Graphical Abstracts

Abstract

Synth. Commun. 2003, 33, 1

Indium-mediated Allylation of β-Chloro-/β-Alkoxy-vinylaldehyde: A Facile One-Pot Synthesis of 1-Chloro-/1-Alkoxy Hexa-1,5-diene-3-ol Derivatives

Dipanjan Pan, Gandhi K. Kar, and Jayanta K. Ray*

Department of Chemistry, Indian Institute of Technology, Kharagpur 721 302, India

Abstract

Synth. Commun. 2003, 33, 11

Two New bis -β-Diketones as Ligands for Novel Systems in Supramolecular Chemistry

Guillem Aromí, Patrick Gamez, Paula Carrero Berzal, Willem L. Driessen, and Jan Reedijk*

Leiden Institute of Chemistry, Gorlaeus Laboratories, Leiden University, Leiden, The Netherlands

Abstract

Synth. Commun. 2003, 33, 19

Peri and Regioselective Synthesis of New Heterocyclic Compounds from 1,5-Benzodiazepine

S. Elhazazi,¹ A. Baouid,¹ A. Hasnaoui,^1,* and P. Compain²

Laboratoire de Chimie des Substances Naturelles et des Hétérocycles associé au CNCPRST, Département de Chimie, Faculté des Sciences–Semlalia, Université Cadi Ayyad, 40000 Marrakech, Maroc

Institut de Chimie Organique et Analytique UMR 6005 du CNRS, Rue de Chartres, BP 6759, 4567 Orléans cedex 2, France

The condensation of nitrolimines with 1,5-benzodiazepines affords a variety of new heterocuyclic compounds.

Abstract

Synth. Commun. 2003, 33, 29

The Synthesis of 2-Alkylated Cyclopentene-1,3-Diones: Novel Compounds with Olfactory Properties

Helen C. Hailes,^1,* Ben Isaac,² and M. Hashim Javaid¹

Department of Chemistry, University College London, 20 Gordon Street, London, WC1H 0AJ, UK

Bush Boake Allen Ltd., Blackhorse Lane, London E17 5QP, UK

The synthesis of the novel 2-alkylated cyclopentene-1,3-dione 1, possessing a buttery jasmine odor and analogues are described.

Abstract

Synth. Commun. 2003, 33, 43

Synthesis of 4-Ethoxylcarbonyl-5-arylisoxazolidines via Regioselective Cycloaddition

Richard S. Jones,¹ Jeffrey Sutherland,¹ and Donald F. Weaver^1,2,*

Department of Chemistry, Queen’s University, Kingston, Ontario, Canada K7L 3N6

Department of Chemistry, Dalhousie University, Halifax, Nova Scotia, Canada B3H 4J3

A Convenient synthesis of 4-ethoxycarbonyl-5-arylisoxazolidines has been described. The regiochemical outcome was shown to agree with theoretical predictions.

Abstract

Synth. Commun. 2003, 33, 53

Mild and Efficient Reduction of Sulfoxides to Sulfides with Titanium Tetrachloride–Indium System

Byung Woo Yoo,^1,* Kwang Hyun Choi,¹ Dong Youn Kim,¹ Kyung Il Choi,² and Joong Hyup Kim²

Department of Chemistry, Korea University, Jochiwon, Chungnam, 339-700, Korea

Biochemicals Research Center, Korea Institute of Science and Technology, Cheongryang, Seoul, 130-650, Korea

TiCl₄/In system was found to be a new reagent for reducing various sulfoxides to the corresponding sulfides in good yields under mild conditions.

Abstract

Synth. Commun. 2003, 33, 59

A Facile Synthesis of Phenyl Acetic Acids via Willgerodt–Kindler Reaction Under PTC Condition

M. Mujahid Alam and Srinivas R. Adapa*

Inorganic Division, Indian Institute of Chemical Technology, Hyderabad 500 007, A.P., India

The phenylacetic acids are efficiently synthesized from acetophenones via thiomorpholides under PTC conditions in good yield.

