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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 36, 2006 - Issue 8
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Abstracts

Graphical Abstracts

Pages i-vii | Published online: 16 Aug 2006
 

Abstract

Graphical Abstract Section

Abstract

Synth. Commun. 2006, 35, 987

UTILITY AND SYNTHETIC USES OF MANNICH REACTION: AN EFFICIENT ROUTE FOR SYNTHESIS OF THIADIAZINO‐[1,3,5][3,2‐A]BENZIMIDAZOLES

Abd El‐Wareth A. O. Sarhan,1 Shams H. Abdel‐Hafez,1 Hassan El‐Sherief,1 and Tarek Aboel‐Fadl2

1Department of Chemistry, Faculty of Science, Assiut University, Assiut, Egypt

2Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Assiut University, Assiut, Egypt

Abstract

Synth. Commun. 2006, 35, 997

CYCLOADDITION OF ACYCLIC NITRONES WITH PHENYL ISOCYANATE: SYNTHESIS AND RING‐OPENING REACTIONS OF 1,2,4‐OXADIAZOLIDIN‐5‐ONES

Necdet Coşkun and Aydın Parlar

Uludağ University, Department of Chemistry, Görükle Bursa, Turkey

The substituent effect at C‐Ph of the nitron in the cycloaddition and diethylamine‐induced fragmentation was investigated.

Abstract

Synth. Commun. 2006, 35, 1005

FREE RADICAL CYCLIZATION OF 1,3‐DICARBONYL COMPOUNDS MEDIATED BY MANGANESE(III) ACETATE WITH ALKYNES AND SYNTHESIS OF TETRAHYDROBENZOFURANS, NAPHTHALENE, AND TRIFLUOROACETYL SUBSTITUTED AROMATIC COMPOUNDS

Oguzhan Alagoz, Mehmet Yılmaz, and A. Tarık Pekel

Ankara University, Science Faculty, Department of Chemistry, Ankara, Turkey

Furan, benzofuran, and naphthalene compounds were synthesized by free radical cyclization of 1,3‐dicarbonyls with phenyl acetylene and 1‐phenyl‐1‐butyne.

Abstract

Synth. Commun. 2006, 35, 1015

ONE‐POT RESOLUTION OF TRANS‐2‐IODO‐CYCLOHEXANOL WITH O,O′‐DIBENZOYL‐(2R,3R)‐TARTARIC ACID IN SOLID PHASE

C. Kassai, E. Fogassy, and D. Kozma

Department of Organic Chemical Technology, Budapest University of Technology and Economics, Budapest, Hungary

Abstract

Synth. Commun. 2006, 35, 1019

MIRCORWAVE‐ASSISTED SELENIUM DIOXIDE OXIDATION OF CAMPHOR DERIVATIVES TO α‐DICARBONYL COMPOUNDS AND OXOIMINES

Sarah Belsey,1,2 Timothy N. Danks,1,3 and Gabriele Wagner1

1Chemistry Division, SBMS, University of Surrey, Guildford, Surrey, UK

2Prior's Field School, Godalming, Surrey, UK

3Oratory School, Woodcote, Reading, Berkshire, UK

Abstract

Synth. Commun. 2006, 35, 1025

α‐CYANODITHIOIC ACIDS AND THEIR CORRESPONDING MONO‐ AND DITHIOLATE SALTS AS BUILDING BLOCKS FOR THE SYNTHESIS OF NOVEL MERCAPTOTHIOPHENES

Galal H. Elgemeie and Mohamed A. Mohamed

Chemistry Department, Faculty of Science, Helwan University, Ain‐Helwan, Cairo, Egypt

A novel and efficient method for the synthesis of mercaptothiophenes using cyanodithioic acids and their corresponding mono‐ and dithiolate salts as starting components is described.

Abstract

Synth. Commun. 2006, 35, 1039

EFFICIENT METHOD FOR IODINATION OF ALCOHOLS USING KI/SILICA SULFURIC ACID (SSA)

A. R. Hajipour, A. Zarei, and A. E. Ruoho

A simple, chemoselective, and effective procedure for the conversion of benzylic and allylic alcohols into corresponding iodides using KI/SSA in acetonitrile at room temperature is described.

