Graphical Abstracts

Abstract Synth. Commun. 2003, 33, 3089 Synthesis of β-Amino Acids: 2-(1H-Benzotriazol-1-YL)-1,1,3,3-tetramethyluronium Tetrafluoroborate (TBTU) for Activation of Fmoc-/Boc-/ Z -α-Amino Acids Basanagoud S. Patil, Ganga-Ramu Vasanthakumar, and V. V. Suresh Babu* Department of Studies in Chemistry, Central College Campus, Bangalore University, Dr. B. R. Ambedkar Veedhi, Bangalore, India A new and efficient method for the homologation of Fmoc-/Boc-Z protected α-amino acids to its β-homomers by the Arndt–Eistert method using TBTU as a coupling agent is described. Synth. Commun. 2003, 33, 3097 A Facile Synthesis of 1,4-DiacylBenzenes Harindran Suhana and Panyencheri C. Srinivasan* Department of Organic Chemistry, University of Madras, Guindy Campus, Chennai, Tamil Nadu, India An efficient method for the synthesis of 1,4-diacylbenzenes has been developed employing bis-tetrabutylammonium dichromate as an oxidant. By this methodology, a series of aldeydes and ketones have been synthesized under mild reaction conditions in moderate yields. Synth. Commun. 2003, 33, 3103 Regioselective Reaction of Epoxides with Disulfides Using Zn/AlCl3 System: A Simple Synthesis of β-Hydroxy Sulfides B. Movassagh,1,* S. Sobhani,2 F. Kheirdoush,2 and Z. Fadaei3 1Department of Chemistry, K. N. Toosi University of Technology, Tehran, Iran 2Department of Chemistry, Razi University, Kermanshah, Iran; 3Department of Chemistry, Jahad Daneshgahi, Kermanshah, Iran Epoxides are regioselectively cleaved by zinc thiolate intermediate to afford high yields of the corresponding β-hydroxy sulfides. Synth. Commun. 2003, 33, 3109 An Efficient and Novel Method for the Synthesis of β-Aroylpropionic Acids Under Solvent-Free Conditions K. Mogilaiah,* N. Vasudeva Reddy, and G. Randheer Reddy Department of Chemistry, Kakatiya University, Warangal, India An efficient and clean procedure for the preparation of β-aroylpropionic acids under solvent-free conditions at room temperature is reported. Synth. Commun. 2003, 33, 3115 Microwave-Assisted Rapid Synthesis of Neurotransmitter Release Enhancer Linopiridine and Its New Analogues J. S. Yadav* and B. V. S. Reddy Division of Organic Chemistry, Indian Institute of Chemical Technology, Hyderabad, India A neurotransmitter release enhancer linopiridine and its new analogues have been synthesized rapidly in yields from the 1:2 coupling of oxiindole with 4-picolyl chloride hydrochloride on the surface of basic alumina doped with 37% KF under microwave irradiation in solvent-free conditions. Synth. Commun. 2003, 33, 3123 One Pot Synthesis of Aryldiazepinothiophenones Minothora Pozarentzi, Julia Stephanidou-Stephanatou,* and Constantinos A. Tsoleridis Department of Chemistry, Laboratory of Organic Chemistry, University of Thessaloniki, Thessaloniki, Macedonia, Greece The aryldiazepine derivatives 2 and 3 were prepared in one-pot synthesis from the reaction of o-phenylenediamines with an excess of acetone in the presence of 2-mercaptopropionic acid. Synth. Commun. 2003, 33, 3131 An Efficient Friedlander Condensation Using Sodium Fluoride as Catalyst in the Solid State K. Mogilaiah* and Ch. Srinivas Reddy Department of Chemistry, Kakatiya University, Warangal, India Sodium fluoride catalyzed Friedlander condensation of 2-aminonicotinaldehyde with carbonyl compounds containing α-methylene group has been achieved in the solid state to give 1,8-naphthyridine derivatives in high yields. Synth. Commun. 