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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 34, 2004 - Issue 3
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Abstracts

Graphical Abstracts

Pages ix-xv | Published online: 16 Aug 2006
 

Abstract

Synth. Commun. 2004, 34, 377

Synthesis of Aryloxyacetic Acids, Esters and Hydrazides Assisted by Microwave Irradiation

Hamida M. Abdel Hamid, El Sayed Ramadan, Mohamed Hagar, and El Sayed H. El Ashry*

Department of Chemistry, Faculty of Science, Alexandria University, Alexandria, Egypt

The syntheses of aryloxyacetic acids 1 and their methyl esters 2 and hydrazides 3 have been achieved efficiently in good yields by microwave irradiation.

Abstract

Synth. Commun. 2004, 34, 391

An Exceedingly Efficient and Chemoselective Esterification with Activated Alcohols Using AlCl3/NaI/CH3CN System

N. N. Karade,1,* S. G. Shirodkar,2 R. A. Potrekar,1 and H. N. Karade1

1School of Chemical Sciences, S. R. T. M. University, Nanded, India

2Netaji Subhash Chandra Bose College, Nanded, India

A combination of hard Lewis acid AlCl3 and a soft nucleophile NaI in acetonitrile has been used as an efficient system for the selective esterification reaction between aromatic carboxylic acid and alcohol.

Abstract

Synth. Commun. 2004, 34, 397

Short and Efficient Synthesis of (±)‐A‐Factor

Subhash P. Chavan,* K. Pasupathy, and K. Shivasankar

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

An efficient synthesis of (±)‐A‐factor via ring opening of electrophilic cyclopropane 2 with KOAc/AcOH, DMSO, as a key step is described.

Abstract

Synth. Commun. 2004, 34, 405

A Rapid and Efficient Synthesis of a Bifunctional β‐Silylketone, Precursor for a Solid Supported β‐Silylethanol Anchoring Group

Sonali M. Date, Prema Iyer, and Sunil K. Ghosh*

Bio‐Organic Division, Bhabha Atomic Research Centre, Mumbai, India

Abstract

Synth. Commun. 2004, 34, 421

A Facile and Efficient Synthesis of 2,2‐Bis(3′/2′‐indolyl)Ethylamines and Three Bisindolic Natural Products

Manas Chakrabarty,1,* Nandita Ghosh,1 Ramkrishna Basak,1 and Yoshihiro Harigaya2

1Department of Chemistry, Bose Institute, Kolkata, India

2School of Pharmaceutical Sciences, Kitasato University, Tokyo, Japan

A convenient synthesis of bis(indolyl)ethylamines (BIEAs) as their N‐acetyl derivatives and three bisindolic natural products has been developed using clay as catalyst.

Abstract

Synth. Commun. 2004, 34, 435

A Novel Synthesis Towards Ellipticine and its Derivatives. Synthesis of a New Precursor Compound

Y. Ergün,1, S. Patir,2 and G. Okay1,*

1Faculty of Science, Department of Chemistry, Hacettepe University, Beytepe‐Ankara, Turkey

2Faculty of Education, Department of Chemistry, Hacettepe University, Beytepe‐Ankara, Turkey

The synthesis of a new precursor compound 3, which may be important for the synthesis of ellipticine and its derivatives, was described.

Abstract

Synth. Commun. 2004, 34, 443

(Dichloroiodo)Benzene—An Easily Available Reagent for Chloro‐ and Iodoalkoxylation, Iodohydroxylation, and Iodochlorination of Alkenes

M. S. Yusubov,1,2,* R. J. Yusubova,1 V. D. Filimonov,1 and Ki‐Whan Chi3

1Department of Organic Chemistry, Tomsk Polytechnic University, Tomsk, Russia

2Department of Chemistry, Siberian State Medical University, Tomsk, Russia

3Department of Chemistry, University of Ulsan, Ulsan, Republic of Korea

(Dichloroiodo)benzene is efficient and available reagent for methoxychlorination, methoxyiodination and hydroxyiodination of alkenes and alkyne.

