Graphical Abstracts

Abstract

Synth. Commun. 2004, 34, 3645

Esters of ω‐Bromo Alcohols and their Corresponding Quarternary Ammonium Salts

Thorsten Röder and Thomas Kramer

Universität Paderborn, Fakultät für Naturwissenschaften, Department Chemie, Warburger Str. 100, 33098 Paderborn, Germany

Abstract

Synth. Commun. 2004, 34, 3653

New N₂O₂‐ and N₂O₃‐Macrocycle Ligands Incorporating p‐Xylyl Groups

Jeong Kim,¹ Leonard F. Lindoy,² Tae‐Ho Ahn,¹ and Gyu‐Sung Choi³

¹Department of Chemistry, Seonam University, Namwon 590‐711, Korea

²School of Chemistry, University of Sydney, N.S.W., 2006, Australia

³Department of Chemistry, Gyungnam University, Masan 631‐701, Korea

The facile synthesis of four new mixed oxygen–nitrogen donor macrocycles incorporating one or two p‐xylyl groups in their macrocyclic backbones is reported.

Abstract

Synth. Commun. 2004, 34, 3661

γ‐PCC and γ‐PCC‐SiO₂ as Efficient Reagents for Oxidation of Thiols to Disulfides

Mohammad Mehdi Khodaei,¹ Peyman Salehi,² Maryam Goodarzi,¹ and Ateesa Yazdanipour¹

¹Department of Chemistry, Faculty of Science, Razi University, Kermanshah, Iran

²Department of Phytochemistry, Medicinal Plants Research Institute, Shahid Beheshti University, Tehran, Iran

Oxidative coupling of thiols to the corresponding symmetrical disulfides was performed in the presence of γ‐picolinium chlorochromate and its silica gel supported. The reactivity of silica gel supported γ‐picolinium chlorochromate for thiophenol derivatives is more than the reactivity of pyridinium and γ‐picolinium chlorochromates.

Abstract

Synth. Commun. 2004, 34, 3667

Preparation of N‐(4‐Methylpentane‐2‐YL)‐N′‐[2‐(2‐Phenylpropane‐2‐YL)]Benzene‐1,4‐Diamine

Ivica Sigmundová,¹ Ján Uhlár,² and Štefan Toma¹

¹Comenius University, Faculty of Natural Sciences, Department of Organic Chemistry, SK‐84215 Bratislava, Slovak Republic

²Research Institute for Chemical Technology, Nobelova 34, SK‐836 03 Bratislava, Slovak Republic

Synthesis of N‐(4‐methylpentane‐2‐yl)‐N′‐[2‐(2‐phenylpropane‐2‐yl)]benzene1,4‐diamine in four step starting from methyl 2‐bromobenzoate is described. Chromatographically homogeneous product was prepared in 25% overall yield.

Abstract

Synth. Commun. 2004, 34, 3673

Potassium Dodecatungstocobaltate Trihydrate (K₅COW₁₂O₄₀.3H₂O) as an Efficient Catalyst for Aminolysis of Epoxides

E. Rafiee, Shahram Tangestaninejad, M. H. Habibi, and V. Mirkhani

Department of Chemistry, University of Isfahan, Isfahan, 81746‐73441, Iran

The aminolysis of epoxides was found to be efficiently catalyzed in the presence of 0.02 molar equiv. of cobalt polyoxometalate (CoW₁₂O₄₀ ⁵⁻).

Abstract

Synth. Commun. 2004, 34, 3683

Efficient and Selective Formation of Mixed Acetals by Nafion‐H SAC‐13 Silica Nanocomposite Solid Acid Catalyst

István Ledneczki and Árpád Molnár

Department of Organic Chemistry, University of Szeged, Dóm tér 8, Szeged H‐6720, Hungary

Abstract

Synth. Commun. 2004, 34, 3691

Convenient Synthesis of Pyrrole‐ and Indolecarboxylic Acid Tert‐Butylesters

Joachim Ludwig and Matthias Lehr

Institute of Pharmaceutical and Medicinal Chemistry, University of Münster, Hittorfstrasse 58‐62, D‐48149 Münster, Germany

The tert‐butylesters of pyrrole‐ and indolecarboxylic acids are readily accessed by reacting the appropriate carboxylic acids with N,N‐dimethylformamide di‐tert‐butyl acetal.

