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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 37, 2007 - Issue 22
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Abstracts

Graphical Abstracts

Pages 3887-3893 | Published online: 19 Nov 2007
 

Abstract

Graphical Abstract Section

Abstract

Synth. Commun. 2007, 37, 3895

OPTICAL RESOLUTION OF DIBENZO[A,G]FLUORENOL VIA GLYCOSYLATION

Bimal K. Banik,1 Chhanda Mukhopadhyay,2 Curtis R. Logan,1 and Frederick F. Becker2

1Department of Chemistry, University of Texas–Pan American, Edinburg, TEXAS, USA

2Department of Molecular Pathology, University of Texas–M.D. Anderson Cancer Center, Houston, Texas, USA

Abstract

Synth. Commun. 2007, 37, 3901

PRACTICAL SYNTHESIS OF (±)-VENLAFAXINE

Subhash P. Chavan, Dushant A. Khobragade, Mahesh Thakkar, and Uttam R. Kalkote

Division of Organic Chemistry—Technology National Chemical Laboratory, Pune, India

A practical total synthesis of antidepressant (±)-venlafaxine is disclosed.

Abstract

Synth. Commun. 2007, 37, 3907

SOLVENT-FREE APPROACH TO 3,4-DIHYDROPYRIMIDIN-2(1H)-(THIO)ONES: BIGINELLI REACTION CATALYZED BY A WELLS–DAWSON REUSABLE HETEROPOLYACID

Gustavo P. Romanelli,1 Angel G. Sathicq,1 Juan C. Autino,2,3 Graciela Baronetti,4 and Horacio J. Thomas1

1Faculty of Exact Sciences, Department of Chemistry, Center of Research and Development of Applied sciences, “Dr. Jorge J. Ronco” (CINDECA), Universidad Nacional de La Plata‐CONICET, La Plata, Argentina

2Faculty of Agricultural and Forest Sciences, Course of Organic Chemistry, UNLP, La Plata, Argentina and LADECOR, Faculty of Exact Sciences, Department of Chemistry, UNLP, La Plata, Argentina

3Faculity of Engineering, Department of Chemical Engineering, University of Buenos Aires, Buenos Aires, Argentina

4Center of Research and Development of Applied Sciences, “Dr. Jorge J. Rono” (CINDECA), Universidad Nacional de La Plata‐CONICET, La Plata, Argentina

Seventeen examples were resolved (R1: substituted Ar or aliphatic; X: O, S), most of them with good to excellent yields and very simple workup. The catalyst is easily recoverable and reusable, with almost unchanged yields.

Abstract

Synth. Commun. 2007, 37, 3917

Alternative Route for the Synthesis of 6-methoxy-5-Methyl-α-tetralone and 6-Methoxy-2,5-dimethyl-α-tetralone

Ajoy K. Banerjee, Johan J. Pineda, Henry D. Mora, and Manuel S. Laya

Department of Chemistry, Venezuelan Institute of Scientific Investigations (IVIC), Caracas, Venezuela

Abstract

Synth. Commun. 2007, 37, 3923

QUANTITATIVE α-ALKYLATION OF PRIMARY NITRILES

Giovanni Rojas,1 Travis W. Baughman,2 and Kenneth B. Wagener1

1George and Josephine Butler Polymer Research Laboratory, Department of Chemistry, University of Florida, Gainesville, Florida, USA

2Department of Chemical Engineering, Eindhoven University of Technology, Macromolecular and Organic Chemistry, Eindhoven, The Netherlands

Abstract

Synth. Commun. 2007, 37, 3933

Microwave‐Assisted One‐Pot Preparation of Tetrahydro‐β‐carbo line Hydrochlorides under Solvent‐Free Conditions

Fei Liu and Qi‐Dong You

Department of Medicinal Chemistry, China Pharmaceutical University, Nanjing, China