2003, 33, 3135 Synthesis and Characterization of Some New Cycloaddition Products of Bifunctional Acetylenic Ketone R. K. Tiwari* and A. K. Saxena Defence Materials and Stores Research and Development Establishment, Kanpur, India Bot 2:1 and 4:1 cycloaddition products were obtained by the reaction of terephaloylacetylene with diennes, which some times rearrange too. Synth. Commun. 2003, 33, 3147 Solid-Phase Oxidation of alcohols and Benzyl Halides to Carbonyls using Bromate Exchange Resin Atul Pd. Sikdar, Ajoy B. Chetri, Gakul Baishya, and Pranab J. Das* Department of Chemistry, Gauhati University, Guwahati, India Bromate exchange resin prepared by a simple elution technique and used for the biphasic oxidation of alcohols and benzyl halides to corresponding carbonyl compounds. Synth. Commun. 2003, 33, 3153 Highly Regioselective Conversion of Epoxides to β-Hydroxy Nitriles with Cyanide Exchange Resin B. Tamami,* N. Iranpoor,* and R. Rezaei Chemistry Department, College of Sciences, Shiraz University, Shiraz, Iran A simple, efficient, and regioselective method for direct conversion of epoxides into β-hydroxy nitriles, in the absence of catalyst, using Amberlite IRA-400 supported cyanide is described. Synth. Commun. 2003, 33, 3159 Synthesis of New Macrocycles with 2,2′-Bipyridyl and Polyamine Functions B. K. Kanungo,* Minati Baral, S. Bhattacharya, and Y. Sahoo Department of Chemistry, Sant Longowal Institute of Engineering and Technology, Longowal, Punjab, India A series of macrocycles with 2,2′-bipyridyl sub-units and two different complexing sites have been synthesized from 1,10-phenanthrolene in three steps and characterized on the basis of elemental anlysis, NMR, electronic, and infrared spectral data. Synth. Commun. 2003, 33, 3165 Alkylation of Dimethyl 1,3-Acetonedicarboxylate Adrián Covarrubias-Zúñiga,1,* Laura San Germán-Sanchez,1 and José G. Avila-Zárraga2 1Instituto de Química, and 2Facultad de Química, Universidad Nacional Autónoma de México, Ciudad Universitaria, Coyoacán, México A reliable, reproducible, general, and detailed procedure for the alkylation of dimethyl 1,3-acetonedicarboxylate II is described. Synth. Commun. 2003, 33, 3173 A Total Synthesis of the Antibiotic DB-2073 Adrián Covarrubias-Zúñiga,1,* José G. Avila-Zárraga,2 and David Arias Salas1 1Instituto de Química, and 2Facultad de Química, Universidad Nacional Autónoma de México, Ciudad Universitaria, Coyoacán, México A convergent synthesis of the Antibiotic DB-2073 I has been achieved. Synth. Commun. 2003, 33, 3183 Synthesis of a First Estradiol-Adenosine Hybrid Compound Donald Poirier,* Roch P. Boivin, Marie Bérubé, and Sheng-Xiang Lin Medicinal Chemistry Division, Oncology and Molecular Endocrinology Research Center and University Laval, Centre Hospitalier Universitaire de Québec (CHUQ), Pavillon CHUL, Québec, Canada Chemical synthesis and IR, NMR, and MS characterization of a first substrate-cofactor hybrid compound that open the door to a new family of type 1 17β-HSD inhibitors. Synth. Commun. 2003, 33, 3193 A Convenient “One-Pot” Reaction for Selective Monoalkylation of N , N ′ -Disubstituted Ethylenediamines Alejandra Salerno, María Amalia Figueroa, and Isabel A. Perillo* Departamento de Química Orgánica, Facultad de Farmacia y Bioquímica, Universidad de Buenos Aires, Junín, Buenos Aires, Argentina A study on the scope of the method to obtain N,N,N ′-trisubstituted ethylenediamines III by monoalkylation of N,N ′-disubstituted ethylenediamines I through a “one-pot” reaction is presented. Synth. Commun. 