Graphical Abstracts

Abstract

Graphical Abstract Section

Abstract

Synth. Commun. 2006, 36, 2259

ISOLATION AND SYNTHESIS OF DIBENZOCYCLOOCTADIENE LIGNANS: (±)‐SCHIZANDRIN AND ITS ANALOGUES

Jae‐Chul Jung,¹ Ikhlas A. Khan,² and Young‐Whan Choi^2,3

¹Department of Medicinal Chemistry, School of Pharmacy, University of Mississippi, University, Mississippi, USA

²National Center for Natural Products Research, University of Mississippi, University, Mississippi, USA

³Department of Horticulture, Miryang National University, Miryang, Kyeongnam, Korea

Simple isolation of (±)‐schizandrin (1) and preparation of its analogues (6–8) via acylation of (±)‐schizandrin (1) are described. The key strategy in the synthesis involves the catalytic acylation reaction of 1 with several acylating reagents.

Abstract

Synth. Commun. 2006, 36, 2269

CONVENIENT LARGE‐SCALE SYNTHESIS OF A UNIVERSAL SOLID SUPPORT

Vasulinga T. Ravikumar, R. Krishna Kumar, and Xuefeng Zhu

Isis Pharmaceuticals, Inc., Carlsbad, CA, USA

A convenient large‐scale synthesis of a universal linker molecule attached to solid support (CPG) useful for synthesis of various oligonucleotides and their analogs is described.

Abstract

Synth. Commun. 2006, 36, 2275

MICROWAVE‐ASSISTED XANTHONE SYNTHESIS

E. A. Evangelista, M. R. C. Couri, R. B. Alves, D. S. Raslan, and R. P. F. Gil

Departamento de Química, Instituto de Ciências Exatas, Universidade Federal de Minas Gerais, Belo Horizonte, Brazil

The target of the present work has been to develop of a facile method of synthesizing polymethyoxylated xanthones. Herein, xanthones have been prepared by microwave irradiation–assisted cyclization of 2‐hydroxy‐2′‐methoxy benzophenone precursors in a short time and good yields.

Abstract

Synth. Commun. 2006, 36, 2281

TWO‐STEP NOVEL SYNTHESIS OF 2‐AMINO‐6‐(1,3‐DIOXO‐2,3‐DIHYDRO‐1H‐INDEN‐2‐YL)‐4,7‐DIPHENYLOXEPINE‐3‐CARBONITRILE AND 5‐(1,3‐DIOXO‐2,3‐DIHYDRO‐1H‐INDEN‐2‐YL)‐2‐IMINO‐6‐PHENYL‐2H‐PYRAN‐3‐CARBONITRILE

Tarek M. Abou Elmaaty

Idaho State University, Department of Chemistry, Pocatello, Idaho, USA

Starting from indan‐1,3‐dione, a novel two‐step synthesis of the oxepine derivatives 5a,b and the pyran derivatives 7 and 8 under very simple reaction conditions is described.

Abstract

Synth. Commun. 2006, 36, 2287

ONE‐POT, THREE‐COMPONENT SYNTHESIS OF 2,3‐DIHYDRO‐4(1H)‐QUINAZOLINONES BY MONTMORILLONITE K‐10 AS AN EFFICIENT AND REUSABLE CATALYST

Peyman Salehi,¹ Minoo Dabiri,² Mostafa Baghbanzadeh,² and Mahboobeh Bahramnejad²

¹Department of Phytochemistry, Medicinal Plants and Drugs Research Institute, Shahid Beheshti University, Evin, Tehran, Iran

²Department of Chemistry, Faculty of Science, Shahid Beheshti University, Evin, Tehran, Iran

A wide range of mono‐ and disubstituted dihydroquinazolinones were synthesised via condensation of isatoic anhydride, primary amines, or ammonium salts with aromatic aldehydes in the presence of catalytic amounts of montmorillonite K‐10.

Abstract

Synth. Commun. 2006, 36, 2293

SIMPLE, MILD, AND EFFICIENT METHOD FOR THE REDUCTION OF 1,4‐BENZOQUINONES TO HYDROQUINONES BY THE ACTION OF NaN₃

Fatih Algi^1,2 and Metin Balci¹

¹Department of Chemistry, Middle East Technical University, Ankara, Turkey

²Department of Chemistry, Onsekiz Mart University, Canakkale, Turkey

A simple, mild, and efficient method is presented for the reduction of 1,4‐benzoquinones to hydroquinones by the action of NaN₃ under neutral conditions in the presence of water.

