Graphical Abstracts

Abstract

Synth. Commun. 2003, 33, 1425

Synthesis of a Naphtho[2,3-c]Pyranone as a Model for the Construction of the Lactone Ring

Victor I. Hugo,^1,* Francois J. Oosthuizen,¹ and Ivan R. Green²

¹Department of Chemistry, Cape Technikon, P.O. Box 652, Cape Town, Republic of South Africa

²Department of Chemistry, University of the Western Cape, Private Bag X17, Bellville, 7530, Republic of South Africa

A model route to an oxygenated naphtho[2,3-c]pyranone is described.

Abstract

Synth. Commun. 2003, 33, 1433

Synthesis and Study of 2-(2-Thienyl)benzazole Type Fluorophores

Tamás Kálai,¹ József Jekő,³ Erzsébet Ősz,² and Kálmán Hideg^1,*

¹Department of Organic and Medicinal Chemistry and ²Department of Biochemistry and Medical Chemistry, University of Pécs, H-7643 Pécs, P.O. Box 99, Hungary, ³ICN Hungary, Tiszavasvári, H-4440, P.O. Box 1, Hungary

Reaction of 2-(mercaptomethyl)benzazoles 2 with acetyleneketone or β-halogeno-α,β-unsaturated aldehyde gives highly fluorescent heterocycles 6 or 8.

Abstract

Synth. Commun. 2003, 33, 1443

Synthesis of 6-Substituted/Unsubstituted-7,9-diaryl-1,2,4,8-tetraazaspiro[4.5]decan-3-thiones

C. Ramalingan, S. Balasubramanian, and S. Kabilan*

Department of Chemistry, Annamalai University, Annamalainagar 608 002, India

Synthesis of some 7,9-diary-1,2,4,8-tetraazaspiro[4.5]decan-3-thiones (1b–8b) from oxidative cyclization of 2,6-diarylpiperidin-4-one thiosemicarbazones (1a–8a) using H₂O₂ at 0°C.

Abstract

Synth. Commun. 2003, 33, 1449

A Convenient Synthesis of Novel 4-(1,2,4-Triazol-1-yl)-2-Pyrazolines and their Derivatives

Shuowen Wang,* Bojie Shi, Yuchang Li, Qingmin Wang, and Runqiu Huang

Research Institute of Elemento-Organic Chemistry, State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, P.R. China

A variety of novel 4-(1,2,4-triazol-1-yl)-pyrazolines and their derivatives were prepared in good yields. The structures of these compounds were confirmed with ¹H NMR, MS, IR, and elemental analyses.

Abstract

Synth. Commun. 2003, 33, 1459

Lanthanide Triflate Catalyzed One-Pot Synthesis of Dihydropyrimidin-2(1H)-thiones by a Three-Component of 1,3-Dicarbonyl Compounds, Aldehydes, and Thiourea Using a Solvent-free Biginelli Condensation

Limin Wang,^1,* Changtao Qian,² He Tian,¹ and Yun Ma³

¹Institute of Fine Chemicals, East China University of Science and Technology, Shanghai, 20023, P.R. China

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

³Department of Chemistry, Cornell University, Ithaca, NY 14850, USA

Abstract

Synth. Commun. 2003, 33, 1469

Resolution of Racemic Rhododendrol by Lipase-catalyzed Enantioselective Acetylation

Yoshifumi Yuasa,¹ Shiroshi Shibuya,² and Yoko Yuasa^2,*

¹Technical Engineering Department, Fine Chemical Division, Takasago International Corporation, 1-5-1 Nishiyawata, Hiratsuka, Kanagawa, 254-0073, Japan

²School of Pharmacy, Tokyo University of Pharmacy and Life Science, 1432-1 Horinouchi, Hachioji, Tokyo, 192-0392, Japan

Both (R)-(−)-1a and (S)-(+)-1b of rhododendrol were prepared in high enantiomeric exess by lipase-catalyzed acetylation of racemic 1 with vinyl acetate in acetonitrile at room temperature.

Abstract

Synth. Commun. 2003, 33, 1477

A Facile Synthesis of (−)-(4R,5R)-4,5-(ISOpropylidenedioxy)-2-cyclopentenone, A Useful Precursor to d-like Carbanucleosides

Xue-qiang Yin, Vasanthakumar P. Rajappan, Atanu Roy, and Stewart W. Schneller*

Department of Chemistry, Auburn University, Auburn, AL 36849-5312, USA

A convenient to (−)-2 from (+)-(1S,4R)-4-acetoxycyclopent-2-en-1-ol provides a facile entry into a versatile precursor to d-like carbanucleosides.

