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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 34, 2004 - Issue 9
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Abstracts

Graphical Abstracts

Pages ix-xvi | Published online: 16 Aug 2006
 

Abstract

Synth. Commun. 2004, 34, 1551

An Efficient and Environmentally Friendly Method for Synthesis of 3,4‐Dihydropyrimidin‐2(1H)‐Ones Catalyzed by Bi(NO3)3 · 5H2O

M. M. Khodaei,* A. R. Khosropour,* and M. Beygzadeh

Department of Chemistry, Razi University, Kermanshah, Iran

Efficient and selective Biginelli reaction in the presence of Bi(NO3)3 · 5H2O is reported.

Abstract

Synth. Commun. 2004, 34, 1559

Simple Protocol for the Synthesis of 3,4‐Dihydropyrimidin‐2(1H)‐ones Using SnCl2 · 2H2O–LiCl as an Inexpensive Catalyst System

M. Shailaja, A. Manjula, B. Vittal Rao,* and Parvathi Neelakantan

Organic Division II, Indian Institute of Chemical Technology, Hyberabad, India

Abstract

Synth. Commun. 2004, 34, 1565

A novel, convenient synthesis of the 3‐O‐β‐D‐ and 4′‐O‐β‐D‐glucopyranosides of trans‐resveratrol

David A. Learmonth*

Laboratory of Chemical Research, Department of Research and Development, BIAL, S. Mamede do Coronado, Portugal

A novel, convenient synthesis of the 3‐O‐β‐D‐ and 4′‐O‐β‐D‐glucopyranosides (2 and 3, respectively) of trans‐resveratrol 1 based on a convergent Heck‐coupling strategy is described.

Abstract

Synth. Commun. 2004, 34, 1577

Bifunctionalized Allenes. VI. Synthesis of 3‐Sulfinylfuran‐2(5H)‐ones and 5H‐1,2‐Oxathiole‐3‐carboxylate 2‐Oxides by Bromination of 2‐Sulfinyl‐2,3‐alkadienoates

Valerij Ch. Christov* and Boris Prodanov

Department of Chemistry, University of Shoumen, Shoumen, Bulgaria

Abstract

Synth. Commun. 2004, 34, 1589

Improvements in Aldol Reactions with Diketopiperazines

Juan Francisco González, Elena de la Cuesta, and Carmen Avendaño*

Departamento de Química Orgánica y Farmacéutica, Facultad de Farmacia, Universidad Complutense, Madrid, Spain

Abstract

Synth. Commun. 2004, 34, 1599

A Highly Stereoselective Synthesis of 2,3,4,5‐Tetrasubstituted‐trans‐2,3‐Dihydrofurans

Weiguo Cao,*,1,2 Weiyu Ding,1 Jie Chen,1 Yali Chen,1 Qin Zang,1 and Guodong Chen1

1Department of Chemistry, Shanghai University, Shanghai, P.R. China

2State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Science, Shanghai, P.R.China

α,β‐Unsaturated sulfone 5 reacted with arsonium bromide 6 in the presence of sodium carbonate to give the product 2,3,4,5‐tetrasubstituted‐trans‐2,3‐dihydrofuran 7 and/or 8 with high stereoselectivity.

Abstract

Synth. Commun. 2004, 34, 1609

Synthesis of Monoimidazole/Polyamine Amides

Changjin Zhu, Yanfeng Jiang and Yufen Zhao

1Key Laboratory for Bioorganic Phosphorus Chemistry of Ministry of Education, Department of Chemistry, School of Life Science and Engineering, Tsinghua University, Beijing, China

2School of Chemical Engineering and Environment, Beijing Institute of Technology, Beijing, China

A facile and efficient route has been reported to selectively prepare a series of unsymmetrical monoimidazole/polyamine amides without protection process of the polyamines.