Abstract

Synth. Commun. 2006, 36, 2299

EFFICIENT SYNTHESIS OF CHIRAL 1, 1′‐SULFONYL BISAZIRIDINES

Nawel Khettache,¹ Amel Bendjeddou,¹ Malika Berredjem,¹ Zine Regainia,¹ Jean‐Yves Winum,² Chantal Menut,² Nour‐Eddine Aouf,¹ and Jean‐Louis Montero²

¹Laboratoire de Chimie Bioorganique, Université d'Annaba, Annaba, Algéria

²Laboratoire de Chimie Biomoléculaire, Université Montpellier II, Montpellier Cedex, France

Efficient three‐step synthesis of chiral 1,1′‐(sulfonyl)bisaziridines is described. Preparation of these compounds was easily carried out starting from N,N′‐bis‐L‐aminoester sulfone to afford the title compounds in very good yields. These 1,1′‐(sulfonyl)bisaziridines can constitute interesting building blocks for the preparation of compounds with biological interest.

Abstract

Synth. Commun. 2006, 36, 2307

ZROCL₂ · 8H₂O AS AN EFFICIENT REAGENT FOR THE SOLVENT‐FREE SYNTHESIS OF 3,4‐DIHYDROPYRIMIDIN‐2‐(1H)‐ONES

Farhad Shirini,¹ Mohammad Ali Zolfigol,² and Esmail Mollarazi¹

¹Department of Chemistry, Guilan University, Rasht, Iran

²Department of Chemistry, Bu‐Ali Sina University, Hamadan, Iran

ZrOCl₂ · 8H₂O, a commercially available reagent, can be used for the promotion of the synthesis of 3,4‐dihydropyrimidin‐2(1H)‐ones under solvent‐free reaction conditions. All reactions were performed at 90°C in good to high yields.

Abstract

Synth. Commun. 2006, 36, 2311

ALUMINA–METHANESULFONIC ACID (AMA)/NANO₂ AS AN EFFICIENT PROCEDURE FOR THE CHEMOSELECTIVITE N‐NITROSATION OF SECONDARY AMINES

Khodabakhsh Niknam¹ and Mohammad Ali Zolfigol²

¹Department of Chemistry, Faculty of Sciences, Persian Gulf University, Bushehr, Iran

²Department of Chemistry, College of Science, Bu‐Ali Sina University, Hamadan, Iran

A combination of alumina/methanesulfonic acid (AMA) and sodium nitrite was used as an effective nitrozating agent for the nitrozation of secondary amines under mild and heterogeneous conditions in good to excellent yields.

Abstract

Synth. Commun. 2006, 36, 2321

CLAY‐MEDIATED SELECTIVE HYDROLYSIS OF 5′‐O‐ACETYL‐2′,3′‐ISOPROPYLIDENE/CYCLOHEXYLIDENE NUCLEOSIDES

Mukund K. Gurjar,¹ Dhananjoy Mondal,¹ S. V. Ravindranadh,¹ and Mukund S. Chorghade²

¹National Chemical Laboratory, Pune, India

²Chorghade Enterprises, Natick, MA 01760‐4205, USA

Abstract

Synth. Commun. 2006, 36, 2329

FACILE TRANSFORMATION OF THE HYDROXY‐SUBSTITUTED OXATHIACROWN ETHERS

Elena V. Tulyakova,¹ Edward V. Rakhmanov,¹ Elena V. Lukovskaya,¹ Olga A. Fedorova,² Alla A. Bobylyova,¹ Andrey V. Khoroshutin,¹ and Alexander V. Anisimov,¹

¹Department of Chemistry, M. V. Lomonosov Moscow State University, Moscow, Russia

Photochemistry Center, Russian Academy of Sciences, Moscow, Russia

Methods of oxidation, halogenation, amination, and esterification reactions of 9(12)‐hydroxy‐dithia‐13(16)‐crown‐4(6)‐ethers, producing corresponding oxathiacrown ether derivatives in good yield, have been developed.

Abstract

Synth. Commun. 2006, 36, 2339

EFFICIENT AND CONVENIENT PROCEDURE FOR PREPARATION OF N‐SULFONYLIMINES CATALYZED BY MONTMORILLONITE K‐10

Tong‐Shou Jin, Mi‐Jun Yu, Li‐Bin Liu, Ying Zhao, and Tong‐Shuang Li

College of Chemistry and Environmental Science, Hebei University, Baoding, China

A general and practical chemical route to the synthesis of N‐sulfonylimines using montmorillonite K‐10 as the catalyst is described.

