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Abstract
Synth. Commun. 2004, 34, 3251
A Novel Route to 3‐(O,O‐Diethylphosphoryl)‐2,3‐Dihydrofurans via Rhodium‐catalyzed Heterocycloaddition Reaction
Denghuang Gong, Ling Zhang, and Chengye Yuan
Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai, 200032, China
A series of 3‐phosphoryl‐2,3‐dihydrofurans are efficiently synthesized by the reaction of diethyl 1‐diazo‐2‐oxo‐alkylphosphonates with alkyl vinyl ethers in good yields.
Abstract
Synth. Commun. 2004, 34, 3259
A Facile Synthesis of 4‐(O,O‐Dialkylphosphoryl)‐1,3‐oxazole by Rhodium‐Catalyzed Heterocycloaddition
Denghuang Gong, Ling Zhang, and Chengye Yuan
Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai, 200032, China
A facile and convenient synthetic method to introduce the phosphoryl moiety to the 1,3‐oxazole molecule was described.
Abstract
Synth. Commun. 2004, 34, 3265
A Convenient Synthesis of 2‐Amino‐3‐Cyano‐4‐Aryl‐1,4,5,6‐Tetrahydrobenzo[h]Chromenes Derivatives Using KF‐Al2O3 as Catalyst
Xiang‐shan Wang,1,2,3 Zhao‐sen Zeng,1 Da‐qing Shi,1,3 Xian‐yong Wei,2 and Zhi‐min Zong2
1Department of Chemistry, Xuzhou Normal University, Xuzhou Jiangsu, 221116, P.R. China
2School of Chemical Engineering, China University of Mining and Technology, Xuzhou Jiangsu, 221008, P.R. China
3The Key Laboratory of Biotechnology on Medical Plant, Xuzhou Jiangsu, 221116, P.R. China
A series of new 2‐amino‐3‐cyano‐4‐aryl‐1,4,5,6‐tetrahydrobenzo[h]chromenes derivatives were synthesized by the reaction of malononitrile with 2‐arylmethylidene‐3, 4‐dihydro‐1(2H)‐ naphthalenone in DMF at 80°C catalyzed by KF‐Al2O3. The structure of the product was confirmed by X‐ray analysis.
Abstract
Synth. Commun. 2004, 34, 3273
A Facile One‐pot Synthesis of N 4‐Alkyloxycarbonyl Cytosine Nucleosides
Yue‐Lei Chen and Jun‐Da Cen
Department of Chemistry, Shanghai Institute of Pharmaceutical Industry, Shanghai, 200437, P.R. China
By reacting cytosine nucleosides with triphosgene and alcohols successively, N 4‐alkyloxycarbonyl cytosine nucleosides are prepared in one pot.
Abstract
Synth. Commun. 2004, 34, 3281
Potassium 2‐Cyanoethylene‐1‐Thiolate Derivatives: A New Preparative Route to 2‐Cyanoketene S,N‐Acetals and Pyrazole Derivatives
Galal H. Elgemeie,1 Ahmed H. Elghandour,2 and Ghada W. Abd Elaziz2
1Chemistry Department, Faculty of Science, Helwan University, Helwan, Cairo, Egypt
2Chemistry Department, Faculty of Science, Cairo University, Beni‐Suef Branch, Beni‐Suef, Egypt
The novel ketene N,S‐acetals 3 were readily prepared by the reaction of cyanoacetanilides with phenylisothiocyanate in the presence of potassium hydroxide, followed by alkylation of the produced salts with methyl iodide. The reaction of compounds 3 with hydrazines afforded different substituted pyrazoles 4.
Abstract
Synth. Commun. 2004, 34, 3293
Amino Acids in Heterocyclic Synthesis: Novel Synthesis of Pyrano[2,3‐c] pyrazoles, Pyrazolo[3,4‐b]pyridine, and Pyrido[1,2‐a] benzimidazoles
Galal H. Elgemeie,1 Ahmed H. Elghandour,2 and Ahmed M. Hussein2
1Chemistry Department, Faculty of Science, Helwan University, Ain‐Helwan, Cairo, Egypt
2Chemistry Department, Faculty of Science, Cairo University, Bani‐Suef Branch, Bani‐Suef, Egypt
The diazolones 1a–c were reacted with triethylorthoformate and hippuric acid derivatives 3 to afford the novel 1‐acetyl (1‐phenyl)‐3‐substituted pyrano[2,3‐ c ]pyrazole derivatives 4. The latter were transformed into their corresponding pyrazolo[3,4‐ b ]pyridone derivatives 6. The reaction of 2‐cyanomethyl‐benzimidazole 7 with triethylorthoformate and hippuric acid derivatives 3 to give the pyrido[1,2‐ a ]‐benzimidazoles 10 has also been discussed.
