Graphical Abstracts

Abstract

Synth. Commun. 2003, 33, 3843

Unexpected ipso-Substitutions at the β-Carboline Nucleus

Oliver Kast and Franz Bracher*

Department Pharmazie, Zentrum für Pharmaforschung, Ludwig-Maximilians-Universität, Munich, Germany

Minisci-type radical carbamoylation of 1-bromo-β-carboline (1) gives the 3-substituted product in low yield, whereas 1-acetyl-β-carboline (3a) reacts under ipso-substitution of the acetyl group. Cyanations of the N-oxides of 1 and 3a occur under clean ipso-substitution of the groups in 1-position. 1-Methyl derivatives show no tendency to react under ipso-substitution.

Abstract

Synth. Commun. 2003, 33, 3851

Iodoform, a New Reagent in the Todd-Atherton Reaction

Grażyna Mielniczak and Andrzej Łopusiński*

Centre of Molecular and Macromolecular Studies, Polish Academy of Sciences, Łódź, Poland

An innovative and convenient application of the iodoform (1) as the reagent in the synthesis of phosphoramidates via Todd-Atherton reaction is described. The full stereoselectivity of this transformation using a 4-methyl-1,3,2-dioxaphosphinane model system was demonstrated.

Abstract

Synth. Commun. 2003, 33, 3861

Novel Method for the Synthesis of 1,2,4-Triazoles and 1,2,4-Triazol-3-ones

Hanen Chouaieb, Mongi Ben Mosbah, Mohamed Kossentini, and Mansour Salem*

Laboratoire de Chimie Appliquée : Hétérocycles, Corps Gras et Polymères Faculté des Sciences de Sfax, Sfax, Tunisia

Synthesis of tosylated 1,2,4-triazoles 2 and 1,2,4-triazol-3-ones 3 by condensation of N ¹-tosylamidrazones 1 with acethychloride and ethyl chloroformate respectively.

Abstract

Synth. Commun. 2003, 33, 3869

A Simple and convenient multigram scale synthesis of hydroxyphenstatin: potential cancer cell growth inhibitor

Pedamallu Radha*

A. V. Rama Rao Research Foundation, Habshiguda, Hyderabad, India

The synthesis of Hydroxyphenstatin (2,3-dihydroxy-3′4′,5′4′-tetramethoxy-benzophenone) has been achieved by condensing 3,4,5-trimethoxybenzoic acid with pyrogallol and subsequent selective methylation.

Abstract

Synth. Commun. 2003, 33, 3875

Methyltrioxorhenium Catalyzed Oxidative Cleavage of α-Hydroxycarbonyl Compounds to Carboxylic Acids with Hydrogen Peroxide

Suman L. Jain, Vishal B. Sharma, and Bir Sain*

Chemical and Biosciences Division, Indian Institute of Petroleum, Dehradun, India

Methyltrioxorhenium catalyzed oxidative cleavage of a variety of α-hydroxycarbonyl compounds with hydrogen peroxide selectively yielded corresponding carboxylic acids in excellent yields.

Abstract

Synth. Commun. 2003, 33, 3879

Studies on Reactivity of BisolEfinic Diketo Sulfides/Sulfones. II

V. Padmavathi,* M. Rajagopala Sarma, T. V. Ramana Reddy, and D. Bhaskar Reddy

Department of Chemistry, Sri Venkateswara University, Tirupati, India

Different novel bispyrazolines were prepared from bis(1-aryl-2-propen-1-one) sulfide/sulfone (1/2) with diazomethane and hydrazine hydrate.

Abstract

Synth. Commun. 2003, 33, 3891

TiCl₄, Dioxane—A Facile and Efficient System for De- O -Benzylation, De- O -Allylation, and De- O -Xylylation of Phenolic Ethers

Perumal Rajakumar* and Venghatraghavan Murali

Department of Organic Chemistry, University of Madras, Guindy Campus, Chennai, India

Abstract

Synth. Commun. 2003, 33, 3897

Selective and Practical Synthesis of Penciclovir

Tatsushi Toyokuni,* Joseph C. Walsh, Mohammad Namavari, Shirin S. Shinde, Jennifer R. Moore, Jorge R. Barrio, and Nagichettiar Satyamurthy

Crump Institute for Molecular Imaging, Department of Molecular and Medical Pharmacology, David Geffen School of Medicine at UCLA, Los Angeles, California, USA

Abstract

Synth. Commun. 2003, 33, 3907

Direct Conversion of Trimethylsilyl and Tetrahydropyranyl Ethers into Esters with Acid Chlorides in the Presence of Montmorillonite K-10

Barahman Movassagh* and Kobra Atrak

Department of Chemistry, K. N. Toosi University of Technology, Tehran, Iran

A simple method is described for an efficient conversion of variety of trimethylsilyl and tetrahydropyranyl ethers into their corresponding esters with acid chlorides in the presence of montmorillonite K-10.

Abstract

Synth. Commun. 2003, 33, 3913

Synthesis and StrUcture Determinaiton of (2 S , 2′ S )-3-Phenyl-2-(pyrrolidin-2′-yl)propionic Acid

Jin Jing Yi, Ming Hua Zheng, and Guan Rong Tian*

Department of Chemistry, Yan Bian University, Yan Ji City, Ji Lin, China

Abstract

Synth. Commun. 2003, 33, 3919

Synthesis and Characterization of β-Diketonato Titanium Derivatives of Polyoxometalates

Jianghua He, Jianxin Li, Xiaohong Wang, and Jingfu Liu*

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

Novel β-diketonato titanium derivatives of mono-lacunary Keggin and Dawson type polyoxotungstates with heteroatom P have been prepared and characterized by elementary analysis, IR, ¹H NMR and ¹⁸³W NMR spectrometry. The results show that the complexes still retain the Keggin and Dawson structure, respectively.