Abstract

Synth. Commun. 2004, 34, 451

Reaction of Arylglyoxals with Electron‐rich Benzenes and π‐Excessive Heterocycles. Facile Synthesis of Heteroaryl α‐Acyloins

Surgey P. Ivonin,* Andrey V. Lapandin, Andrey A. Anishchenko, and Vasilii G. Shtamburg

Department of Organic Chemistry, Dnepropetrovsk National University, Dnepropetrovsk, Ukraine.

Abstract

Synth. Commun. 2004, 34, 463

Iododecarboxylation Reactions of α‐Oxo Ketene Dithioacetals: the New Route to α‐Iodo Ketene Dithioacetals

Yu‐Long Zhao, Qun Liu,* Ran Sun, Qian Zhang, and Xian‐Xiu Xu

Department of Chemistry, Northeast Normal University, Changchun, P.R. China

Abstract

Synth. Commun. 2004, 34, 471

A Novel Synthetic Approach to Benzo[d]Isothiazole 1,1‐Diones Having a Secondary Alkyl Substituent at the 3‐Position

Zhaopeng Liu, Tetsuya Toyoshi, and Yoshio Takeuchi*

Faculty of Pharmaceutical Sciences, Toyama Medical and Pharmaceutical University, Sugitani, Toyuama, Japan

A novel method for the synthesis of benzo[d]isothiazole 1,1‐diones with a secondary alkyl substituent at the 3‐position is described.

Abstract

Synth. Commun. 2004, 34, 479

Synthesis of Diaryl Ketones Catalyzed by Al2O3‐ZrO2/S2O8 2− Solid Superacid

Tong‐Shou Jin,* Mi‐Na Yang, Guo‐Liang Feng, and Tong‐Shuang Li

Department of Chemistry, College of Chemistry and Environmental Science, Hebei University, Baoding, Hebei Province, P.R. China

The aroylation of aromatic compounds with benzoyl chloride or its derivatives and catalytic amounts of Al2O3‐ZrO2/S2O8 2− solid superacid affords the corresponding diaryl ketones in good to excellent yields.

Abstract

Synth. Commun. 2004, 34, 487

Ion Exchange Resin Catalyzed Condensation of Indole and Carbonyl Compounds—Synthesis of bis‐Indolylmethanes

Xin‐Liang Feng, Chuan‐Jin Guan, and Cheng‐Xue Zhao*

Department of Chemistry, Shanghai Jiaotong University, Shanghai, P.R. China

The condensation reactions of indole with some carbonyl compounds were found to be catalyzed effectively by ion exchange resins under the mild conditions.

Abstract

Synth. Commun. 2004, 34, 493

Synthesis of Novel Phosphoric Esters of Flavone and Isoflavone by Atherton–Todd Reaction

Xiaolan Chen,1 Youzhu Yu,1 Lingbo Qu,1,* Xincheng Liao,1 and Yufen Zhao1,2,*

1Department of Chemistry, Zhengzhou University, Zhengzhou, P.R. China

2The Key Laboratory for Bioorganic Phosphorus Chemistry, Department of Chemistry School of Life Sciences and Engineering, Tsinghua University, Beijing, P.R. China

Abstract

Synth. Commun. 2004, 34, 501

An Economic Approach to Chiral Thiosulfinates by Enantioselective Oxidation with Hydroperoxide

Yudao Ma,* Xiaomei Wang, Yong Wang, Yu Feng, and Yunfu Zang

Department of Chemistry and Chemical Engineering, Shandong University, Jinan, P.R. China

Some novel chiral ligands and VO(acac)2 were utilized to catalytic asymmetric oxidation of disulfides. The optically active thiosulfinates were obtained.