Abstract

Synth. Commun. 2003, 33, 1483

Synthesis of Novel 1-H-Pyrazole-4-carboxylic Acid Esters by Conventional and Microwave Assisted Vilsmeier Cyclization of Hydrazones

Radhakrishnan Sridhar and Paramasivan T. Perumal*

Organic Chemistry Division, Central Leather Research Institute, Adyar, Chennai 600 020, India

A convenient method for the synthesis of 1H-pyrazole-4-carboxylic acid esters is described. A comparison between the conventional and microwave assisted Vilsmeier reaction is carried out.

Abstract

Synth. Commun. 2003, 33, 1489

Chemical Oxidation Studies of β-hydroxy-sulfides with tris(4-bromophenyl)-aminium hexachloroantimonate: Diastereoselective Sulfoxide Obtaining and Pinacol-type Rearrangement

Claudio Luis Donnici,* Sibele Guimarães, and Angelita Cristine de Melo

Departmento de Química, Univ. Fed. de Minas Gerais, Brazil, 31270-901

Abstract

Synth. Commun. 2003, 33, 1499

Rapid and Convenient Microwave-assisted Synthesis of Aromatic Imides and N-Hydroxymethylimides

Karol Kacprzak*

Department of Chemistry, Adam Mickiewicz University, Ul. Grunwaldzka 6, 60-780 Poznań, Poland

Extremely simple high-yielding and rapid microwave-assisted synthesis of wide array of aromatic mono and diimides and mono- and bis-N-hydroxymethylimides is reported.

Abstract

Synth. Commun. 2003, 33, 1509

Palladium Catalyzed Cross-coupling Reaction of Functional Organozinc Reagents with (2E,4E)- and (2E,4Z)-5-Bromopenta-2,4-dienals: Easy Access to Functional Conjugated Dienic Aldehydes

Nicolas Vicart, Gérard-Simplice Saboukoulou, Yvan Ramondenc, and Gérard Plé*

Université de Rouen, IRCOF, UMR 6014 CNRS, F-Mont Saint Aignan, Cedex, France

Various functional zinc reagents lead to functional conjugated dienic aldehydes via a palladium catalyzed cross-coupling reaction.

Abstract

Synth. Commun. 2003, 33, 1523

Microwave Assisted Intramolecular Wittig Reaction: A Facile Method for the Synthesis of Conjugated Acetylenes

V. V. V. N. S. Rama Rao, S. Ravikanth, G. Venkat Reddy, D. Maitraie, R. Yadla, and P. Shanthan Rao*

Organic Division II, Indian Institute of Chemical Technology, Hyderabad 500 007, India

A rapid and efficient synthesis of acetylenic compounds by the microwave-assisted intramolecular Wittig reaction of β-oxo-alkylidene-triphenylphosphoranes is reported.

Abstract

Synth. Commun. 2003, 33, 1531

Amberlyst-15-Catalyzed Efficient Synthesis of 1,1-Diacetates from Aldehydes

A. Vijender Reddy, K. Ravinder, V. L. Niranjan Reddy, V. Ravikanth, and Y. Venkateswarlu*

Organic Chemistry Division-I, Natural Products Laboratory, Indian Institute of Chemical Technology, Hyderabad 500 007, India

Amberlyst-15 was found to be an efficient catalyst for acylation reaction of aldehydes with acetic anhydride at room temperature in dichloromethane.

Abstract

Synth. Commun. 2003, 33, 1537

A Stereospecific Approach to cis-anti-cis Triquinanes

A. Srikrishna,^1,* T. Jagadeeshwar Reddy,¹ N. Palani,² and K. K. Balasubramanian²

¹Department of Organic Chemistry, Indian Institute of Science, Bangalore 560 012, India

²Department of Chemistry, Indian Institute of Technology, Chennai 600 036, India

Abstract

Synth. Commun. 2003, 33, 1545

Synthesis and Characteriza- tion of 5-Substituted Novel Isoxazolidines Derived from 1,3-Dipolar Cycloaddition of Nitrones with Olefins: studies of antibacterial and antifungal activities

K. R. Ravikumar, H. Mallesha, and K. S. Rangappa*

Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysore, India 570 006

Synthesis, characterization, antibacterial, and antifungal studies of a novel series of 5-substitutedisoxazolidines. Via 1,3 dipolar cycloaddition of nitrone with olefins.