Abstract

Synth. Commun. 2004, 34, 1617

Synthesis of 4‐Oxo‐3a,4,5,6‐Tetrahydroimidazo[1,5‐b]Isoxazole‐3‐Carboxylic Acid Esters

Necdet Coşkun* and Bilal Yılmaz

Department of Chemistry, Uludağ University, Görükle Bursa, Turkey

Adducts 2 were prepared by the regioselective cycloaddition of 3‐imidazoline 3‐oxides with 3‐phenylpropinoic acid alkyl esters and oxidised to 4‐oxo‐3a,4,5,6‐tetrahydro‐imidazo[1,5‐b] isoxazoles using KMnO4–FeSO4.

Abstract

Synth. Commun. 2004, 34, 1625

Mild and Efficient Method for the Synthesis of Nitriles

Necdet Coşkun

Department of Chemistry, Uludağ University, Görükle Bursa, Turkey

Abstract

Synth. Commun. 2004, 34, 1631

Easy Access to Medium Rings by Entropy/Strain Reduction. V. A Simple and Mild Route to Cyclohepta‐1,3‐dienes

Louise A. Byrne, Patrick J. Furlong, and Declan G. Gilheany*

Chemistry Department, The Centre for Synthesis and Chemical Biology, Conway Institute of Biomolecular and Biomedical Research, University College Dublin, Belfield, Dublin, Ireland

Abstract

Synth. Commun. 2004, 34, 1645

An Efficient and Practical Procedure for Synthesis of 1,1‐Diacetates from Aldehydes Catalyzed by Zirconium Sulfate Tetrahydrate–Silica Gel

Tongshou Jin,* Guoliang Feng, Mina Yang, and Tongshuang Li

Department of Chemistry, College of Chemistry and Environmental Science, Hebei University, Baoding, P.R. China

A facile and efficient procedure for synthesis of 1,1‐diacetates from aldehydes with acetic anhydrides was described using zirconium sulfate tetrahydrate–silica gel as catalyst in excellent yields under mild reaction conditions.

Abstract

Synth. Commun. 2004, 34, 1653

N‐Chlorosulfonyloxazolidin‐2‐ones: Synthesis, Structure, and Reactivity Toward Aminoesters

Malika Berredjem,1 Jean‐Yves Winum,2 Loic Toupet,3 Ouafae Masmoudi,1 Nour‐Eddine Aouf2 and Jean‐Louis Montero2

1Laboratoire de Chimie Bioorganique, Université d'Annaba, Annaba, Algérie

2Laboratoire de Chimie Biomoléculaire, UMR 5032, Université Montpellier II, ENSCM, Montpellier Cedex, France

cGroupe Matiére Condensée et Matériaux, UMR 6626, Université de Rennes I, Rennes Cedex, France

Synthesis, structure, and reactivity of chiral N‐chlorosulfonyloxazolidin‐2‐ones are described.

Abstract

Synth. Commun. 2004, 34, 1663

The Investigation of the Alkylation Reactions of Hydroxy and En‐Oximes with some Halohydrins and Epoxides

Sultan Kurbanlı, Nejdet Şen,* Ersin Güler, and Ahmet Koçak

Department of Chemistry, Faculty of Arts and Sciences, Selçuk University, Konya, Turkey

Suitable glycol ethers and halohydrine compounds were synthesized in good yield by the alkylation reactions of the oximes, having hydroxyl and double bond in its structure, with mono‐ and dihalohydrines in the medium of basic and solid‐liquid phase transfer catalyst.

Abstract

Synth. Commun. 2004, 34, 1677

CAN Catalyzed One‐Pot Synthesis of α‐Amino Phosphonates from Carbonyl Compounds

K. Ravinder, A. Vijender Reddy, P. Krishnaiah, G. Venkataramana, V. L. Niranjan Reddy, and Y. Venkateswarlu*

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

Abstract

Synth. Commun. 2004, 34, 1685

Reductive Cleavage of S–S Bond by Zn/Alcl3 System: A Novel Method for the Synthesis of Sulfides from Alkyl Tosylates and Disulfides

Barahman Movassagh* and Amir Mossadegh

Department of Chemistry, K. N. Toosi University of Technology, Tehran, Iran

Alkyl and aryl disulfides are reduced by zinc powder in the presence of AlCl3 in aqueous media to yield zinc thiolates. This thiolate anion species then react with alkyl tosylates to give sulfides in high to excellent yields.