Abstract
Synth. Commun. 2004, 34, 3303
Silica Sulfuric Acid Catalysis the Oxidation of Organic Compounds with Sodium Bromate
Ahmad Shaabani, Kamal Soleimani, and Ayoob Bazgir
Department of Chemistry, Shahid Beheshti University, 1983963113, Tehran, Iran
Abstract
Synth. Commun. 2004, 34, 3317
Nitration of Cinnamic Acids Using Cerium (Iv) Ammonium Nitrate Immobilized on Silica
Anna Messere,1 Alessandra Gentili,2 Isidoro Garella,1 Fabio Temussi,3 Benedetto Di Blasio,1 and Antonio Fiorentino2
1Dipartimento di Scienze Ambientali, Seconda Università di Napoli, Via Vivaldi 43, I‐81100 Caserta, Italy
2Dipartimento di Scienze della Vita, Seconda Università di Napoli, Via Vivaldi 43, I‐81100 Caserta, Italy
3Dipartimento di Chimica Organica e Biochimica, Università Federico II, Via Cynthia 4, I‐80126 Napoli, Italy
Use of CAN/SiO2 to synthesize nitrocinnamic acids and nitrostyrenes.
Abstract
Synth. Commun. 2004, 34, 3325
Synthesis of Chiral Nitrones from N‐Fmoc Amino Acids and N‐FMOC Dipeptides
Maria Luisa Di Gioia,1 Antonella Leggio,1 Adolfo Le Pera,1 Angelo Liguori,1 Anna Napoli,2 Francesca Perri,1 and Carlo Siciliano1
1Dipartimento di Scienze Farmaceutiche and 2Dipartimento di Chimica, Università degli Studi della Calabria, Via P. Bucci, Cubo 15/C, I‐87036 Arcavacata di Rende (CS), Italy
This paper describes a synthetic procedure for the preparation of chiral nitrones starting from N‐Fmoc‐α‐amino acids and dipeptides.
Abstract
Synth. Commun. 2004, 34, 3335
Microwave‐Assisted Efficient Synthesis of Dihydropyrimidines in Solvent‐Free Condition
Maryam Mirza‐Aghayan,* Mohammad Bolourtchian, and Maryam Hosseini
Chemistry and Chemical Engineering Research Center of Iran, (CCERCI) P.O. Box 14335‐186, Tehran, Iran
An efficient synthesis of 3,4‐dihydropyrimidinones from an aldehyde, a ketoester and a urea or thiourea using a catalytic amount of ferric chloride hexahydrate, is described.
Abstract
Synth. Commun. 2004, 34, 3343
Nickel‐Catalyzed Electrochemical Synthesis of Dihydro‐benzo[b]thiophene Derivatives
Jérémie Pelletier,1 Sandra Olivero,1 and Elisabet Duñach1,2
1Laboratoire Arômes, Synthèses et Interactions and 2Laboratoire de Chimie Bioorganique, UMR 6001, CNRS, Université de Nice‐Sophia Antipolis, Parc Valrose, 06108 Nice, cedex 2, France
Abstract
Synth. Commun. 2004, 34, 3349
Mild and Efficient Synthesis of Carboxylic Acid Anhydrides from Carboxylic Acids and Triazine Coupling Reagents
Zbigniew J. Kamiñski, Beata Kolesiñska, and Marcinkowska Małgorzata
Institute of Organic Chemistry, Technical University of Łódź (Lodz), Z˙eromskiego 116, 90‐924 Lódź, Poland
Abstract
Synth. Commun. 2004, 34, 3359
Improved Synthesis of 7‐(Alkyl/aralkyl)guanines
A. Vidal, I. Giraud, and J.‐C. Madelmont
INSERM UMR 484, Clermont‐Ferrand Cedex, France
A rapid and convenient preparation of 7‐(alkyl/aralkyl)guanines from guanosine is described. Using this method, a series of 7‐substituted guanines (compounds 2a–k) was synthesized in good yields (51%–97%).
Abstract
Synth. Commun. 2004, 34, 3367
A Simple and Selective Oxidation of Sulfides to Sulfoxides Using Tetrabutylammonium Peroxydisulfate: A Rebuttal
Min Young Park, Vidyadhar Jadhav, and Yong Hae Kim
Center for Molecular Design and Synthesis, Department of Chemistry, Korea Advanced Institute of Science and Technology, Taejon, 305‐701, Korea
The report that oxidation of sulfides to sulfoxides using tetrabutylammonium peroxydisulfate (2) in methylene chloride was found to be erroneous. We repeated the procedure described in the paper and found that oxidation of sulfide to sulfoxide could not be achieved with the method.
