Graphical Abstracts

Abstract Synth. Commun. 2003, 33, 1245 Synthesis of Dihydro- and Tetrahydro-1,2,4,5-Tetrazines from the Reaction of Nitrilimines with 1-Substituted-1-Methylhydrazine Abdel-Rahman S. Ferwanah,1,* Adel M. Awadallah,1 Emtithal A. El-Sawi,2 and Hany M. Dalloul2 1Chemistry Department, Faculty of Science, Islamic University of Gaza, P.O. Box-1277, Gaza, Palestine 2Chemistry Department, University College for Women, Ain Shams University, Heliopolis, Cairo, Egypt Tetrahydro- (10,11) and dihydro-1,2,4,5-tetrazines (12) were prepared from the reaction of nitrilimines with 1-substituted-1-methylhydrazines (3–6). Synth. Commun. 2003, 33, 1255 Solvent Free Ion Exchange Catalysis in the Oxidation of Organic Compounds with Sodium Bromate Ahmad Shaabani1,* and Donald G. Lee2 1Chemistry Department, Shahid Beheshti University, P.O. Box 19396-4716, Tehran, Iran; 2Department of Chemistry, University of Regina, Regina SK S4 S0A2, Canada The oxidation of organic compounds under solvent free ion exchange resin (IER) catalysis by sodium bromate has been studied at room temperature. Synth. Commun. 2003, 33, 1261 Synthesis of ( E ) α,2,4-Trinitrostilbenes from ( E ) 2,4-Dinitrostilbenes S. Saravanan and P. C. Srinivasan* Department of Organic Chemistry, University of Madras, Guindy Campus, Chennai 600 025, India A convenient synthesis of (E ) α,2,4-trinitrosstilbenes 2a–d from (E ) 2,4-dinitrostilbenes la–e by direct nitration is reported. Isomerization of the trans geometry of the reactant stilbenes to cis in the products was found. The structures of stilbenes 2a–c were confirmed by XRD. Synth. Commun. 2003, 33, 1267 An Efficient Synthesis of 2-Alkylthio-5-phenylmethylidene-4 H -imidazolin-4-ones Ming-Wu Ding,* Yong Sun, and Zhao-Jie Liu Institute of Organic Synthesis, Central China Normal University, Wuhan, 430076, P.R. China Synth. Commun. 2003, 33, 1275 Studies on the Synthesis of Novel Chiral Naphthylene Bisoxazoline Ligands Zhan-Yue Wang, Da-Ming Du,* Di Wu, and Wen-Ting Hua Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry and Molecular Engineering, Peking University, Beijing 100871, P.R. China The synthesis of chiral C2-symmetric substituted bisoxazoline ligands containing naphthalene group were investigated. Ethyl 2,3-naphthylene-dicarboxylate reacted with amino alcohols and the resulting amides were treated with SOCl2 and then reacted with Et3N in toluene to afford the desired bisoxazolines. Synth. Commun. 2003, 33, 1285 Studies on the Preparation of 4-Ethoxyalkyliden and 4-Aminoalkyliden–5(4 H )-Oxazolones Marta R. P. Norton Matos, Pedro M. P. Gois, Maria L. E. N. Mata, Eurico J. Cabrita, and Carlos A. M. Afonso* REQUIMTE/CQFB, Departamento de Química, Faculdade de Ciências e Tecnologia, Universidade Nova de Lisboa, 2829-516 Caparica, Portugal Optimized conditions for the preparation of 4-ethoxyalkyliden-5(4H)-oxazolones 1 were developed. A considerable steric hindrance was observed on the preparation of 4-aminoalkyliden-5(4H)-oxazolones 2 by nucleophilic substitution of the ethoxy group by amines. Synth. Commun. 2003, 33, 1301 Synthesis of 2-(Polyhydroxy)Alkyl- and 2-(6-Adenosinyl)BenzisoselenAzol-3(2 H )-Ones Mariusz Osajda and Jacek Młochowski* Institute of Organic Chemistry, Biochemistry and Biotechnology, Wrocław University of Technology, 50-370 Wrocław, Poland Synthesis of title compounds as potential virucides based on acylation–selenylation of primary amino groups in aminopolyols or adenosine with 2-(chloroseleno)benzoyl chloride. Synth. Commun. 