shu Chen

College of Chemistry and Chemical Engineering, Jiangxi Inorganic Membrane Materials Engineering

Research Center, Jiangxi Normal University, Nanchang 330022, China

Electrostatic polarization has a signifi cant infl uence on the IR spectroscopy of peptides.

N-Sulfonic acid poly(4-vinylpyridinium) chloride as a highly efficient and reusable catalyst for the Biginelli reactionFrahad Shirini, Masoumeh Abedini, Reyhaneh Pourhasan-Kisomi

Department of Chemistry, College of Science, University of Guilan, Rasht 41335, Islamic Republic of Iran

A mild, simple and effi cient procedure for the preparation of 3,4-dihydropyrimidin-2(1H)-ones and -thiones is described using N-sulfonic acid poly(4-vinylpyridinium) chloride (NSPVPC) as a heterogeneous and effi cient catalyst under solvent-free conditions.

Synthesis and anti-HBV evaluation of mono L-amino acid ester, mono non-steroid anti-inflammation drug carboxylic ester derivatives of acyclonucleoside phosphonatesXiao-Zhong Fua,b, Feng-Jie Jianga, Yu Ouc, Sheng Fua, Yu-Feng Chaa, Shun Zhanga, Zong-Yuan Liua, Wen Zhoua,b, Ai-Min Wanga,b, Yong-Lin Wanga,b

aSchool of Pharmacy, Guiyang Medical College, Engineering Research Center for the Development and

Application of Ethnic Medicines and TCM, Ministry of Education, Guiyang 550004, ChinabProvincial Key Laboratory of Pharmaceutics in Guizhou Province, Guiyang 550004, ChinacGuiyang Women and Children’s Hospital and Health Institute, Guiyang 550001, China

A series of mono L-amino acid ester, mono non-steroid anti-infl ammation drug (NSAID) carboxylic ester derivatives of acyclonucleoside phosphonates were synthesized and their in vitro anti-HBV activity were evaluated in HepG 2.2.15 cells. Compound 9a exhibit more potent antiviral activity and lower cytotoxicity than adefovir dipivoxil with IC50 and selective index (SI) values of 0.48 μmol/L and 763.72, respectively.





H3C

O O

R2H2N

X

NH2NH

NH

O

R2

H3C X

R1

NSPVPC+ R1CHO +

R2 = OEt, MeX = O, S

Solvent-free, 100 oC

x Contents

One-pot synthesis of novel pyrrolo-1,4-benzoxazines via a three-component reaction of 2-amino phenols, acetylenic esters and nitrostyrene derivativesLoghman Moradia, Mohammad Piltanb, Hedieh Rostamia

aDepartment of Chemistry, Faculty of Science, University of Kurdistan,

Sanandaj 416, IranbDepartment of Chemistry, Sanandaj Branch, Islamic Azad University,

Sanandaj 720, Iran

A variety of novel pyrrolo-1,4-benzoxazine derivatives were synthesized using a one-pot, three-component reaction involving 2-amino phenols, dialkyl acetylene dicarboxylates and nitrostyrene derivatives.

Chinese Chemical Letters 25 (2014) 119Formation of thiazol-2(3H)-imines by reaction of �-amino acids, aroylisothiocyanates, and �-bromoketones in an ionic liquidAshraf S. Shahvelayatia, Issa Yavarib, Akram S. Delbaric

aDepartment of Chemistry, Shahr-e Ray Branch, Islamic Azad

University, Tehran 18155-144, IranbDepartment of Chemistry, Tarbiat Modares University, Tehran

14115-175, IrancDepartment of Chemistry, Islamshahr Branch, Islamshahr

33135-369, Iran

An effi cient one-pot synthesis of functionalized thiazol-2(3H)-imines by a three-component reaction between aroylisothiocya-nates, �-amino acids, and �-bromoketones in an ionic liquid is described.


Biphenyls from aerial parts of Ribes takareXiao-Zhen Chen, Sheng-Ming Lu, Guo-You Li, Wei Jiao, Tian-Fang Huang, Tao Yang, Dong-Mei Fang

Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu 610041, China

Three new biphenyls, 4,7,8-trimethoxy-2,3-methylenedioxydibenzofuran (1), 7-hydroxy-4,8-dime-thoxy-2,3-methylenedioxydibenzofuran (2), and 3�,5-dimethoxy-3,4-methylenedioxybiphenyl (3) were isolated from the aerial part of Ribes takare D. Don.