Abstract

Synth. Commun. 2007, 37, 3939

REGIOSPECIFIC SYNTHESIS OF DISUBSTITUTED PYRIDIN-2-ONES AND TRISUBSTITUTED PHENOLS WITH VINAMIDINIUM SALTS

Khiari Jameleddine, Gmiza Thouraya, Hadj Ayed Med Adnen, and Ben Hassine Béchir

Faculty of Sciences of Momastir, Laboratory of Asymmetric Organic Synthesis and Homogenous Catalysis, Monstir, Tunisia

Abstract

Synth. Commun. 2007, 37, 3945

REMARKABLY EFFICIENT AND DIRECT ROUTE TO QUINOLINES AND BENZOAZEPINES FROM THE CONDENSATION OF BENZOXAZINEDIONES WITH PHOSPHONIUM CARBANION SALTS

Wafaa M. Abdou and Azza A. Kamel

Pesticide Chemistry Department, National Research Centre, Cairo, Egypt

A series of new substituted quinolines as well as some benzoazepine and indolizinone were synthesized from the reactions of 2H-3,1-benzoxazine-2,4(1H)-dione and its N-methyl analogs with vinyl-, allyl-, alkyl-, and cyanomethyltriphenylphosphonium salts.

Abstract

Synth. Commun. 2007, 37, 3961

SIMPLIFIED APPROACH TO THE UNCATALYZED KNOEVENAGEL CONDENSATION AND MICHAEL ADDITION REACTIONS IN WATER USING MICROWAVE IRRADIATION

Naglaa M. Abd El-Rahman, Ahmed A. El-Kateb, and Mohamed F. Mady

Department of Green Chemistry, National Research Centre, Cairo, Egypt

Abstract

Synth. Commun. 2007, 37, 3971

CONVENIENT SYNTHESIS OF SOME SUBSTITUTED 5-OXONITRILES UNDER AQUEOUS CONDITIONS: SYNTHESIS OF 3,4-DIHYDRO-2H-PYRROLE-2-CARBONITRILES

D. Tasheva,1 A. Petrova,1 and S. Simova2

1Department of Chemistry, University of Sofia, Sofia, Bulgaria

2Institute of Organic Chemistry, Bulgarian Academy of Sciences, Sofia, Bulgaria

Synthesis of 3,5-diaryl-2-[(diphenylmethylene)amino]-5-oxopentanenitriles (3) by reaction of Schiff base 1 and chalcones 2. Synthesis of 3,5-diaryl-3,4-dihydro-2H-pyrrole-2-carbonitriles (4).

Abstract

Synth. Commun. 2007, 37, 3981

SOLVENT-FREE SYNTHESIS OF NITRILOTRIACETAMIDE AND DIKETOPIPERAZINES FROM NITRILOTRIACETIC ACID UNDER MICROWAVE IRRADIATION AND THEIR ANTIMICROBIAL ACTIVITY

Gülşen Öztürk, Bahattin Gümgüm, Murat Kizil, and Sevil Emen

Faculty of Science and Art, Department of Chemistry, University of Dicle, Diyarbakır, Turkey

Abstract

Synth. Commun. 2007, 37, 3989

PRACTICAL PREPARATION OF β-AMINO-α-HYDROXY DIESTERS: KEY INTERMEDIATES FOR 1,4-OXAZIN-2-ONES

Brahim Ould Elemine, Rafâa Besbes, and Mohamed Rached Ennigrou

Faculty of Sciences, Laboratory of Organic Synthesis, Organométallique, Campus Universitaire, Tunis, Tunisia

New 1,4-oxazin-2-ones were synthesized by the ring opening of β-phenylglycidic ester with glycine esters followed by benzylation and cyclization of resulting aminoalcohols diesters.