Abstract

Synth. Commun. 2006, 35, 1051

SIMPLE SYNTHESIS OF 7‐FORMYL‐INDOLE

Vinod R. Uchil, Machhindra Gund, and Apparao Satyam

Discovery Chemistry Division, Glenmark Research Centre, Glenmark Pharmaceuticals, Mumbai, India

A simple route to 7‐formyl‐indole (5) is described in which appropriately functionalized o‐nitrotoluenes (1) are converted to 7‐hydroxymethyl‐indole (4) using the Batcho‐Leimgruber process. Condensation of 3‐methyl‐2‐nitrobenzyl alcohol (1a) with N,N‐dimethylformamide dimethyl acetal yields the enamine 2a, which upon catalytic hydrogenation affords 4 in 22% yield. When the hydroxyl function in 1 is protected with pivaloyl or tetrahydropyranyl group, the yields of 4 are increased to 39% and 48%, respectively. Finally, 4 is oxidized with pyridinium chlorochromate (PCC) to afford 5 in 86% yield.

Abstract

Synth. Commun. 2006, 35, 1057

FACILE AND PRACTICAL SYNTHESIS OF (R)‐6‐BR‐2,2′‐BIS(DIPHENYLPHOSPHINO)‐1,1′‐BINAPHTHYL

Xiao‐Ya Yuan, Zheng‐Pu Zhang

Institute of Polymer Chemistry, Nankai University, Tianjin, China

A new enantiopure 6‐monobromo‐substituted BINAP has been prepared via a one‐step nickel‐catalyzed coupling reaction in moderate yield. It is an important intermediate for asymmetric 2,2′‐bis(diphenylphosphino)‐1,1′‐binaphthyl (BINAP) derivatives. Its structure was elucidated by NMR spectral and elemental analysis.

Abstract

Synth. Commun. 2006, 35, 1063

CHIRAL (S)‐(+) 1‐SUBSTITUTED ARYL‐4‐(1‐PHENYL) ETHYLFORMAMIDO‐5‐AMINO‐1,2,3‐TRIAZOLE: A NEW CLASS OF CHIRAL LIGANDS FOR THE SILVER(I)‐PROMOTED ENANTIOSELECTIVE ALLYLATION OF ALDEHYDES

Mindong Chen,1,2 Youfei Zheng,1 Shuxian Fan,1 Guizhi Gao,1 Liang Chen,1 Feng Tang,2 and Weiyi Hua2

1Department of Environmental Sciences and Engineering, Nanjing University of Information Science & Technology, Nanjing, China

2College of Medicine, China Pharmaceutical University, Nanjing, China

Some novel chiral ligands, (S)‐(+) 1‐substituted aryl‐4‐(1‐phenyl) ethylformamido‐5‐amino‐1,2,3‐triazole were prepared starting from 1‐substituted aryl‐4‐ethoxycarbonyl‐5‐amino‐1,2,3‐triazoles and other reagents. They were used as catalytic chiral ligands in the silver(I)‐promoted enantioselective allylation reaction of aldehydes with allyltributyltin.

Abstract

Synth. Commun. 2006, 35, 1071

EFFICIENT SYNTHESIS OF AROMATIC CARBOXYLIC ACIDS FROM ARYL KETONES IN IONIC LIQUID

Jong Chan Lee and Jang Mi Lee

Department of Chemistry, Chung‐Ang University, Seoul, South Korea

A new synthetic method for the conversion of aryl ketones into their corresponding aromatic carboxylic acids is reported.