Abstract

Synth. Commun. 2003, 33, 3929

Solvent-Free Tetrahydropyranylation of Alcohols with sulfamic Acid as Reusable Catalyst

Bo Wang, Li-Ming Yang,* and Ji-Shuan Suo

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

Tetrahydropyranylation of various alcohols with 3,4-dihydro-2H-pyran have been investigated using H₂NSO₃H as a cost-effective catalyst under mild and solvent-free conditions.

Abstract

Synth. Commun. 2003, 33, 3935

Synthesis of Novel Chalcone Analogues of Ferrocene Biarenes

Qing-Bao Song,^1,* Xiao-Nian Li,¹ Tian-Hua Shen,¹ Shang-Dong Yang,² Gen-Rong Qiang,¹ Xiao-Li Wu,² and Yong-Xiang Ma^2,*

¹College of Chemical Engineering, Zhejiang Key Laboratory of Heterogeneous Catalysis, Zhejiang University of Technology, Hangzhou, P.R. China; ²National Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou, P.R. China

The chalcones 5 and 9 were synthesized via Suzuki cross-coupling reaction of bromoarene with arylboronic acid.

Abstract

Synth. Commun. 2003, 33, 3943

A Novel Efficient Synthesis of α-Keto Triflates

Jong Chan Lee* and Yong Chan Lee

Department of Chemistry, Chung-Ang University, Seoul, Korea

A new efficient method for the conversion of ketones to α-keto triflates is described.

Abstract

Synth. Commun. 2003, 33, 3947

The Oxidation of 3-Aryl-1-Propenes by Oxidative System of RuCl₃-NaIo₄-Phase Transfer Catalyst

Yoshifumi Yuasa,^1,* Shiroshi Shibuya,² and Yoko Yuasa²

¹Technical Engineering Department, Fine Chemical Division, Takasago International Corporation, Hiratsuka, Kanagawa, Japan; ²School of Pharmacy, Tokyo University of Pharmacy and Life Science, Hachioji, Tokyo, Japan

Abstract

Synth. Commun. 2003, 33, 3953

Preparation of Resin-Bound Bismethylene Cyclic Malonic Acid Ester and Facile Solid-Phase Synthesis of 2-Alkylthio-4(1 H )-Quinolone and 2-Alkyl-4(1 H )-Quinolone

Jing Tang¹ and Xian Huang^1,2,*

¹Department of Chemistry, Zhejiang University, Campus Xixi, Hangzhou, P.R. China; ²Laboratory of Organometallic Chemistry, Chinese Academy of Sciences, Shanghai, P.R. China

Abstract

Synth. Commun. 2003, 33, 3961

A Mild and Efficient Oxidation of Alcohols to Ketones with Iodosobenzene/(Salen) Manganese Complex

Sung Soo Kim* and Galina Borisova

Department of Chemistry and Center for Chemical Dynamics, Inha University, Incheon, South Korea

Abstract

Synth. Commun. 2003, 33, 3969

First Synthesis of Some New 1-Aryl-4-Ethoxycarbonyl-5-DimethylaminomethyleneamiNo-1,2,3-triazole Under Vilsmeier Conditions

Mindong Chen,^1,* Youfei Zheng,¹ Guizhi Gao,¹ Shuxian Fan,¹ and Shijie Lu²

¹Department of Environmental Science, Nanjing Institute of Meteorology, Nanjing, P.R. China; ²State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou, P.R. China

Abstract

Synth. Commun. 2003, 33, 3977

A Novel Catechol Compound, an Unusual Side Reaction Product of a β-Ketoester with Pyruvic Aldehyde and Its Inhibition by Sodium Dithionite

Takeaki Kato,² Masao Mochizuki, Shigeru Okano,^‡ and Noritada Matsuo^1,*

¹Agricultural Chemicals Research Laboratory, Sumitomo Chemical Co., Ltd., Takarazuka, Hyogo, Japan; ²Matsugaki Chemical Industries Co. Ltd., Kita-ku, Osaka, Japan

The structure of an usual catechol byproduct in the aldol condensation of the salt of 3-oxo-6-heptenoate and pyruvic aldehyde, and the discovery of an additive to inhibit its formation are described.

Abstract

Synth. Commun. 2003, 33, 3983

High-Throughput Synthesis of Alkylbenzophenones with Indium Triflate in the Absence of Solvents Using Microwave

Hideko Koshima* and Masashi Kubota

Department of Applied Chemistry, Faculty of Engineering, Ehime University, Matsuyama, Japan

Solvent-free Friedel-Crafts acylation catalyzed with indium triflate by microwave heating is reported.

Abstract

Synth. Commun. 2003, 33, 3989

Synthesis of Polysubstituted Pyrimidines from Ketene Dithioacetals Using KF/Al₂O₃ Catalyst

Shen-Yi Yu* and Ya-Xian Cai

The Key Laboratory of Science and Technology of Controllable Chemical Reactions, Ministry of Education, Beijing University of Chemical Technology, Beijing, P.R.China

Abstract

Synth. Commun. 2003, 33, 3997

A Simple Preparation of DiArylmethanes by Oxidative Friedel-Crafts Reaction of Methyl-Substituted Benzenes with o -Chloranil

Tomoshige Kobayashi* and Sheikh Maksudur Rahman

Department of Chemistry, Faculty of Science, Shinshu University, Matsumoto, Japan

Oxidative Friedel-Crafts reaction of methyl-substituted benzenes with o-chloranil provided substituted diphenylmethanes.