2003, 33, 1309 Synthesis of Antibiotic Stilbenes by Reductive Metalation of 3,4,5-Trimethoxybenzaldehyde Dimethyl Acetal Ugo Azzena,* Maria Vittoria Idini, and Luciano Pilo Dipartimento di Chimica e Facoltà di Farmacia, Università di Sassari, via Vienna 2, 1-07100 Sassari, Italy Synth. Commun. 2003, 33, 1319 Iodination of Aromatic Compounds with Iodine and n -ButylTriphenylphosphonium Peroxodisulfate H. Tajik,1,* A. A. Esmaeili,2 I. Mohammadpoor-Baltork,3 A. Ershadi,2 and H. Tajmehri1 1Department of Chemistry, College of Science, Guilan University, Rasht-Iran 2Department of Chemistry, College of Science, Beerjand University, Beirjand-Iran 3Department of Chemistry, College of Science, Isfahan University, Isfahan, Iran Iodine and n-butyltriphenylphosphonium peroxodisulfate can be successfully used for the iodination of some aromatic compounds in acetonitrile as solvent. The yields obtained are good to excellent. Synth. Commun. 2003, 33, 1325 Selective Oxidation of Benzylic Substrates to Their Corresponding Carbonyl Compounds with 3,6- Bis (Triphenylphosphonium)cyclohexene Peroxodisulfate Rashid Badri* and Mousa Soleymani Department of Chemistry, Chamran University, Ahvaz, Iran The oxidation ability of the title compound as an effiicient selective oxidant for benzylic subsrates is reported. Synth. Commun. 2003, 33, 1333 An Efficient Co(II) Catalyzed Auto Oxidation of 1,4-Dihydropyridines Subhash P. Chavan,* Rajendra K. Kharul, Uttam R. Kalkote, and I. Shivakumar Division of Organic Chemistry: Technology, National Chemical Laboratory, Pune 411 008, India An efficient Co(II) catalyzed auto oxidation of 1,4-dihydropyridines to pyridines in good to excellent yields is described. Synth. Commun. 2003, 33, 1341 New Phosphono Substituted-3- and 5-Membered Rings Starting from 3(2-ThienyL)Acrylonitriles and α-Phosphoryl Carbanions Wafaa M. Abdou,1,* Mounir A. I. Salem,2 and Reham F. Barghash1 1National Research Centre, Dokki, Cairo, Egypt 2Department of Chemistry, Faculty of Science, Ain-Shams University, Cairo, Egypt A series of the title compounds were synthesized using the α-phosphoryl carbanions 2a–c on 3(2-thienyl)acrylonitriles 1a,b in the presence of different bases. Synth. Commun. 2003, 33, 1359 Efficient Tetrahydropyranylation of Phenols and Alcohols Catalyzed by Supported MO and W Keggin Heteropolyacids G. P. Romanelli,1,2 P. G. Vázquez,2 L. R. Pizzio,2 C. V. Cáceres,2 M. N. Blanco,2 and J. C. Autino1,* 1LADECOR, Laboratorio de Estudio de Compuestos Orgánicos, Departamento de Química, Facultad de Ciencias Exactas, Universidad Nacional de La Plata, La Plata Calles 47 y 115, B1900AJL La Plata, Argentina 2CINDECA, Centro de Investigación en Procesos Catalíticos, Departamento de Química, Facultad de Ciencias Exactas, Universidad Nacional de La Plata–CONICET Calle 47 Nro 257, B1900AJK La Plata, Argentina Tetrahydropyranylation of phenols and alchohols catalyzed by silica supported Mo and W Keggin heteropolyacids (PMo12O40H3 and PW12O40H3). Synth. Commun. 2003, 33, 1367 Catalytic Friedel-Crafts Acylation of Alkoxy Benzenes by Ferric Hydrogensulfate Peyman Salehi,1,* Mohammad Mahdi Khodaei,2 Mohammad Ali Zolfigol,3 and Shahpour Zeinoldini2 1Department of Phytochemistry, Medicinal Plants Research Institute, Shahid Beheshti University, Evin, Tehran, Iran 2Department of Chemistry, Faculty of Science, Razi University, Kermanshah, Iran 3Department of Chemistry, Faculty of Science, Bu-Ali Sina University, Hamadan, Iran Friedel-Crafts acylation of alkoxy benzenes is achieved efficiently by reaction with aliphatic acid anhydrides in the presence of catalytic amounts of ferric hydrogensulfate, Fe(HSO4)3, in nitromethane. Synth. Commun. 