Abstract

Synth. Commun. 2004, 34, 3697

Synthesis of Epoxyalkyl (1→3)‐β‐D‐Oligoglucosides

Gang‐Liang Huang,¹ Man‐Xi Liu,¹ and Xin‐Ya Mei²

¹School of Life Science and Technology, Huazhong University of Science and Technology(East Campus), 1037 Luoyu Lu, Wuhan, 430074, China

²School of Chemistry, Central China Normal University, 100 Luoyu Lu, Wuhan, 430079, China

We describe an approach for the synthesis of (1 leads to 3)‐beta‐D‐oligosaccharide derivatives 10–18. 1–9 were synthesized by treating peracetates with the corresponding alkenyl alcohols and Lewis acid catalyst. Epoxidation of the corresponding alkenyl oligoglucosides took place by m‐CPBA. NaOMe in dry methanol was used for the deacetylation of the blocked derivatives, to give 10–18 in an overall yields of 25–32%.

Abstract

Synth. Commun. 2004, 34, 3707

Diastereoselective Synthesis of Functionalized δ‐Lactones

Ali Samarat^a, Yannick Landais*^b, Hassen Amri*^a

^aLaboratoire de Chimie Organique & Organométallique, Faculté des Sciences‐2092‐Tunis, Tunisia. ^bLaboratoire de Chimie Organique & Organométallique, Université Bordeaux‐I, 351 cours de la Libération, 33405, Talence Cedex, France

An efficient and diastereoselective synthesis of functionalized δ‐lactones 4 based on the silylcupration of dimethyl‐2‐alkylidene glutarates 2 followed by an oxidation of the C‐Si bond, is described.

Abstract

Synth. Commun. 2004, 34, 3719

Synthesis of Functionalized Homoallylsilanes

Rim Ouled Saad,¹ Taïcir Ben Ayed,¹ Jacques Lebreton,² and Hassen Amri¹

¹Faculté des Sciences, Campus Universitaire 2092‐Tunis, Tunisia

²Laboratoire de Synthèse Organique, UMR‐CNRS 6513, Faculté des Sciences et des Techniques, BP 92208 ‐ 2, rue de la Houssinière 44322 Nantes‐Cedex 3, France

A convenient stereoselective synthesis of functional homoallylsilanes 2 from the Baylis‐Hillman acetates 1, is reported.

Abstract

Synth. Commun. 2004, 34, 3727

Isomerization of Hetaryl Analogues of α‐Benzoins in Basic Media

Sergey P. Ivonin and Andrey V. Lapandin

Department of Organic Chemistry, Dnepropetrovsk National University, Nauchnaya Street, 13, Dnepropetrovsk, 49050, Ukraine

Abstract

Synth. Commun. 2004, 34, 3737

A Convenient Method for Preparation of Enaminobutyrolactones

Piotr Krajewski and Lech Kozerski

Institute of Organic Chemistry, Polish Academy of Sciences, 01‐224 Warszawa, ul. Kasprzaka 44/52, Poland

The convenient method for preparation of enaminobutyrolactones by the reaction of sodium salt of 3‐hydroxymethylenedihydrofuran‐2‐one with amine hydrochlorides is reported.

Abstract

Synth. Commun. 2004, 34, 3743

Synthesis of Dicyanopyridines

Emmanuel Roblou,^1,2 Isabelle Sasaki,¹ Frédéric Pezet,¹ Hassan Aït‐Haddou,¹ and Sandrine Vincendeau

¹Laboratoire de Chimie de Coordination (CNRS UPR 8241), 205 Route de Narbonne, 31077 Toulouse, France

²Inorganic Chemistry, Department of Chemistry, Lund University, P.O. Box 124SE‐221 00 Lund, Sweden

Synthesis of the title compounds using inexpensive collidine and lutidine as starting materials is described.

