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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 37, 2007 - Issue 2
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Abstracts

Graphical Abstracts

Pages 165-172 | Published online: 25 Jul 2007
 

Abstract

Graphical Abstract Section

Abstract

Synth. Commun. 2007, 37, 173

TRIFLIC ACID–CATALYZED MICHAEL REACTIONS OF INDOLE AND PYRROLE COMPOUNDS WITH α,β‐UNSATURATED KETONES IN WATER

Hai‐Bo Zhang, Li Liu, Yu‐Liang Liu, Yong‐Jun Chen, Jun Wang, and Dong Wang

Center for Molecular Science, Institute of Chemistry, Chinese Academy of Sciences, Beijing, China

Abstract

Synth. Commun. 2007, 37, 183

EFFICIENT GREEN PROCEDURE FOR THE SYNTHESIS OF COUMARIN DERIVATIVES BY A ONE‐POT, THREE‐COMPONENT REACTION UNDER SOLVENT‐FREE CONDITIONS

Liangce Rong,1,2 Xiaoyue Li,1 Haiying Wang,1 Daqing Shi,1,2 Shujiang Tu,1,2 and Qiya Zhuang1,2

1Department of Chemisty, Xuzhou Normal University, China

2Key Laboratory of Biotechnology for Medicinal Plant, Xuzhou, Jiangsu, China

A simple, efficient, and general method has been developed for the synthesis of coumarin derivatives through a one‐pot reaction of aromatic aldehydes, 2,2‐dimethyl‐1,3‐dioxane‐4,6‐dione and 5,5‐dimethyl‐1,3‐cyclohexanedione, in the presence of TEBA under solvent‐free conditions using grinding methods. The mild reaction conditions, simple protocol, high yields, and cleaner reaction make this protocol practical and economically attractive.

Abstract

Synth. Commun. 2007, 37, 191

PREPARATION OF A PEG‐SUPPORTED LIGAND AS HIGHLY STABLE PALLADIUM CATALYST AND ITS EFFICIENT RECYCLABILITY IN THE HECK REACTION

Hua‐Xing Zhang,1 Cheng‐Cai Luo,1 Ting Jin,1 and Xi‐Ping Luo2

1Key Laboratory for Molecular Design and Nutrition Engineering, Ningbo Institute of Technology, Zhejiang University, Ningbo, China

2Zhejiang Forestry University, Linan, China

Abstract

Synth. Commun. 2007, 37, 199

SYNTHESIS, STRUCTURE, AND BIOLOGICAL ACTIVITY OF NOVEL 1H‐1,2,4‐TRIAZOL‐1‐YL‐THIAZOLE DERIVATIVES

Shao Ling, Zhou Xin, Zhang Qing, Liu Jian‐Bing, Jin Zhong, and Fang Jian‐Xin

State Key Laboratory of Elemento‐organic Chemistry, Institute of Elemento‐organic Chemistry, Nankai University, Tianjin, China

2‐Amino‐4‐aryl‐5‐(1H‐1,2,4‐triazol‐1‐yl)thiazole derivatives were synthesized from the reaction of α‐bromo substituted acetophenone and thiourea. The structures were confirmed by elemental analysis, 1H NMR and single crystal X‐ray diffraction analysis. Biological evaluation showed that some of them possess antifungal and plant growth regulatory activities.

Abstract

Synth. Commun. 2007, 37, 209

EFFICIENT AND CONVENIENT METHOD FOR THE SYNTHESIS OF SYMMETRICAL TRIINDOLYLMETHANES CATALYZED BY IODINE

Zhan‐Hui Zhang and Jin Lin

College of Chemistry and Material Science, Hebei Normal University, Shijiazhuang, China

Indoles reacted with triethyl orthoformate in the presence of a catalytic amount of iodine at room temperature to give the corresponding symmetrical triindolylmethanes (TIMs) in good to high yields.

Abstract

Synth. Commun. 2007, 37, 217

MICROWAVE‐PROMOTED HECK REACTION USING PD(OAC)2 AS CATALYST UNDER LIGAND‐FREE AND SOLVENT‐FREE CONDITIONS

Li‐Hua Du and Yan‐Guang Wang

Department of Chemistry, Zhejiang University, Hangzhou, China

A rapid and efficient microwave‐promoted Heck reaction of aryl iodides and bromides with terminal olefins using a Pd(OAc)2 (0.05 mol%)/K3PO4 catalytic system under ligand‐free and solvent‐free conditions is described.