Abstract

Synth. Commun. 2006, 36, 2345

REACTION OF IMINES WITH 5,5‐DIMETHYL‐1,3‐CYCLOHEXANDIONE

Liangce Rong, Xiaoyue Li, Haiying Wang, Daqing Shi, Shujiang Tu, and Qiya Zhnang

Department of Chemistry, Xuzhou Nornal University, China

The reaction of imines 1 with 5,5‐dimethyl‐1,3‐cyclohexandione 2 in methanol was investigated. When the reaction was carried out without a catalytic amount of molecular iodine, ring‐opening derivatives of xanthenediones 3 were obtained in high yields. On the other hand, when molecular iodine and a catalytic amount of zinc powder were employed as the catalyst, xanthenediones derivatives 4 were obtained with excellent yields.

Abstract

Synth. Commun. 2006, 36, 2355

EFFICIENT SYNTHESIS OF 1‐(5′‐ACYLAMINO‐1′,3′,4′‐THIADIAZOL‐2′‐yl)‐4‐ACYL‐THIOSEMICARBAZIDES

Zheng Li, Jing‐Ya Yang, and Xi‐Cun Wang

Gansu Key Laboratory of Polymer Materials, College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou, Gansu, China

Abstract

Synth. Commun. 2006, 36, 2363

EFFICIENT SYNTHESIS OF TETRAHYDROBENZO[B]PYRANS UNDER SOLVENT‐FREE CONDITIONS AT ROOM TEMPERATURE

Liangce Rong,^1,2 Xiaoyue Li,¹ Haiying Wang,¹ Daqing Shi,^1,2 Shujiang Tu,^1,2 and Qiya Zhuang,^1,2

¹Department of Chemistry, Xuzhou Nornal University

²Key Laboratory of Biotechnology on Medical Plant, Jiangsug, Xuzhou, Jiangsu, China

A range of tetrahydrobenzo[b]pyrans have been synthesized in very good yields under solvent‐free conditions by grinding α‐cyanocinnamonitrils or β‐cyano‐β‐carbethoxy styrene and 5,5‐dimethyl‐1,3‐cyclohexanedione in the presence of TEBA as catalyst. The short reaction time, cleaner reaction, and easy workup make this protocol practical and economically attractive.

Abstract

Synth. Commun. 2006, 36, 2371

SYNTHESIS OF OPTICALLY PURE TERMINAL EPOXIDE AND 1, 2‐DIOL VIA HYDROLYTIC KINETIC RESOLUTION CATALYZED BY NEW HETEROMETALLIC SALEN COMPLEXES

Santosh Singh Thakur,¹ Shu‐Wei Chen,¹ Wenji Li,¹ Chang‐Kyo Shin,¹ Yoon‐Mo Koo,² and Geon‐Joong Kim,¹

¹Department of Chemical Engineering, Inha University, Incheon, South Korea

²Department of Biological Engineering, Inha University, Incheon, South Korea

Abstract

Synth. Commun. 2006, 36, 2385

EFFICIENT OXIDATION OF SULFUR MUSTARD AND ITS SIMULANTS USING N‐TERT‐BUTYL‐N‐CHLOROCYANAMIDE

Vinod Kumar and M. P. Kaushik

Process Technology Development Division, Defence Research and Development Establishment, Gwalior, India

Abstract

Synth. Commun. 2006, 36, 2389

SOLID‐STATE SYNTHESIS OF 4‐[(INDOL‐3‐YL)‐ARYLMETHYL]1‐PHENYL‐3‐METHYL‐5‐PYRAZOLONES BY CATALYSIS OF MOLECULAR IODINE

Min Xia and Yue‐dong Lu

Department of Chemistry, Zhejiang Sci‐Tech University, Hangzhou, China

Abstract

Synth. Commun. 2006, 36, 2401

ALTERNATIVE SYNTHESIS OF 1,2,3,4‐TETRAMETHOXY‐5‐METHYLBENZENE: A KEY INTERMEDIATE FOR PREPARING COENZYME Q HOMOLOGS AND ANALOGS

Jian Yang, LingLing Weng, and Hu Zheng

Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, ChengDu, Sichuan, China

Preparation of 1,2,3,4‐tetramethoxy‐5‐methylbenzene (1) through a new process from pyrogallol is described.

Abstract

Synth. Commun. 2006, 36, 2407

Efficient Green Procedure for the Knoevenagel Condensation under Solvent‐Free Conditions

Liangce Rong,^1,2 Xiaoyue Li,¹ Haiying Wang,¹ Daqing Shi,^1,2 Shujiang Tu,^1,2 and Qiya Zhuang,^1,2

¹Department of Chemisty, Xuzhou Normal University Xuzhou, Jiangsu, China

²Key Laboratory of Biotechnology for Medicinal Plant, Xuzhou, Jiangsu, China

Knoevenagel condensation of aromatic aldehydes with active methylene compounds under solvent‐free conditions to synthesize arylidene compounds by grinding in the presence of TEBA at room temperature has been described. This method is simple, efficient, and environmentally friendly.