Graphical Abstracts

Abstract

Graphical Abstract Section

Abstract

Synth. Commun. 2007, 37, 2633

HYDROLYSIS OF CYCLIC UREAS UNDER MICROWAVE IRRADIATION: SYNTHESIS AND CHARACTERIZATION OF 7,8‐DIAMINOPELARGONIC ACID

Ganga Ramu Vasanthakumar,¹ Vikrant M. Bhor,¹ and Avadhesha Surolia,^1,2

¹Molecular Biophysics Unit, Indian Institute of Science, Bangalore, India

²National Institute of Immunology, Aruna Asaf Ali marg, New Delhi, India

Abstract

Synth. Commun. 2007, 37, 2641

NAIO₄/LIBR‐MEDIATED DIRECT CONVERSION OF BENZYLIC ALCOHOLS AND AROMATIC ALDEHYDES TO AROMATIC ESTERS

Tanveer Mohammad Ali Shaikh, Lourdusamy Emmanuvel, and Arumugam Sudalai

National Chemistry Laboratory, Chemical Engineering and Process Development Division, Pune, Maharastra, India

Abstract

Synth. Commun. 2007, 37, 2647

HYPERVALENT IODINE SYSTEM FOR DEBENZYLATION OF SUGARS

Vikas N. Telvekar

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

Abstract

Synth. Commun. 2007, 37, 2651

MILD AND CONVENIENT SYNTHESIS OF ORGANIC CARBAMATES FROM AMINES AND CARBON DIOXIDE USING TETRAETHYLAMMONIUM SUPEROXIDE

Krishna Nand Singh

Department of Applied Chemistry, Institute of Technology, Banaras Hindu University, Varanasi, India

A safe and simple method of preparing organic carbamates has been achieved from amines and carbon dioxide using tetraethylammonium superoxide generated in situ.

Abstract

Synth. Commun. 2007, 37, 2655

MICROWAVE‐ASSISTED SYNTHESIS OF N,N′‐DISUBSTITUTED ACETAMIDINE LIGANDS

Phimphaka Harding,¹ David J. Harding,¹ Harry Adams,² and Sujittra Youngme³

¹Department of Chemistry, School of Science, Walailak University, Thasala, Thailand

²Department of Chemistry, University of Sheffield, Brook Hill, England

³Faculty of Science, Department of Chemistry, Khon Kaen University, Khon Kaen, Thailand

Rapid synthesis of N,N′‐disubstituted acetamidine ligands by microwave irradiation and their structural studies are presented.

Abstract

Synth. Commun. 2007, 37, 2663

SYNTHESIS OF RIGID AND OPTICALLY ACTIVE BIS(BINAPHTHYL) CYCLIC COMPOUNDS

Shugo Maeda, Katsuya Maeyama, and Noriyuki Yonezawa

Department of Organic and Polymer Materials Chemistry, Graduate School of Technology, Tokyo University of Agriculture and Technology, Koganei, Tokyo, Japan

Optically active cyclic bis(binaphthyl)s (4a–d), which are composed of only aromatics, ethers, and ketonic carbonyls, were synthesized through a two‐step nucleophilic aromatic substitution reaction. Bis(binaphthyl) cyclic compounds (4a and 4b) were obtained in moderate yields when difluoride 3a and 3b were employed. On the other hand, bis(binaphthyl)s 4c and 4d were scarcely obtained when 3c and 3d were employed.

Abstract

Synth. Commun. 2007, 37, 2671

SYNTHESIS OF NOVEL GREENER FUNCTIONALIZED IONIC LIQUIDS CONTAINING APPENDED HYDROXYL

Guo Ren Feng, Jia Jian Peng, Hua Yu Qiu, Jian Xiong Jiang, Lan Tao, and Guo Qiao Lai

Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education, Hangzhou Teachers College, Hangzhou, China

The novel “greener” functionalized ionic liquids have been prepared by the reaction of 1, 2‐epoxy propane, dilute sulfuric acid with [EMIm]Br or [BMIm]Br formed by alkyl bromide (RBr) and 1‐methylimidazole. This kind of ionic liquid could be possibly used as green solvent and catalyst, especially, phase transfer catalyst in organic chemistry (e.g. the synthesis of ethoxybenzene). Their chemical structures were characterized by ¹H NMR, ¹³C NMR and IR.