Abstract
Synth. Commun. 2004, 34, 3373
The Facile Synthesis and Characterization of Novel Cationic Metallated and Nonmetallated Tetrapyridino Porphyrazines having Different Metal Centers
Carlos Ramirez, Cosimo Antonacci, Jaime Ferreira, and Richard D. Sheardy
Department of Chemistry, Seton Hall University, 400 South Avenue, South Orange, New Jersey 07079, USA
Abstract
Synth. Commun. 2004, 34, 3381
Cyclization of 4‐Hydroxyalkylcarbostyrils Under Mitsunobu Conditions
Gary M. Coppola
Department of Diabetes and Metabolism, Novartis Institute for Biomedical Research, Inc., 100 Technology Square, Cambridge, MA 02139, USA
Hydroxyalkylcarbostyrils were cyclized under Mitsunobu conditions to produce either spiro quinolin‐2,4‐diones or angularly fused tricyclic 2‐quinolones. The distribution of products is dependent on the hydroxyalkyl chain length.
Abstract
Synth. Commun. 2004, 34, 3389
Synthesis of Iodinated Naphthoquinones Using Morpholine‐Iodine Complex
Alice L. Perez,* G. Lamoureux, A. Herrera
Escuela de Química, Universidad de Costa Rica, 2060 San Pedro, San José, Costa Rica
Abstract
Synth. Commun. 2004, 34, 3399
Novel Transformation of Methoxy Tetralones During Demethylation with Boron Trifluoride Etherate and Acetic Anhydride
Ajoy K. Banerjee,1 Liadis Bedoya,1 William J. Vera,1 Carlos Melean,1 Henry Mora,1 Manuel S. Laya,1 and Miguel Alonso2
1Centro de Química, IVIC, Apartado 21827, Caracas 1020‐A, Venezuela
2Química Ecológica, Universidad de Los Andes, Departamento de Química, Facultad de Ciencias, Mérida, Venezuela
This paper describes the transformation of methoxy‐tetralones with boron trifiuoride etherate and acetic anhydride.
Abstract
Synth. Commun. 2004, 34, 3409
Regioselectivity of Reactions of Nitrogen and Carbon Nucleophiles with Coumarin Derivatives
Perry T. Kaye and Musiliya A. Musa
Department of Chemistry, Rhodes University, Grahamstown, 6140, South Africa
Abstract
Synth. Commun. 2004, 34, 3419
Synthesis of an Isophorone‐based Nonlinear Optical Chromophore
Matthew C. Davis, Andrew P. Chafin, Richard A. Hollins, Lawrence C. Baldwin,1 Eric D. Erickson, Peter Zarras, and Elliott C. Drury2
Chemistry & Materials Division (Code 4T4200D), Research Department, NAWCWD, China Lake, CA, 93555, USA
An efficient 7‐step synthesis of a nonlinear optical chromophore is described.
Abstract
Synth. Commun. 2004, 34, 3431
RuCl3 Catalyzed Facile Conversion of Arylalkyl Ketoximes to Amides
Surya Kanta De
Department of Medicinal Chemistry and Molecular Pharmacology, Purdue University, West Lafayette, IN, 47907, USA
Abstract
Synth. Commun. 2004, 34, 3435
Enantioselective Synthesis of (R)‐2‐Methylalkanoic Acids: A Convenient Approach to α‐Substituted Chiral Carboxylic Acid Derivatives
Shyam Shirali and Aijun Zhang
Chemicals Affecting Insect Behavior Laboratory, Beltsville Agricultural Research Center‐West USDA, ARS, Beltsville, MD‐20705
Racemization‐free deacylation of N‐acylimidazolidine‐2‐ones using lithium hydroperoxide affords the corresponding α‐substituted chiral carboxylic acids in high yield while permitting recovery of the chiral auxiliary.
Abstract
Synth. Commun. 2004, 34, 3443
Urea‐mediated regioselective nitration of (20S)‐camptothecin
S.C. Puri*, G. Handa, O.P. Suri and G.N. Qazi
Natural Products of Chemistry Division, Regional Research Laboratory, Jammu 180004, India
A facile and efficient procedure for the regioselective nitration of (20S camptothecin, using urea mediated reagent system under relatively mild experimental conditions, yielding promising anticancer drug 9‐nitro‐ (20S)‐camptothecin in 40% yield with purity of 94.5% (on HPLC) is being reported.