2003, 33, 3205 An Efficient Synthesis of 3,4-bis(Tri-n-butylstannyl)furan Simon P. H. Mee, Victor Lee, and Jack E. Baldwin* The Dyson Perrins Laboratory, Oxford University, Oxford, United Kingdom An efficient synthesis of 3,4-bis(tri-n-butylstannyl)furan is achieved by palladium-catalyzed addition of hexa-n-butylditin to 2-butyne-1,4-diol, followed by oxidative cyclization and dehydration. Synth. Commun. 2003, 33, 3211 Efficient Hydroxyl Inversion in Propionates via Cesium Carboxylates David O. Arbelo, Leslie Castro-Rosario, and José A. Prieto* Department of Chemistry, University of Puerto Rico, Río Piedras Campus, San Juan, Puerto Rico, USA A versatile method for hydroxyl inversion, based on cesium carboxylates, has been developed for polypropionate precursors and models. Some diastereomeric 3,4-epoxy alcohols that were not previously available by standard iodocyclization techniques, were prepared. Synth. Commun. 2003, 33, 3225 Improved Selective Reduction of 3-Formylchromones Using Basic Alumina and 2-Propanol Ramiro Araya-Maturana,1,* Jorge Heredia-Moya,1 Hernán Pessoa-Mahana,1 and Boris Weiss-López 2 1Department of Organic and Physical Chemistry, Faculty of Chemical and Pharmaceutical Sciences, 2Department of Chemistry, Faculty of Sciences, University of Chile, Santiago, Chile Treatment of formylchromones 1, dissolved in 2-propanol with basic alumina at 75°C, selectively reduces the formyl group with good yields without any activation process of the alumina. Synth. Commun. 2003, 33, 3233 Straightforward Preparation of (2E,4Z )-2,4-Heptadien-1-ol and (2E,4Z )-2,4-Heptadienal Richard J. Petroski* USDA, REE, Agricultural Research Service, National Center for Agricultural Utilization Research, Crop Bioprotection Research Unit, Peoria, Illinois, USA Synth. Commun. 2003, 33, 3243 Oxidation of Monotetrahydropyranylated Short-Chain Symmetrical Diols Richard J. Petroski* USDA, REE, Agricultural Research Service, National Center for Agricultural Utilization Research, Crop Bioprotection Research Unit, Peoria, Illinois, USA The free hydroxyl functions of monotetrahydropyranylated three- to five-carbon symmetrical primary diols are oxidized to aldehydes, without cleavage of the protective group, by using pyridinium dichromate in CH2Cl2 and anhydrous MgSO4 as a water scavenger. The oxidation procedure is improved for these specific compounds since over oxidation to carboxylic acids and formation of dimeric esters are suppressed. Synth. Commun. 2003, 33, 3251 Preparation of Monotetrahydropyranylated Short-Chain Symmetrical Diols Richard J. Petroski* USDA, REE, Agricultural Research Service, National Center for Agricultural Utilization Research, Crop Bioprotection Research Unit, Peoria, Illinois, USA The preparation of 4-(tetrahydro-pyran-2-yloxy)-butan-1-ol from 1,4-butanediol and 5-(tetrahydro-pyran-2-yloxy)-pentan-1-ol from 1,5-pentanediol was accomplished using a two-phase system composed of a: CH2Cl2, 3,4-dihydro-2H-pyran (DHP), and aqueous 0.1 N HCl. Preparation of 3-(tetrahydro-pyran-2-yloxy)-propan-1-ol was accomplished using a water-free biphasic mixture composed of b: 1,3-propanediol, catalytic pyridinium p-toluenesulfonate, DHP, and 25% ether in hexane. Synth. Commun. 2003, 33, 3261 Synthesis of 5- and 6-Acyl-1-cyano- and -1-ethoxycarbonyl Cycloalkenes Houda Kraïem, Taoufik Turki, and Hassen Amri* Laboratoire de Chimie Organique et Organométallique Faculté des Sciences, Campus Universitaire, Tunis, Tunisia

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