Abstract

Synth. Commun. 2007, 37, 2677

AMINATION OF THE BAYLIS‐HILLMAN ACETATES IN ETHANOL

Young Sang Park,¹ Min Young Cho,² Young Bum Kwon,² Byung Woo Yoo,² and Cheol Min Yoon²

¹Graduate School of Biotechnology, Korea University, South Korea

²Department of New Material Chemistry, Korea University, South Korea

We have described a simple, convenient, and efficient protocol for the substitution reaction by various amines and amides on Baylis–Hillman acetates in EtOH at rt to give the corresponding trisubstituted alkenes in good to high yields.

Abstract

Synth. Commun. 2007, 37, 2687

IMPROVED METHOD FOR THE SYNTHESIS OF ORGANIC DISELENIDES FROM ORGANIC HALIDES UNDER ATMOSPHERIC PRESSURE

Yahong Chen,¹ Fengshou Tian,^1,2 Maoping Song,² and Shiwei Lu³

¹Department of Chemistry, Zhoukou Normal University, Zhoukou, Henan, China

²Department of Chemistry, Zhengzhou University, Zhengzhou, Henan, China

³Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian, Liaoning, China

An improved approach to the synthesis of organic diselenides is reported. The process involves the reaction of organic halides with selenium, carbon monoxide, and water under atmospheric pressure in the presence of an inorganic base, sodium hydroxide, to afford organic diselenides in good yields.

Abstract

Synth. Commun. 2007, 37, 2693

FACILE ONE‐POT SYNTHESIS OF OXAZOLIDIN‐2‐ONES FROM PHENYL 2‐HYDROXYALKYL SELENIDES

Shou‐Ri Sheng, Hai‐Rong Luo, Wu‐Kang Sun, and Xiao‐Ling Liu

College of Chemistry and Chemical Engineering, Jiangxi Normal University, Nanchang, China

Treatment of phenyl 2‐hydroxyalkyl selenides with benzoyl isocyanate and subsequent oxidation/cyclization, followed by hydrolysis with hydrochloric acid solution, conveniently afforded 2‐oxazolidinones with good yields in a one‐pot, three‐step transformation.

Abstract

Synth. Commun. 2007, 37, 2701

ELECTROPHILIC AROMATIC AROYLATION WITH CF₃‐BEARING ARENECARBOXYLIC ACID DERIVATIVES: REACTION BEHAVIOR AND ACIDIC MEDIATOR DEPENDENCE

Okamoto Akiko, Maeyama Katsuya, Oike Hideaki, and Yonezawa Noriyuki

Department of Organic and Polymer Materials Chemistry, Tokyo University of Agriculture and Technology, Tokyo, Japan

Triflic acid mediates electrophilic aroylation of fluorobenzene with CF₃‐bearing aroyl chlorides tolerantly and selectively to give CF₃‐bearing aryl fluorophenyl ketones in high yields.

Abstract

Synth. Commun. 2007, 37, 2717

TWO NEW CATALYSTS FOR THE DEHYDROGENATIVE COUPLING REACTION OF CARBOXYLIC ACIDS WITH SILANES–CONVENIENT METHODS FOR AN ATOM‐ECONOMICAL PREPARATION OF SILYL ESTERS

Guo‐Bin Liu,¹ Hong‐Yun Zhao,¹ and Thies Thiemann²

¹Department of Chemistry, Fudan University, Shanghai, China

²Interdisciplinary Graduate School of Engineering Sciences, Kyushu University, Japan

Abstract

Synth. Commun. 2007, 37, 2729

BROMINATION OF 4‐DICHLOROMETHYL‐4‐METHYLCYCLOHEXA‐2,5‐DIEN‐1‐ONES

G. V. Gavrilova, I. N. Rusetskaya, A. A. Gavrilov, I. V. Trushkov, and D. P. Krut'ko

Department of Chemistry, M. V. Lomonosor Moscow State University, Moscow, Russia

Abstract

Synth. Commun. 2007, 37, 2737

STRAIGHTFORWARD ACCESS TO SIMPLIFIED SPHINGOSINE‐1‐PHOSPHATE ANALOGUES

Santiago Grijalvo,^1,2 Amadeu Llebaria,¹ and Antonio Delgado^1,2

¹Research University on Bioactive Molecules (RUBAM), Department of Organic and Biological Chemistry, Chemical and Environmental Research Institute of Barcelona (110AB‐CSIC), Bercelona, Spain

²Faculty of Pharmacy, University of Pharmaceutical Chemistry, University of Barcelona, Barcelona, Spain

A straightforward approach for the synthesis of a new series of amino phosphates structurally related to sphingosine‐1‐phosphate is described.