Abstract

Synth. Commun. 2003, 33, 1557

An Efficient and Convenient Method for the Synthesis of Dialkoxymethanes Using Kaolinite as a Catalyst

Devendra D. Pathak* and J. Joe Gerald

Department of Applied Chemistry, Indian School of Mines, Dhanbad, 826 004, India

A one pot synthesis of dialkoxymethanes (2a–2h) is described from the reaction of alcohols (la–1h) with paraformaldehyde under reflux in the presence of catalytic amount of kaolinite.

Abstract

Synth. Commun. 2003, 33, 1563

Heterocyclic Synthesis with Activated Nitriles: an Expeditious Synthetic Approach to Polyfunctionally Substituted Pyrroles, Heterocyclopyrimidines and Coumarins

Ayman W. Erian,^1,* Sherif M. Sherif,¹ and Nadia R. Mohamed²

¹Department of Chemistry, Faculty of Science, Cairo University, Giza, Egypt

²Department of Photochemistry, National Research Center, Dokki, Giza, Egypt

Abstract

Synth. Commun. 2003, 33, 1575

Application of Microwaves in Organic Synthesis: A Rapid and Efficient Synthesis of New 3-Aryl-2-Imino-4-Methyl-2,5-Dihydrofurans and 3-Aryl-3-2-(5h)-Furanones

Didier Villemin^1,* and Liang Liao^1,2

¹Ecole Nationale Supérieure d'Ingénieurs de Caen, ISMRA, Cedex, France

²Clark Atlanta University, Department of Chemistry, Atlanta, Corgia, USA

New 3-aryl-2-imino-4-methyl-2,5-dihydrofurans (3a–f) were efficiently synthesized by a one-pot condensation under focused microwave irradiation from simple and readily available starting materials. Hydrolysis of (3a–f) gave 3-aryl-4-methyl-2-(5H)-furanones (4a–f).

Abstract

Synth. Commun. 2003, 33, 1587

A Straightforward Method for the Synthesis of Alkylidene and Arylidene Malonates Through Proline-catalyzed Knoevenagel Condensation

Giuliana Cardillo,* Serena Fabbroni, Luca Gentilucci, Massimo Gianotti, and Alessandra Tolomelli

Dipartimento di Chimica “G. Ciamician”, Università di Bologna and C.S.F.M., via Selmi 2, 40126 Bologna, Italy

Abstract

Synth. Commun. 2003, 33, 1595

Synthesis of Enantiomerically Pure (+)-(1S,2R,5S,6R)-endo,endo-2,6-diaminobicyclo[3.3.1]nonane

Eugenius Butkus,* Julė Malinauskienė, Edvinas Orentas, and Albinas Žilinskas

Department of Organic Chemistry, Vilnius University, Naugarduko 24, 2006 Vilnius, Lithuania

Enantiomerically pure (+)-(1S,5S,2R,6R)-endo,endo-2,6-diaminobicyclo[3.3.1]nonane was obtained via a reaction sequence including stereospecific synthesis of the corresponding dinitro compound and the subsequent reduction of the latter with LiAlH₄.

Abstract

Synth. Commun. 2003, 33, 1603

High Yield Regioselective Ring Opening of Epoxides Using Samarium Chloride Hexahydrate

Kankan Bhaumik, Umesh W. Mali, and K. G. Akamanchi*

Department of Pharmaceutical Sciences and Technology, Mumbai University Institute of Chemical Technology, Matunga, Mumbai, 400 019, India

Abstract

Synth. Commun. 2003, 33, 1611

Facile Synthesis of Oxazoles Starting from Ketones

Jong Chan Lee,* Sehyun Kim, and Yong Chan Lee

Department of Chemistry, Chung-Ang University, Seoul 156-756, Korea

An efficient method for the multi-substituted oxazoles from the reaction of α-(2,4-dinitrobenzenesulfonyloxy)-ketone intermediates with amides is described.

HDNIB=[hydroxy(2,4-dinitrobenzenesulfonyloxy)iodo]-benzene