Abstract

Synth. Commun. 2003, 33, 65

An Efficient and Rapid One-Pot Synthesis of Highly Functionalized Stable Phosphorus Ylides Containing the Sulfur Atom

Mohammad Reza Islami,* Zahra Hassani, and Kazem Saidi

Department of Chemistry, Shahid Bahonar University of Kerman, Kerman, 76175-133, Iran

A one-pot synthesis of stable ylides by reaction of triphenylphosphine, dialkyl acetylenedicarboxylates and strong S–H acids, such as thiophenol or 4-fluorothiophenol in good to excellent yields is reported. The phosphoranes exhibit a mixture of rotational isomers in the ratio of 1:1 at ambient temperature.

Abstract

Synth. Commun. 2003, 33, 73

LiCl Catalyzed Claisen–Schmidt Condensation in Solvent-Free Conditions Using Microwaves

K. Mogilaiah* and N. Vasudeva Reddy

Department of Chemistry, Kakatiya University, Warangal 506 009, India

Claisen–Schmidt condensation of 3with aromatic aldehydes under microwave irradiation using LiCl in the absence of solvent is reported.

Abstract

Synth. Commun. 2003, 33, 79

Convenient Synthesis of 2-Arylbenzimidazoles and 2,2′-Diaryl- bis benzimidazoles

J. Y. Hao, Z. Y. Ge, and S. Y. Yang*

Center for Molecular Science, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100080, China

2-Aryl-benzimidazoles and 2,2′-diaryl-5,5′-bisbenzimidazoles were synthesized conveniently by treating of trifluoromethyl aryl ketones with ortho-diamines in polar solvents with good to excellent yields. The reaction condition is mild and tolerant to most function groups.

Abstract

Synth. Commun. 2003, 33, 87

A Convenient Synthesis of 1- Alkyl-1-Phenylhydrazines from N -Aminophthalimide

Shigeru Nara, Takeshi Sakamoto, Etsuko Miyazawa, and Yasuo Kikugawa*

Faculty of Pharmaceutical Sciences, Josai University, 1-1 Keyakidai, Sakado, Saitama 350-0295, Japan

N-Alkylaminophthalimides (4) were synthesized by condensation of N-aminophthalimide (2) with aldehydes, and subsequent reduction of the intermediate with pyridine-borane in acetic acid. N-Phenylation and removal of the phthalimide group gave 1-alkyl-1-phenylhydrazines (7) in high yield.

Abstract

Synth. Commun. 2003, 33, 99

One-Step Synthesis of Pyridine and 4H-Pyran Derivatives from Malononitrile and bis arylidenecyclohexanone Under Microwave Irradiation

Jian-Feng Zhou

Department of Chemistry, Huaiyin Normal College, Huaiyin, P.R. China

The 3-cyano-2-methoxylpyridine and 2-amino-3-cyano-4H-pyran derivatives were synthesized by one-step reaction of 2,6-bisarylidenecyclohexanone with malononitrile in sodium hydroxide/methanol or piperidine/ethanol under microwave irradiation with good yields.

Abstract

Synth. Commun. 2003, 33, 105

Divalent Transition Metal Ion-Exchanged Faujasites as Mild, Efficient, Heterogeneous Friedel–Crafts Benzylation Catalysts

M. Kumarraja and K. Pitchumani*

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

Ni²⁺-, Cu²⁺-, and Zn²⁺-exchanged faujasite (MY) zeolites efficiently catalyze the Friedel–Crafts benzylation of arenes in a clean, simpler method.

Abstract

Synth. Commun. 2003, 33, 113

Solid State Synthesis of 1,2,4-Triazoles Under Microwave Irradiation

Shahnaz Rostamizadeh,* Hasan Tajik, and Soheila Yazdanfarahi

Department of Chemistry, K. N. Toosi University of Technology, P.O. Box, 15875-4416, Tehran, Iran

Synthesis of 1,2,4-triazoles via cyclization of acid hydrazide (1), S-methyl isothioamide hydroiodide (2), and ammonium acetate under microwave irradiation.