Abstract

Synth. Commun. 2004, 34, 509

Synthesis of 2‐Aminochromene Derivatives Catalyzed by KF/Al2O3

Xiang‐shan Wang, Da‐qing Shi,* Hui‐zhen Yu, Gao‐feng Wang, and Shu‐Jiang Tu

Department of Chemistry, Xuzhou Normal University, Xuzhou Jiangsu, China

A series of 2‐aminochromene derivatives include 2‐aminobenzo‐[h]chromene and naphtha[1,2‐b;6,5‐b′]dipyrans derivatives were synthesized from arylaldehyde, malononitrile or ethyl cyanoacetate with 1‐naphthol or 1,5‐naphthalenediol in refluxing ethyl alcohol catalyzed by KF‐Al2O3. The structure of the products was confirmed by X‐ray analysis.

Abstract

Synth. Commun. 2004, 34, 515

Synthesis of Trisaccharide of Incanoside from Caryopteris Incana

Jubiao Li and Yanguang Wang*

Department of Chemistry, Zhejiang University, Hangzhou, P.R. China

Trisaccharide phenyl 2,3,4,6‐tetra‐O‐acetyl‐β‐D‐glucopyranosyl‐(1 → 2)‐3,4‐di‐O‐benzoyl‐α‐L‐rhamnopyranosyl‐(1 → 3)‐2‐O‐acetyl‐4,6‐O‐benzylidene‐1‐thio‐β‐D‐glucopyranoside, the sugar core of incanosides from Caryopteris incana (THUNB.), was synthesized via a concise route.

Abstract

Synth. Commun. 2004, 34, 523

A Regioselective Acylation of N‐Substituted‐4‐Aminoindole. Its Application to the Synthesis of Indolactam V

Alírica I. Suáez,1 María C. Garcia,2 and Reinaldo S. Compagnone2,*

1Facultad de Farmacia, Universidad Central de Venezuela, Caracas, Venezuela

2Escuela de Quimica, Facultad de Ciencias, Universidad Central de Venezuela, Caracas, Venezuela

Optically active (−) indolactam V (1) was formally synthesized from 2,4‐dinitrotoluene, D‐serine and D‐valine.

Abstract

Synth. Commun. 2004, 34, 533

Stereoselective Addition of Pyridyl Lithium to 22‐Aldehyde Steroid. Synthesis of 22‐Piperidin‐yl‐Pregnan‐3β, 22(s)‐Diol

Gonzalo Visbal* and Alvaro Alvarez‐Aular

Laboratorio de Síntesis Orgánica y Productos Naturales, Instituto Venezolano de Investigaciones Científicas, Caracas, Venezuala

This paper describes the synthesis of two new sterols and the study of absolute configuration of 22‐hydroxy group after addition of pyridyl lithium.

Abstract

Synth. Commun. 2004, 34, 541

Chemospecific Preparation of Both Enantiomers of α‐Terpinyl Trifluoroacetate

Marcio C. S. de Mattos,* Ricardo B. Coelho, and Antonio M. Sanseverino

Instituto de Química, Departamento de Química Orgânica, Universidade Federal do Rio de Janeiro, Rio de Janeiro, Brazil

Total synthesis of (+)‐7‐hydroxy‐6,11‐cyclofarnes‐3(15)‐en‐2‐one and determination of absolute stereochemistry.

Abstract

Synth. Commun. 2004, 34, 547

A Direct Synthesis of 3,5‐Dibromo‐O‐Methyl‐L‐Tyrosine

Jeremy Stewart,1 Isamu Katsuyama,1 Hesham Fahmy,1 Frank R. Fronczek,2 and Jordan K. Zjawiony1,*

1Department of Pharmacognosy and National Center for Natural Products Research, Research Institute of Pharmaceutical Sciences, School of Pharmacy, The University of Mississippi, University, MS, USA

2Department of chemistry, Louisiana State University, Baton Rouge, LA, USA

The first example of direct dibromination of O‐methyl‐L‐tyrosine.

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