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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 35, 2005 - Issue 22
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Abstracts

Graphical Abstracts

Pages i-vi | Published online: 22 Aug 2006
 

Abstract

ULTRASOUND‐PROMOTED MAGNESIUM‐AMMONIUM BROMIDE–MEDIATED PINACOL COUPLING OF AROMATIC ALDEHYDES AND KETONES

Ji‐Tai Li, Yan‐Xue Chen, and Tong‐Shuang Li

College of Chemistry and Environmental Science, Hebei University, Key Laboratory of Analytical Science and Technology of Hebei Province, Baoding, China

Pinacol coupling of aromatic aldehydes and ketones by Mg powder in 0.1‐M ammonium bromide aqueous solution can lead to the corresponding pinacols in 22–90% yields within 1–3 h at rt under ultrasound irradiation.

Abstract

CONVENIENT ONE‐POT SYNTHESIS OF ALKYL VINYL ETHERS FROM PHENYL 2‐HYDROXYALKYL SELENIDES

Shou‐Ri Sheng, Hai‐Rong Luo, Wu‐Kang Sun, Xiao‐Ling Liu, Qin Xin, and Qiu‐Ying Wang

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

O‐alkylation of phenyl 2‐hydroxyalkyl selenides with primary or secondary organic halides was carried out and subsequent oxidation elimination furnished vinyl ethers with good yields in a one‐pot, two‐step transformation.

Abstract

TRANSAMIDATION CATALYZED BY A RECOVERABLE AND REUSABLE POLYDMAP‐BASED HAFNIUM CHLORIDE AND MONTMORILLONITE KSF

Min Shi and Shi‐Cong Cui

State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai, China

An easily available and reusable polymer‐based hafnium chloride and montmorillonite KSF catalyst (HfCl4/KSF‐polyDMAP) can be used in transamidation under relatively mild conditions.

Abstract

TANDEM OXIDATION SEQUENCE TO PREPARE ETHYL (E)‐4,5‐DIOXO‐2‐HEXADECENOATE: A FORMAL SYNTHESIS OF PODOSCYPHIC ACID

Cecilia Devi Wilfred and Richard J. K. Taylor

Department of Chemistry, University of York, Heslington, York, UK

Tandem oxidation methodology has been utilized to prepare ethyl (E)‐4,5‐dioxo‐2‐hexadecenoate, the immediate precusor to the antiviral metabolite podoscyphic acid.

Abstract

HIGHLY REGIOSELECTIVE ONE‐POT SYNTHESIS OF 7‐HYDROXY‐6‐METHYLPHTHALIDE FROM 3‐HYDROXY‐4‐METHYLBENZYLALCOHOL

Meili Duan and Michael D. Toney

Department of Chemistry, University of California at Davis, Davis, California, USA

Abstract

MONTMORILLONITE K10 CLAY: AN EFFECTIVE SOLID CATALYST FOR ONE‐POT SYNTHESIS OF POLYHYDROQUINOLINE DERIVATIVES

Guoyong Song,1,2 Bo Wang,1,2 Xiaoyin Wu,3 Yuru Kang,1 and Liming Yang1

1State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou, China

2Graduate School of Chinese Academy of Sciences, Beijing, China

3College of Earth and Environment Sciences, Lanzhou University, Lanzhou, China

An efficient one‐pot four‐component coupling process for the synthesis of polyhydroquinoline derivatives catalyzed by montmorillonite K10 clay is described for the first time.

Abstract

A NEAT AND RAPID SYNTHESIS OF 2‐ARYLOXYMETHYLENE‐6‐ARYLIMIDAZO[2,1‐b]‐1,3,4‐THIADIAZOLE UNDER MICROWAVE IRRADIATION

Xicun Wang, Mangang Wang, Zhengjun Quan, and Zheng Li

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

A neat and rapid procedure is reported for the synthesis of a variety of 2-aryloxymethylene-6-arylimidazo[2,1-b]-1,3,4-thiadiazole (3a3r) by condensation reaction of 2-amino-5-aryloxymethylene-1,3,4-thiadiazole (1a1f) with ω-bromoacetophenone (2a2c) in ethanol solvent under microwave irradiation.