Abstract

Synth. Commun. 2004, 34, 3751

Synthesis of 1‐Tetralone Derivatives Using a Stille Cross Coupling/Friedel Crafts Acylation Sequence

Johnny Vercouillie,¹ Mohamed Abarbri,¹ Jean‐Luc Parrain,² Alain Duchêne,¹ and Jérôme Thibonnet¹

¹Laboratoire de Physicochimie des Interfaces et des Milieux Réactionnels, Faculté des Sciences et Techniques de Tours, Parc de Grandmont, 37200 Tours, France

²Laboratoire SYMBIO, Equipe Synthèse par voie Organométallique, associé au CNRS (UMR 6178), Faculté des Sciences et Techniques de Saint Jérôme, Avenue Escadrille Normandie‐Niemen, 13397, Marseille Cedex 20, France

Abstract

Synth. Commun. 2004, 34, 3763

Improved Yields in the Synthesis of Spin‐Labeled Fatty Acids

Janez Mravljak¹ and Slavko Pečar^1,2

¹Faculty of Pharmacy, University of Ljubljana, Aškerčeva 7, SI‐1000 Ljubljana, Slovenia

²Institut Jožef Stefan, Jamova 39, SI‐1000 Ljubljana, Slovenia

Paramagnetic amide side products (6a–g) have been isolated from the reaction mixture in the synthesis of spin‐labeled fatty acids of the doxyl type. After their hydrolysis to the corresponding acid, 7 the overall yield of spin labeled fatty acids is significantly increased compared with published procedures.

Abstract

Synth. Commun. 2004, 34, 3773

The Facile Route to Stereodefined Alkenyl‐Substituted Pyrimidines

Jiuqing Tan,¹ Jianhua Chang,¹ and Minzhi Deng²

¹Department of Chemistry, Northwest University, Xi'an, 710069, P.R. China

²State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai, 200032, P.R. China

Abstract

Synth. Commun. 2004, 34, 3785

Stereoselective Synthesis of Cis‐1‐aryl‐2‐benzoyl‐3,3‐dicyanocyclopropanes in the Presence of KF · 2H₂O

Zhongjiao Ren,¹ Weiguo Cao,^1,2 Weiyu Ding,¹ Yu Wang,¹ and Lilin Wang¹

¹Department of Chemistry, Shanghai University, Shanghai, 200436, P.R. China

²State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai, 200032, P.R. China

KF · 2H₂O was found to be a highly efficient base for synthesis of cis‐1,2‐cyclopropanes with arsonium salt and olefins. The advantages of the process are mild reaction condition, easy work‐up, excellent yields, and high stereoselectivity.

Abstract

Synth. Commun. 2004, 34, 3793

High Stereoselective Synthesis of Trans‐2,3‐Dihydrofuran Derivatives

Guodong Chen,¹ Weiguo Cao,^1,2 Jie Chen,¹ and Rongqing 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

In the presence of K₂CO₃, 1 reacted with 2 in benzene at 50°C for 48 h to give trans‐2,3‐dihydrofuran derivatives 3 in good yield with high stereoselectivity.

Abstract

Synth. Commun. 2004, 34, 3801

Organic Reactions in Ionic Liquids: Gewald Synthesis of 2‐Aminothiophenes Catalyzed by Ethylenediammonium Diacetate

Yi Hu,^1,2 Zhen‐Chu Chen,^1,2 Zhang‐Gao Le,² and Qin‐Guo Zheng³

¹Ningbo Institute of Technology, Zhejiang University, Ningbo, 315104, P.R. China

²Department of Chemistry, Zhejiang University (Xi Xi Campus), Hangzhou, 310028, P.R. China

³Pharmaceutical Science Research Institute, Aston University, Aston Triangle, Birmingham B4 7ET, UK

Abstract

Synth. Commun. 2004, 34, 3807

Microwave‐Induced Rapid Access to Aromatic and Heteroaromatic Sulfonamides Under Solvent‐Free Conditions Without Using External Base

Ashwani Kumar Sharma and Saibal Kumar Das

Discovery Chemistry, Dr. Reddy's Laboratories Ltd., Discovery Research, Bollaram Road, Miyapur, Hyderabad 500049, India

Operationally simple microwave‐induced syntheses of sulfonamides, without using any catalyst or base, under solvent free conditions have been discussed.

Abstract

Synth. Commun. 2004, 34, 3821

Bismuth Subnitrate Catalyzed Efficient Synthesis of 3,4‐Dihydropyrimidin‐2 (1H)‐Ones: An Improved Protocol for the Biginelli Reaction

Y. Thirupathi Reddy, (Ms.) B. Rajitha, P. Narsimha Reddy, B. Sunil Kumar, and V. P. Rao. G.

Department of Chemistry, National Institute of Chemistry, Warangal, India

Bismuth subnitrate [BiONO₃] is a highly efficient catalyst for the synthesis of 3,4‐dyhydropyrimidin‐2 (1H)‐ones.