Abstract

Synth. Commun. 2007, 37, 223

FACILE SYNTHESIS OF TRIARYLPYRIMIDINES WITH MICROWAVE‐IRRADIATED REACTIONS OF N‐PHENACYLPYRIDINIUM CHLORIDE

Ping Wu,1,2 Xi‐Mei Cai,1 Qi‐Fang Wang,1 and Chao‐Guo Yan1

1College of Chemistry and Chemical Engineering, Yangzhou University, Yangzhou, China

2Yangzhou Polytechnic College, Yangzhou, China

In a system of ammonium acetate and acetic acid under microwave irradiation, N‐phenacylpyridinium chloride reacted with 2 mol of aromatic aldehydes to give 2,4,6‐triarylpyrimidine.

Abstract

Synth. Commun. 2007, 37, 231

CONVENIENT METHOD FOR SYNTHESIS OF SUBSTITUTED 2‐AMINO‐2‐CHROMENES

Ai‐Qin Zhang,1 Ming Zhang,2 Huan‐Huan Chen,2 Jun Chen,2 and Hai‐Yan Chen2

1Department of Environmental and Chemical Engineering, Nanchang Institute of Aeronautical Technology, Nanchang, Jiangxi, China

2College of Chemistry, Jiangxi Normal University, Nanchang, Jiangxi, China

Some substituted 2‐amino‐2‐chromenes were synthesized by the reaction of arylidenemalononitriles with 1‐naphthol or 2‐naphthol in the presence of sodium hydroxide as catalyst under solvent‐free condition.

Abstract

Synth. Commun. 2007, 37, 237

CONVENIENT SYNTHESIS OF BENZENE‐1,3,5‐TRICARBALDEHYDE AND CONGENERS

Erik Tullberg and Torbjörn Frejd

Department of Organic Chemistry, Lund University, Lund, Sweden

Abstract

Synth. Commun. 2007, 37, 247

FOUR‐COMPONENT CYCLOCONDENSATION OF AMINODIAZINES, GLYOXAL, FORMALDEHYDE, AND METHANOL TO IMIDAZOLIDINES

Mehdi Ghandi, Abolfazl Olyaei, and Farshid Salimi

School of Chemistry, University College of Science, University of Tehran, Tehran, Iran

Abstract

Synth. Commun. 2007, 37, 257

FACILE SYNTHESIS OF NITRILES FROM AROMATIC ALDEHYDES USING DMSO‐I2

Digambar D. Gaikwad,1 Sameer V. Renukdas,1 Babasaheb V. Kendre,1 Suresh U. Shisodia,2 Ravikumar M. Borade,2 Praveen S. Shinde,2 Sunil S. Chaudhary,2 and Rajendra P. Pawar2

1Department of Chemistry, Vaidyanath College, Parli‐Vaijnath, India

2Department of Chemistry, Dnyanopasak College, Parbhani, Maharashtra, India

Nitriles have been prepared from different aromatic aldehydes by a one‐pot process using hydroxylamine hydrochloride and molecular iodine in the presence of dimethylsulphoxide.

Abstract

Synth. Commun. 2007, 37, 261

EFFICIENT SYNTHESIS OF 3,5,6‐TRISUBSTITUTED‐1,2,4‐TRIAZINES IN THE BRØNSTED ACIDIC IONIC LIQUID, 1‐N‐BUTYLIMIDAZOLIUM TETRAFLUOROBORATE ([HBIM]BF4)

T. M. Potewar, R. J. Lahoti, Thomas Daniel, and K. V. Srinivasan

Division of Organic Chemistry, Technology National Chemical Laboratory, Pune, India

3,5,6‐trisubstituted‐1,2,4‐triazines were synthesized in a one‐pot reaction with acid hydrazide, 1,2‐diketone, and ammonium acetate in the Brønsted acidic ionic liquid, 1‐n‐butylimidazolium tetrafluoroborate ([Hbim]BF4).

Abstract

Synth. Commun. 2007, 37, 271

DIOXANE DIBROMIDE–MEDIATED SOLVENT‐FREE SYNTHESIS OF VICINAL DIBROMIDES

Subrata Kumar Chaudhuri, Sanchita Roy, Manabendra Saha, and Sanjay Bhar

Department of Chemistry, Organic Chemistry Section, Jadavpur University, Kolkata, India

Abstract

Synth. Commun. 2007, 37, 275

α‐BROMINATION OF 1,3‐DICARBONYL COMPOUNDS USING DESS–MARTIN PERIODINANE (DMP) AND TETRAETHYLAMMONIUM BROMIDE (TEAB)