Abstract

Synth. Commun. 2007, 37, 2753

SYNTHESIS AND DEHYDRATION OF OXADITHIA AND TRITHIADIOXIME CROWN COMPOUNDS

Ali Kakanejadifard,¹ Esmaiel Niknam,¹ Bijan Ranjbar,² and Hossien Naderi‐Manesh³

¹Faculty of Science, Department of Chemistry, University of Lorestan, Khorramabad, Iran

²Faculty of Science, Department of Biology, University of Tarbiat Modares, Tehran, Iran

The compounds 5,6,8,9‐tetrahydro[1,4,7]oxadithionine[5,6‐c][1,2,5]oxadiazole (3) and 5,6,8,9‐tetrahydro[1,4,7]trithionino[2,3‐c][1,2,5]oxadiazole (4), were prepared by dehydration of crown compounds, oxadithia 1,4,7‐oxadithiadiononane‐5,6‐dionedioxime (1) and trithia 1,4,7‐trithionane‐2,3‐dionedioxime (2) in aqueous potassium hydroxide at 170–180°C, respectively.

Abstract

Synth. Commun. 2007, 37, 2757

CROSS‐METATHESIS OF C‐GLYCOSIDES AND PEPTIDES

Peter Bru¨chner,¹ David Koch,¹ Ulrike Voigtmann,² and Siegfried Blechert¹

¹Institut for Organische Chemie, Technische Universitaet, Berlin, Germany

²Schering AG, Berlin, Germany

Abstract

Synth. Commun. 2007, 37, 2771

NITRATION OF SOME AROMATIC COMPOUNDS BY SODIUM NITRATE IN THE PRESENCE OF BENZYLTRIPHENYLPHOSPHONIUM PEROXODISULFATE

Hassan Tajik,¹ Mohammad Ali Zolfigol,² Jalal Albadi,¹ and Ramin Eslami¹

¹Department of Chemistry, Guilan University, Guilan, Iran and Persian Gulf University, Bushehr, Iran

²College of Chemistry, Bu Ali Sina University, Hamadan, Iran

A simple, mild, and regioselective method for the nitration of some aromatic compounds using sodium nitrate in the presence of benzyltriphenylphosphonium peroxodisulfate in acetonitrile as solvent is reported. Mild reaction conditions and good to excellent yields of the products are the noteworthy advantages of the method.

Abstract

Synth. Commun. 2007, 37, 2777

ARYL NITRO REDUCTION WITH IRON POWDER OR STANNOUS CHLORIDE UNDER ULTRASONIC IRRADIATION

Allan B. Gamble, James Garner, Christopher P. Gordon, Sean M. J. O'Conner, and Paul A. Keller

Department of Chemistry, University of Wollongong, Wollongong, Australia

The selective reduction of aryl nitro substituents under mild ultrasound conditions in the presence of a variety of reduction‐sensitive functionalities is reported in moderate to good yields in relatively short reaction times.

Abstract

Synth. Commun. 2007, 37, 2787

TRANSFER HYDROGENATION OF ALDEHYDES WITH 2‐PROPANOL AND RANEY^® NICKEL

Robert C. Mebane, Kimberly L. Holte, and Benjamin H. Gross

Department of Chemistry, University of Tennessee at Chattanooga, Chattanooga, Tennessee, USA

Raney nickel in refluxing 2‐propanol containing a trace of HCl is an effective catalytic system for the reduction of ketones to secondary alcohols.

Abstract

Synth. Commun. 2007, 37, 2793

REGIOSELECTIVE SYNTHESIS OF HIGHLY ARYL‐SUBSTITUTED PYRROLE CARBOXYLATES AS USEFUL MEDICINAL CHEMISTRY LEADS

Ulhas Bhatt,¹ Bryan C. Duffy,¹ Peter R. Guzzo,¹ Leifeng Cheng,² and Thomas Elebring²

¹Albany Molecular Research, Inc., Albany, New York, USA

²AstraZeneca R&D Mölndal, Mölndal, Sweden