Two new ent-kaurane diterpenoids from the aerial parts of Isodon excisoidesKe Jiao, Huo-Yun Li, Peng Zhang, Hui-Fang Pi, Han-Li Ruan, Ji-Zhou Wu

Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation,

Tongji School of Pharmaceutical Sciences, Huazhong University of Science and

Technology, Wuhan 430030, China

Two new ent-kaurane diterpenoids (1 and 2), together with six known ones, were isolatedfrom the EtOAc extract of the aerial parts of Isodon excisoides. Their structures were elucidated on the basis of extensive spectroscopic analyses.


50 oCR NH2

CO2H

Ar N

O

CS

R'

O

BrN

S

R'

R

N

O Ar

OH

O

+[bmim]Br

+

12 examples, yields 76% - 96%

O O

O

OCH3

R

H3CO H3CO

O

O

OCH3

3

1

456

9

1

2

5

4' 1'

1 R=OCH32 R=OH

Contents xi

An efficient and facile synthesis of novel 1,2,3-triazolyl-N-acylpyrazoline hybridsPoovan Shanmugavelan, Murugan Sathishkumar, Sangaraiah Nagarajan, Alagusundaram Ponnuswamy

Department of Organic Chemistry, School of Chemistry, Madurai Kamaraj University, Madurai 625 021, India

An effi cient and facile synthesis of novel 1,2,3-triazolyl-N-acylpyrazoline hybrids has been achieved in excellent yields.

Synthesis and characterization of acetylated sept-D-glucopyranose carbamate as an oligosaccharide donorChang-Ming Lian, Li-Ping Jiang, Dong-Liang Liu

Key Laboratory of Science & Technology of Eco-Textile, Ministry of Education, College of

Chemistry, Chemical Engineering & Biotechnology, Donghua University, Shanghai 201620,

China

An oligosaccharide donor, acetylated sept-D-glucopyranose tetradecyl carbamate, was designed and synthesized. This compound could be easily linked to hydroxyl-containing compounds through an O-glycosidic bond.


Synthesis and acaricidal activity of strobilurin-pyrimidine derivativesBao-Shan Chaia,b, Chang-Ling Liub, Hui-Chao Lib, Shao-Wu Liub, Ying Xub, Yu-Quan Songb, Jun-Biao Changa

aCollege of Chemistry and Molecular Engineering, Zhengzhou University, Zhengzhou 450001, ChinabState Key Laboratory of the Discovery and Development of Novel Pesticide, Shenyang

Research Institute of Chemical Industry Co., Ltd., Shenyang 110021, China

Based on the concept of introducing fl uorine into pyriminostrobin to improve its bio-activity, a series of strobilurin-pyrimidine derivatives were synthesized for biological screening. Two highly active compounds 7e and 7i were discovered with signifi cant controlling of Tetranychus cinnabarinus (Boisd.) at 0.625 mg L�1.


Impregnated copper on magnetite as catalyst for the O-arylation of phenols with aryl halidesYing-Peng Zhang, Ai-Hong Shi, Yun-Shang Yang, Chun-Lei Li

School of Petrochemical Engineering, Lanzhou University of Technology, Lanzhou 730050, China

Nanoparticle Fe3O4 encapsulated CuO as a heterogeneous catalyst is a facile system for the synthesis of diaryl ethers.



N

R2

O

N N

CH3NN

NN N

CH3

O

R1

NN N

CH3O

CHO

R1

R1

O

OAcAcO

OAc

AcO

O

O

OAcAcO

OAc

5

1

O

O

OAcAcO

OAc

O NH

OH2C CH3

13

xii Contents

Three-component synthesis of imidazo[1,2-c]pyrimidines using silica sulfuric acid (SSA)Mohammad Bakherad, Ali Keivanloo, Masoumeh Siavashi, Mina Omidian

School of Chemistry, Shahrood University of Technology, Shahrood 3619995161, Iran

A simple and effi cient synthesis of 3-(cyclohexylamino)-7-hydroxy-2-arylimidazo[1,2-c]pyrimidin-5(6H)-one via a one-pot three-component reaction of cyclohexyl isocyanide, an aldehyde, and 4-amiopyrimi-dine-2,6-diol in the presence of a catalytic amount of SSA.