Abstract

Synth. Commun. 2006, 35, 1075

THERMAL AND MICROWAVE‐ASSISTED CONJUGATE ADDITIONS OF INDOLE ON ELECTRON‐DEFICIENT NITRO‐OLEFINS

Radhika S. Kusurkar, Nabil A. H. Alkobati, Anita S. Gokule, Purnima M. Chaudhari, and Prasad B.Waghchaure

Department of Chemistry, University of Pune, Pune, India

Abstract

Synth. Commun. 2006, 35, 1083

MICROWAVE‐ASSISTED SYNTHESIS OF CALIX[4]RESORCINARENE HYDROXAMIC ACIDS

Y. K. Agrawal and R. N. Patadia

Analytical Laboratory, Institute of Pharmacy and Faculty of Science, Nirma University of Science and Technology, Ahmedabad, India

A rapid and practical procedure for the synthesis of calix[4]resorcinarene hydroxamic acids (CRAHAS) under microwave conditions was developed.

Abstract

Synth. Commun. 2006, 35, 1093

N-BENZYL-DABCO-TRIBROMIDE AS AN EFFICIENT AND MILD REAGENT FOR DEPROTECTION OF DITHIOACETALS

Firouz Matloubi Moghaddam, Hassan Zali Boeini, Dordanch Zargarani, and Ghasem Rezanejad Bardajee

Sharif University of Technology, Department of Chemistry, PO Box 11365-9516 Tehran, Iran

Abstract

Synth. Commun. 2006, 35, 1097

SYNTHESIS OF NEW 5‐SUBSTITUTED PYRIMIDINE ACYCLONUCLEOSIDES

Ahmed F. Khattab

Chemistry Department, Faculty of Science, Monoufiya University, Shebien El‐Koam, Egypt

Abstract

Synth. Commun. 2006, 35, 1109

TRIMETHYLSILYLATION OF ALCOHOLS AND PHENOLS USING KBR AS AN EFFICIENT AND REUSABLE CATALYST

Farhad Shirini and Esmail Mollarazi

Department of Chemistry, Guilan University, Rasht, Iran

KBr acts as an efficient and reusable catalyst for the selective and efficient trimethylsilylation of benzylic, primary and secondary aliphatic alcohols and phenols with hexamethyldisilazane. All reactions were performed at room temperature under mild and completely heterogeneous conditions in good to high yields.

Abstract

Synth. Commun. 2006, 35, 1117

SHORT SYNTHESIS OF CYTOTOXIC 4‐ARYLCOUMARINS

Eleonora Rizzi, Sabrina Dallavalle, Lucio Merlini, Graziella Pratesi, and Franco Zunino

Università di Milano and Istituto Nazionale dei Tumori, Milano, Italy

Abstract

Synth. Commun. 2006, 35, 1123

EFFICIENT AND CONVENIENT METHOD FOR THE SYNTHESIS OF N‐ARYLHYDRAZONES USING A PALLADIUM‐CATALYZED BOND‐FORMING REACTION

Christelle Mauger and Gérard Mignani

Rhodia Recherches, Centre de Recherches de Lyon, Saint‐Fons Cedex, France

Abstract

Synth. Commun. 2006, 35, 1131

F3B · OET2‐PROMOTED INTRAMOLECULAR SI TO C PHENYL GROUP MIGRATION: A HIGHLY DIASTEREOSELECTIVE SYNTHESIS OF (4S,5S)‐4‐HYDROXY‐5‐PHENYL‐2‐PYRROLIDINONE

Liang‐Xian Liu1,2 and Pei‐Qiang Huang2

1Department of Chemistry and Biology, Ganan Teacher's College, Ganzhou, Jiangxi, China

2Department of Chemistry, Xiamen University, Xiamen, China

A highly diastereoselective boron trifluoride etherate–promoted chemoselective intramolecular phenyl group migration leading to N‐protected cis‐5‐phenyl‐4‐hydroxy‐2‐pyrrolidinone is described.

Abstract

Synth. Commun. 2006, 35, 1141

FACILE CONSTRUCTION OF THE 7,8‐OLEFIN LINKAGE IN VITAMIN D3: A PRACTICAL, CONVERGENT SYNTHESIS BENEFITING THE VITAMIN D3 ANALOG STUDY

Yoshiyuki Ono, Hirotaka Kashiwagi, and Tadakatsu Takahashi

Chemistry Research Dept. I, Chugai Pharmaceutical Co., Gotemba, Shizuoka, Japan

A facile procedure for construction of the 7,8‐olefin linkage of vitamin D3 is described.

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