2003, 33, 1375 A Synthesis of Racemic Thalidomide Meng-Yang Chang,1 Shui-Tein Chen,1 and Nein-Chen Chang2,* 1Institute of Biological Chemistry, Academia Sinica, Nankang, Taipei, Taiwan 2Department of Chemistry, National Sun Yat-Sen University, Kaohsiung 804, Taiwan A synthesis of racemic thalidomide is described using formal [3 + 3] cycloaddition strategy as the key step. The total yield of thalidomide was 30% in three steps from ester 2. Synth. Commun. 2003, 33, 1383 The Use of DMAP as Catalyst in the Baylis-Hillman Reaction Between Methyl Acrylate and Aromatic Aldehydes Rodrigo Octavio, M. A. de Souza, and Mário Luiz A. A. Vasconcellos* Núcleo de Pesquisas de Produtos Naturais–Universidade Federal do Rio de Janeiro, Centro de Ciências da Saúde, Ilha do Fundão, RJ Brazil Synth. Commun. 2003, 33, 1391 Syntheses of cis - and trans -7-Chloro-7,8,9,10-Tetrahydrobenzo[ a ]Pyren-8-Ol: A Remarkable Solvent Effect on Epoxide Hydrochlorination Diastereoselectivity Mathew P. D. Mahindaratne,# Hesham T. Y. Fahmy,‡ Jesus A. Garcia, and George R. Negrete* Department of Chemistry, University of Texas at San Antonio, San Antonio, TX 78249-0698 A dramatic solvent effect on the hydrochlorination of an aryl epoxide allows the highly selective preparation of either the cis or trans chlorohydrin. Synth. Commun. 2003, 33, 1399 Studies on Bromination of Active Methylene by a Mixture of Hydrobromic Acid and Hydrogen Peroxide (or TBHP) Vasudha H. TiIlu, Popat D. Shinde, Ashutosh V. Bedekar, and Radhika D. Wakharkar* Division of Organic Chemistry: Technology, National Chemical Laboratory, Pune 411 008, India Studies on bromination of active methylme with a mixture of hydrogen peroxide or tert-butylhydroperoxide (TBHP) and hydrobromic acid are discussed. Substituted acetophenones, benzocyclic ketones provide α-bromo-keto compounds in high yields under this reaction condition. Synth. Commun. 2003, 33, 1405 Microwave Assisted Aromatic Nucleophilic Substitution Reaction Under Solventless Condition Geeta L. Rebeiro* and Bhushan M. Khadilkar‡ Organic Chemistry Research Laboratory, Applied Chemistry Division, University Institute of Chemical Technology, Matunga, Mumbai 400 019, India We report here microwave assisted aromatic nucleophilic substitution reaction of 1-chloro-4-nitrobenzene with different phenoxides. Synth. Commun. 2003, 33, 1411 Synthesis of N -Methyl Secondary Amines Hephzibah J. Kumpaty,1 John S. Williamson,2 and Sukanta Bhattacharyya3,* 1Department of Chemistry, University of Wisconsin–Whitewater, WI-53190, USA 2Department of Medicinal Chemistry, School of Pharmacy, The University of Mississippi, Mississippi, MS 38977, USA 3Argonaut Technologies, Foster City, CA 94404, USA A rapid, high-yielding method for the preparation of N-methyl secondary amines is described. Synth. Commun. 2003, 33, 1417 First Total Synthsis of (±)Hedaol B Ying Li,* Biao Lu, Chunhong Li, and Yulin Li National Laboratory of Applied Organic Chemistry and Institute of Organic Chemistry, Lanzhou University, Lanzhou 730000, P.R. China Hedaol B, a new bisnorditerpene isolated from the Japanese brown alga sargassum. sp., was first synthesized starting from geranyl acetone, alkylation of silyl cyanide as the step.

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