Solvent-free synthesis of substituted thiopyrans via multicomponent reactions of �-haloketonesFatemeh Sheikholeslami-Farahania, Zinatossadat Hossainib, Faramarz Rostami-Charatic

aDepartment of Chemistry, Firoozkooh Branch, Islamic Azad University, Firoozkooh, IranbDepartment of Chemistry, Qaemshahr Branch, Islamic Azad University, Qaemshahr, IrancDepartment of Chemistry, Facualty of Science, Gonbad Kavous University, Gonbad, Iran

A series of substituted thiopyrans were synthesized via three component reactions of alkyl propiolate, benzoyl isothiocyanate or its derivatives and �-haloketones in the presence of triphenylphosphine.


Synthesis of 2,5-disubstitued benzimidazole using SnCl2-catalyzed reduction system at room temperatureLi-Ping Duana, Qiang Lia,b, Ning-Bo Wua, Dong-Fang Xub, Hao-Bing Zhanga

aNational Institute of Parasitic Diseases, Chinese Center for Disease Control and Prevention, WHO Collaborating Centre for Malaria, Schistosomiasis, and Filariasis,

Key laboratory of Parasitology and Vector Biology at National Institute of Parasitic Diseases, Shanghai 200025, ChinabShanghai Normal University, Shanghai 200005, China

It provides a novel method of synthesis of 2,5-disubstitued benzimidazole derivatives at room temperature in excellent yields with good purity using stannous chloride dehydrate as an effi cient catalyst in the reductive cyclization of 2-nitro-5-substituted aniline Schiff base.


Solvent-free synthesis of substituted five membered heterocycles: One-pot reaction of primary amine and alkyl propiolate or isothiocyanate in the presence of oxalyl chlorideZinatossadat Hossaini

Department of Chemistry, Qaemshahr Branch, Islamic Azad University, Qaemshahr, Iran

A series of substituted 1H-pyrroles and 1H-imidazoles were synthesized via three component reactions of alkyl propiolates or isothiosyanate and primary amines in the presence of oxalyl chloride under solvent-free conditions.


SH, H, Cl

R1 NH2

NO2 NH

NR1R2

, CH3, CH 2CH3R1 =

(a)POCl3, R2CON(CH3)2

(b) SnCl2·2H2O

R2 =

CO2R

H

N C SAr

O

OBr

Ar'

CO2R

N

S

Ar'

O

Ar

+

PPh3

70 oC, 8 h

Solvent-free

ArCHO

NC

SiO2-OSO3HN N

NH2

OH

HO

HN N

NAr

HN

HO

O

+50 oC, 5 h

+

Contents xiii


Convenient synthesis of bis(indolyl)alkanes by dithiocarbohydrazone Schiff base/Zn(ClO4)2·6H2O catalyzed Friedel–Crafts reaction of indoles with iminesYong-Hai Hui, Yong-Cheng Chen, Hai-Wei Gong, Zheng-Feng Xie

Key Laboratory of Oil & Gas Fine Chemicals, Ministry of Education & Xinjiang Uyghur

Autonomous Region, College of Chemistry and Chemical Engineering, Xinjiang University,

Urumqi 830046, China

A new, convenient and excellent yield procedure for the preparation of bis(indolyl)methanes (BIMs) by Friedel–Crafts reaction of indoles with imines in the presence of dithiocarbohydra-zone Schiff base/Zn(ClO4)2·6H2O as a highly stable, effective and readily available catalyst is described. This procedure is simple, practical and economic.

Suzuki–Miyaura cross-coupling reactions in water using in situ generated palladium(II)–phosphazane complexesMojtaba Aminia, Abbas Tarassolib, Saeed Yousefi a, Sepideh Delsouz-Hafshejania, Mina Bigdelia, Mahnaz Salehifara

aDepartment of Chemistry, Faculty of Science, University of Maragheh, Maragheh 55181-83111731, IranbDepartment of Chemistry, College of Sciences, Shahid Chamran University, Ahvaz 61357-4-3169, Iran

The catalytic system generated in situ from a source of Pd(OAc)2 and a phosphazane ligand is able to smoothly perform the Suzuki coupling reactions of a variety of substrates in water under aerobic conditions.