Abstract

Synth. Commun. 2007, 37, 4005

SYNTHESES OF SOME SULFUR‐CONTAINING POLYUNSATURATED FATTY ACIDS AS POTENTIAL LIPOXYGENASE INHIBITORS

Solveig Flock,1 Anne Kristin Holmeide,2 and Lars Skattebøl,2

1Department of Chemistry, Biotechnology and Food Science, Norwegian University of Life Sciences, Aas, Norway

2Department of Chemistry, University of Oslo, Oslo, Norway

Abstract

Synth. Commun. 2007, 37, 4017

SYNTHESIS OF NEW RHODACYANINES ANALOGOUS TO MKT-077 UNDER MICROWAVE IRRADIATION

S. Kasmi-Mir,1 A. Djafri,3 J. Hamelin,2 L. Paquin,2 J. P. Bazureau,2 and M. Rahmouni4

1Laboratory Synthesis and Catalyses, LSCT, University of Ibn Khaldun, Tiaret, Algéria

2University of Rennes 1, Synthesis and Electrosynthesis Organic 3, Rennes Cedex, France

3Ayada Djafri Organic Laboratory Synthesis Applied, University of Essénia, Oran, Algéria 4Mustapha Rahmouni, Laboratory Synthesis and Catalyses, LSCT, University of Ibn Khaldun, Tiaret, Algéria

A four-step route to prepare the rhodacyanine 7(af)X starting from thiazolinethione under microwave irradiation is described.

Abstract

Synth. Commun. 2007, 37, 4035

ULTRASOUND-PROMOTED RAPID OXIDATIVE CLEAVAGE OF OXIMES WITH NABRO3/ION EXCHANGE RESIN

Ahmad Shaabani, Abbas Rahmati, and Soheila Naderi

Department of Chemistry, Shahid Beheshti University, Tehran, Iran

Abstract

Synth. Commun. 2007, 37, 4043

ANTIBACTERIAL ACTIVITIES OF NEW (E) 2‐CYANO‐3‐(3′,4′‐DIMETHOXYPHENYL)‐2‐PROPENOYL AMIDE DERIVATIVES

A. K. El‐Ziaty and S. A. Shiba

Faculty of Science, Chemistry Department Ain Shams University Cairo Egypt

Abstract

Synth. Commun. 2007, 37, 4059

MICROWAVE-ASSISTED SYNTHESIS OF 10-(PHTHALIMIDOALKYL)-HALO-SUBSTITUTEDPYRIDO [3,2-b][1, 4]-benzothiazine in Dry Media

Archana Gupta, Rajeev Sakhuja, and Subhash C. Jain

Department of Chemistry, University of Delhi, Delhi, India

N‐Alkylation of 10H‐9‐fluoropyrido[3,2‐b][1,4]‐benzothiazine 5a, 10H‐7‐fluoropyrido[3,2‐b][1,4]‐benzothiazine 5b, and 10H‐7‐chloropyrido[3,2‐b][1,4]‐benzothiazine 5c with different N‐(bromoalkyl)phthalimides using anhydrous K2CO3 and tetrabutylammonium bromide (TBAB) under dry conditions with microwave irradiation leads to the formation of 10‐(phthalimidoalkyl)‐halosubstitutedpyrido[3,2‐b][1,4]‐benzothiazine (6a–f) along with some unidentified product. Compound 5a is a new azaphenothiazine derivative and was obtained from hitherto unknown 2‐acetylamino‐3‐fluorophenyl‐3′‐nitro‐2′‐pyridylsulfide 4a via Smiles rearrangement. Compound 4a is required for the synthesis and has been prepared starting from 2‐amino‐3‐fluorobenzenethiol 1a in three steps.

Abstract

Synth. Commun. 2007, 37, 4071

IRON(III) CHLORIDE–PROMOTED, SOLVENT-FREE, FACILE, AND EFFICIENT FRIEDLäNDER SYNTHESIS OF QUINOLINES

Sanjay Kumar, Anil Saini, and Jagir S. Sandhu

Department of Chemistry, Punjabi University, Patiala, India

A mild, efficient, and solvent-free version of Friedländer annulation of 2-amino ketones and α-methylene carbonyl compounds for the synthesis of polysubstituted quinolines using a catalytic amount of commercially available iron(III) chloride at room temperature in excellent yields is described.

Abstract

Synth. Commun. 2007, 37, 4079

MILD AND EFFICIENT DEOXYGENATION OF SULFOXIDES WITH A WCl6/INDIUM SYSTEM

Byung Woo Yoo, Min Chol Park, and Min Suk Song

Department of Advanced Materials Chemistry, Korea University, Jochiwon, Chungnam, South Korea

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