Abstract

SIMPLE AND FACILE TETRAHYDROPYRANYLATION OF ALCOHOLS BY USE OF CATALYTIC AMOUNT OF BENZYLTRIPHENYLPHOSPHONIUM TRIBROMIDE

A. R. Hajipour,1,2 S. A. Pourmousavi,1 and A. E. Ruoho2

1Pharmaceutical Research Laboratory, College of Chemistry, Isfahan University of Technology, Isfahan, Iran

2Department of Pharmacology, University of Wisconsin Medical School, Madison, Wisconsin, USA

An efficient and mild system for protection of a variety of alcohols with 3,4‐dihydro‐2H‐pyran (DHP) in the presence of catalytic amounts of benzyltriphenylphosphonium tribromide (BTPTB).

Abstract

SYNTHESIS OF NOVEL ASYMMETRICAL 1,4‐DIHYDROPYRIDINE DERIVATIVES

Adeleh Moshtaghi Zenouz, Mina Raisossadat Oskuie, and Shirin Mollazadeh

Chemistry Department, Faculty of Science, Azarbaijan University of Tarbiat Moallem, Tabriz, Iran

Abstract

SOLVENT‐FREE CONVERSION OF ALCOHOLS INTO IODIDES WITH NAI SUPPORTED ON KSF CLAY

Mahmood Tajbakhsh1, Rahman Hosseinzadeh1, Zahra Lasemi1, and Ali Rostami2

1Department of Chemistry, Mazandaran University, Babolsar, Iran 2Department of Chemistry, University of Alberta, Edmonton, Canada

NaI supported on KSF clay provides an efficient, mild, selective, and economical method for the iodination of aliphatic, allylic, and benzylic alcohols.

Abstract

(NO3)3CeBrO3: SOLVENT‐FREE OXIDATION OF ALCOHOLS AND DEPROTECTION AND OXIDATIVE DEPROTECTION OF TRIMETHYLSILYL ETHERS

Farhad Shirini,1 Majid Esm‐Hosseini,2 and Zoha Hejazi1,2

1Department of Chemistry, Guilan University, Rasht, Iran

2Department of Chemistry, Urmia University, Urmia, Iran

Trinitratocerium(IV) bromate (TNCB) can be used as an efficient reagent for oxidation of alcohols and deprotection and oxidative deprotection of trimethylsilyl ethers under solvent‐free conditions.

Abstract

SHORT SYNTHESIS OF FUNCTIONALIZED CYCLIC HOMOALLYLSILANES

Rim Ouled Saad, Taoufik Turki, and Hassen Amri

Laboratoire de Chimie Organique et Organométallique, Tunis, Tunisia

A convenient synthesis of functionalized cyclic homoallylsilanes 5 and 6 from allylic acetates 3 and 4 is reported.

Abstract

SYNTHESIS OF H‐PHOSPHINATES BY THE UV LIGHT–MEDIATED FRAGMENTATION‐RELATED PHOSPHORYLATION USING SIMPLE P‐HETEROCYCLES

H. Szelke,1 J. Kovács,2 and Gy. Keglevich2

1Research Group of the Hungarian Academy of Sciences at the Department of Organic Chemical Technology, Budapest University of Technology and Economics, Budapest, Hungary

2Department of Organic Chemical Technology, Budapest University of Technology and Economics, Budapest, Hungary

A variety of substituted five‐membered P‐heterocycles can be utilized in the title reaction to afford H‐phosphinates [YP(O)(OMe)H].

Abstract

FACILE AND CHEMOSELECTIVE REDUCTION OF CARBOXYLIC ACIDS INTO ALCOHOLS VIA SODIUM BOROHYDRIDE REDUCTION OF N‐ACYLBENZOTRIAZOLES

Kamal Nain Singh and Amarjit Kaur

Department of Chemistry, Punjab University, Chandigarh, India

Carboxylic acids are converted into corresponding alcohols by chemoselective reduction of their benzotriazole amides with sodium borohydride.

Abstract

EFFICIENT ONE‐STEP SYNTHESIS OF A KEY INTERMEDIATE FOR THE SYNTHESIS OF AZOLE ANTIFUNGALS USING THE MITSUNOBU PROTOCOL

Jitendra A. Sattigeri,1 Jasbir S. Arora,1 Ashwani K. Verma,1 Sanjay Malhotra,1 and Mohammad Salman1

1Medicinal Chemistry, New Drug Discovery Research, Ranbaxy Research Laboratory, Haryana, India

We describe herein a new simple and single‐step process for the synthesis of key intermediate 4a for the synthesis of azole antifungals using the Mitsunobu protocol.

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