Abstract

Synth. Commun. 2004, 34, 1691

Synthesis of 2‐Oxo‐[1,2,4]triazolo[3,2‐d][1,5]benzoxazepines: A Kind of Novel Triazolo O,N‐Heterocycles

Zheng Li, Quanrui Wang,* and Fenggang Tao

Department of Chemistry, Fudan University, Shanghai, China

An efficient synthesis of 2‐oxo‐[1,2,4]triazolo[3,2‐d][1,5]benzoxazepines (7ak) starting from chroman‐4‐ones (2ae) is reported. The x‐ray diffraction analysis for 7a is also performed.

Abstract

Synth. Commun. 2004, 34, 1703

Facile Total Syntheses of Idarubicinone‐7‐β‐D‐Glucuronide: Convenient Preparations of AB‐Ring Synthon Using Some Carboxylic Acid Derivatives

Young S. Rho,1 Jihyung Park,1 Gyuil Kim,1 Hyesun Kim,1 Hongsig Sin,1 Pyoung Won Suh,1 and Dong Jin Yoo2,*

1Department of Chemistry, Chonbuk National University, Chonju, Korea

2Department of Chemistry, Seonam University, Namwon, Korea

Total syntheses of idarubicinone‐7‐βD‐glucuronides (20 and 21) were carried out from AB‐ring synthons via several steps.

Abstract

Synth. Commun. 2004, 34, 1723

One Step of Palladium Catalyzed Benzodioxane Ring C–O Bond Formation, Synthesis of Isoamericanol A and Isoamericanin A

Xiaobi Jing,* Yaocheng Shi, Yonghong Liu, Ying Han, Chaoguo Yan, and Li Wang

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

A number of benzodioxane compounds were synthesized using the palladium‐catalyzed etherification of aryl halides by employing triphenylphosphane ligands. This method was used as key step in the synthesis of two natural products isoamericanol A and isoamericanin A.

Abstract

Synth. Commun. 2004, 34, 1729

A Facile One‐Pot Synthesis of α‐Iodo‐α,β‐Unsaturated Esters

Xingguo Zhang, Ping Zhong, and Fan Chen

The School of Chemistry and Material Science, Wenzhou Normal College, Zhejiang, Wenzhou, P.R. China

R = 4‐Cl‐C6H4, 4‐Me‐C6H4, 4‐MeO‐C6H4, 4‐O2N‐C6H4, 3‐Br‐C6H4, 2,6‐Cl‐C6H3, C6H5, C6H5CH˭CH‐, 2‐furanyl, CH3CH˭CH‐

Abstract

Synth. Commun. 2004, 34, 1737

Carbon dioxide Promoted Palladium‐Catalyzed Cyclotrimerization of Alkynes in Water

Jinheng Li* and Yexiang Xie

Institute of Fine Catalysis and Synthesis, College of Chemistry and Chemical Engineering, Hunan Normal University, Changsha, China

Abstract

Synth. Commun. 2004, 34, 1745

A Facile Preparation of Organyltellurophosphates

Jiang‐Min Chen1,3 and Xian Huang1,2,*

1Department of Chemistry, Zhejiang University (Campus Xixi), Hangzhou, P.R. China

2Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai, P.R. China

3Department of Chemistry, Gannan Teachers' College, Ganzhou, P.R. China

Organyltellurophosphates can be synthesized smoothly via the free radical reaction of diorganyl phosphates with diorganyl ditellurides using (diacetoxyiodo)benzene and sodium azide in moderate to good yields.

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