Abstract

Synth. Commun. 2003, 33, 119

A Convenient Synthesis of 5-Oxo-5,6,7,8-tetrahydro-4H-benzo-[b]-pyran Derivatives Catalyzed by KF-Alumina

Xiang-shan Wang, Da-qing Shi,* Shu-jiang Tu, and Chang-sheng Yao

Department of Chemistry, Xuzhou, Normal University, Xuzhou, 221009, P.R. China

A series of 5-oxo-5,6,7,8-tetrahydro-4H-benzo-[b]-pyran derivatives were prepared by the reaction of arylmethylidenemalononitriles or 2-cyano-3-aryl-l-acrylate with 5,5-dimethyl-1,3-cyclohexanedione (dimedone) in DMF at room temperature catalyzed by KF-alumina. The structure of the product was confirmed by X-ray analysis.

Abstract

Synth. Commun. 2003, 33, 127

Mild and Efficient Synthesis of Phthalazine-1,4-diones Using PTSA in the Solid State

K. Mogilaiah,* D. Srinivasa Chowdary, P. Raghotham Reddy, and N. Vasudeva Reddy

Department of Chemistry, Kakatiya University, Warangal 506 009, India

An efficient and simple procedure for the synthesis of 1,8-naphthyridine-3-carbonyl phthalazine-1,4-diones using PTSA in the solid state is described.

Abstract

Synth. Commun. 2003, 33, 133

Synthesis of Thiochromen-4-one-annelated Heterocycles: Regioselective Cyclization of 3-Hydroxy-2-cyclohex-2′-enylthiochromen-4-one

K. C. Majumdar* and B. Roy

Department of Chemistry, University of Kalyani, Kalyani 741 235, India

Abstract

Synth. Commun. 2003, 33, 143

Synthesis and Characterization of 2,2-Disubstituted-5-(2-Phenothiazin-10-ylethyl)-2,3-dihydro-1,3,4-oxadiazoles

Elena Bâcu,¹ Axel Couture,² and Pierre Grandclaudon^2,*

Department of Organic Chemistry, Faculty of Chemistry, University Al. I. Cuza, Bd Copou 11, RO-6600 Iasi, Romania; ²Laboratoire de Chimie Organique Physique, UPRES A CNRS 8009, Université des Sciences et Technologies de Lille 1, Bâtiment C3(2), F-59655 Villeneuve d’Ascq Cedex, France

A variety of heterocyclic hybrids 3linking 2,3-dihydro-1,3,4-oxadiazoles and phenothiazine has been successfully prepared by cyclization of the corresponding acylhydrazones 2.

Abstract

Synth. Commun. 2003, 33, 153

Reactivity of Functionally Substituted Azoles Towards Electrophiles. Novel Synthesis of Thienylazoles and Phenylazoles

Mohamed Abdel-Megid

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

Azolylacetophenones reacted with phenyl isothiocyanate and phenacyl bromide yielding thienylazoles and with chloroacetylacetone in acetone solution in the presence of base afforded the phenylazoles.

Abstract

Synth. Commun. 2003, 33, 161

SmI₃ Catalyzed Condensation of Aliphatic Cycloketones and Aldehydes in Ionic Liquid

Xingling Zheng¹ and Yongmin Zhang^1,2,*

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

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

SmI₃ catalyzed condensation of aliphatic cycloketones and aldehydes was studied in ionic liquid. 2,5-Dibenzyldiene cyclopentanones and 2,6-dibenzyldienecyclohexanones were prepared in high yields under convenient conditions.

Abstract

Synth. Commun. 2003, 33, 167

Aluminium Trifluromethanesulfonate [Al(OTf )₃] as a Highly Efficient and Chemoselective Catalyst for Thioacetalization of Carbonyl Compounds Under Mild Conditions

H. Firouzabadi,* N. Iranpoor,* and G. Kohmareh

Department of Chemistry, College of Sciences, Shiraz University, Shiraz, 71454, Iran

Aluminum trifluromethanesulfonate [Al(OTf )₃] is a highly efficient and chemoselective catalyst for the thioacetalization of carbonyl compounds.