Efficient synthesis of functionalized hydroindoles via catalyst-free multicomponent reactions of ninhydrin in waterFaramarz Rostami-Charati

Department of Chemistry, Facualty of Science, Gonbad Kavous University, P.O.

Box 163, Gonbad, Iran

A series of substituted hydroindol derivatives were synthesized via three component reactions of activated 1,3-dicarbonyl and primary amines in the presence of ninhydrin.


Sodium fluoride as an efficient catalyst for the synthesis of 2,4-disubstituted-1,3-thiazoles and selenazoles at ambient temperatureJanardhan Banothua, Krishnaiah Vaarlaa, Rajitha Bavantulaa, Peter A. Crooksb

aDepartment of Chemistry, National Institute of Technology, Warangal 506004, IndiabDepartment of Pharmaceutical Sciences, College of Pharmacy, University of Arkansas

for Medical Sciences, AR 72205, USA

Sodium fl uoride was found to be a simple, mild and effi cient catalyst for the synthesisof 2,4-disubstituted 1,3-thiazoles and selenazoles in aqueous methanol at ambient temperature.


N

R3

NH

NNH

N

S

N N NN

Cl Cl

Ph Ph

N N

R2

R3 R3

N

R2

R1

+L3/Zn(ClO4)2

. 6H2OCH2Cl2, 10 h, r.t.

L3

N

O

R

OH

HOO

+ R NH2

O

O

O

+70 oC, 4 h

H2OOO

xiv Contents

Metal-free reduction of tertiary phosphine oxides with Hantzsch esterTong-Xin Zhang, Wei-Xi Zhang, Mei-Ming Luo

Key Laboratory of Green Chemistry & Technology of Ministry of

Education, College of Chemistry, Sichuan University,

Chengdu 610064, China

The (COCl)2/Hantzsch ester is found to be an effective system for the metal-free reduction of tertiary phosphine oxides. The reaction proceeds under mild conditions, and is applicable to triarylphosphine oxides and alkyldiarylphosphine oxides to produce the corresponding tertiary phosphines in good to excellent yields.


Silica gel catalyzed �-bromination of ketones using N-bromosuccinimide: An easy and rapid methodBodireddy Mohan Reddya, Velpula Venkata Ramana Kumara, Nallagondu Chinna Gangi Reddya, Siripragada Mahender Raob

aDepartment of Chemistry, School of Physical Sciences, Yogi Vemana University, Kadapa 516 003, IndiabResearch & Development (API) Centre, Panacea Biotech Ltd., B-1 Extn./A-27, Mohan Co-operative

Industrial Estate, New Delhi 110 044, India

Silica gel catalyzed �-bromination of ketones using N-bromosuccinimide in methanol under refl ux conditions provided high yields of monobrominated products. The present method proved to be more productive for large scale (100 g scale) applications both in chemical and pharmaceutical industries.


Propane-1,2,3-triyl tris(hydrogen sulfate): A mild and efficient recyclable catalyst for the synthesis of biscoumarin derivatives in water and solvent-free conditionsRamin Rezaeia, Fatemeh Moezzia, Mohammad Mahdi Doroodmandb

aDepartment of Chemistry, Firoozabad Branch, Islamic Azad University, Firoozabad 74715-117, IranbDepartment of Chemistry, College of Sciences, & Nanotechnology Research Center, Shiraz University,

Shiraz 71454, Iran

Biscoumarin derivatives were readily prepared in short times with good yields through the reaction of an aldehyde and 4-hydroxycoumarin in water or solvent-free conditions in the presence of propane-1,2,3-triyl tris(hydrogen sulfate).


Degradation of sulfadiazine antibiotics by water falling film dielectric barrier dischargeShao-Peng Rong, Ya-Bing Sun, Ze-Hua Zhao

State Key Laboratory of Pollution Control & Resources Reuse, School of the Environment, Nanjing University,

Nanjing 210046, China

The water falling fi lm dielectric barrier discharge was investigated with the degradation of sulfadiazine in the aqueous solution. The •OH was the major active radicals and played an important role in the degradation of sulfadiazine.


P

O

R1 R3

R2

P

R3

R2R1

TEA, 40 oC

Metal- free reduction

(COCl)2/Hantzsch ester

triarylphosphine oxidesalkyldiarylphosphine oxides

Yield (68%-92%)

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