Paresh D. Salgaonkar, Vidyanand G. Shukla, and Krishnacharya G. Akamanchi

Department of Pharmaceutical Sciences and Technology, University Institute of Chemical Technology, Matunga, Mumbai, India

Abstract

Synth. Commun. 2007, 37, 281

SIMPLE AND SELECTIVE REMOVAL OF THE T‐BUTYLOXYCARBONYL (BOC) PROTECTING GROUP ON INDOLES, PYRROLES, INDAZOLES, AND CARBOLINES

K. Ravinder, A. Vijender Reddy, K. Chinni Mahesh, M. Narasimhulu, and Y. Venkateswarlu

Natural Products Laboratory, Organic Chemistry Division I, Indian Institute of Chemical Technology, Hyderabad, India

Abstract

Synth. Commun. 2007, 37, 289

CONVENIENT AND REGIOSELECTIVE ONE‐POT SOLVENT‐ FREE SYNTHESIS OF β‐HYDROXYPHOSPHONATES

A. R. Sardarian and Z. Shahsavari‐Fard

Chemistry Department, College of Science, Shiraz University, Shiraz, Iran

A simple, efficient, and solvent‐free method has been developed for the synthesis of β‐hydroxyphosphonates (2) from epoxides (1) and triethyl phosphite using ZnCl2 in high yields under mild conditions.

Abstract

Synth. Commun. 2007, 37, 297

VERSATILE SPIROCYCLIC GLYCINE‐BASED NITRONES AND THEIR HIGHLY STEREOSELECTIVE 1,3‐DIPOLAR CYCLOADDITION

Shangli Cheng,1 Huimin Wu,2 and Xianming Hu2

1Chemistry Department, Wuppertal University, Wuppertal, Germany

2College of Pharmacy, Wuhan University, Wuhan, Hubei, China

Abstract

Synth. Commun. 2007, 37, 309

PREPARATION OF A BRIDGED VERBENINDENYL LIGAND FOR METALLOCENES

Geir Langli and Kjell Undheim

Department of Chemistry, University of Oslo, Norway

Abstract

Synth. Commun. 2007, 37, 317

EFFICIENT SYNTHESIS OF PHOSPHONO‐ AND PHOSPHINOXIDOMETHYLATED N‐HETEROCYCLES UNDER SOLVENT‐FREE MICROWAVE CONDITIONS

I. Prauda,1 I. Greiner,2 K. Ludányi,3,4 and G. Keglevich1

1Department of Organic Chemical Technology, Budapest University of Technology and Economics, Budapest, Hungary

2Gedeon Richter Ltd., Budapest, Hungary

3Hungarian Academy of Sciences, Chemical Research Center, Budapest, Hungary

4Semmelweis University Faculty of Pharmacy, Department of Pharmaceutics, Budapest, Hungary

The title compounds are prepared by microwave irradiation of the solvent‐free ternary system comprising a N‐heterocycle, paraformaldehyde, and a >P(O)H species.

Abstract

Synth. Commun. 2007, 37, 323

BROMINATION OF SOME AROMATIC COMPOUNDS WITH POTASSIUM BROMIDE IN THE PRESENCE OF BENZYLTRIPHENYLPHOSPHONIUM PEROXODISULFATE

Hassan Tajik,1 Iraj Mohammadpoor‐Baltork,2 and Jalal Albadi1

1Department of Chemistry, Guilan University, Rasht, Iran and Persian Gulf University, Bushehr, Iran

2Department of Chemistry, College of Science, Isfahan University, Isfahan, Iran

A simple, efficient, and mild method for selective bromination of some activated aromatic compounds using potassium bromide in the presence of benzyltriphenylphosphonium peroxodisulfate in nonaqueous solution is reported. The results obtained revealed good to excellent selectivity between ortho and para positions of phenols and methoxyarenes.

Abstract

Synth. Commun. 2007, 37, 329

SUBSTITUTED QUINOLINONES, PART 12: HETEROCYCLIZATION REACTIONS OF 3‐(3‐CHROMONYL)ACRYLOYLQUINOLINONE WITH SOME BIFUNCTIONAL NUCLEOPHILES

Mohamed Abass, Mohamed Abdel‐Megid, and Mohamed Hassan

Chemistry Department, Faculty of Education, Ain Shams University, Roxy, Heliopolis, Cairo, Egypt

The condensation of 3‐acetylquinolinone (1) with 3‐formylchromone (2) gave the enone derivative 3. The treatment of the enone 3 with different bifunctional nucleophiles at different reaction conditions led to several new five‐ and six‐membered heterocyclic systems bearing a quinolinone moiety.

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