Abstract
Synth. Commun. 2005, 35, 1427
Facile Synthesis of β‐Azidocyclopropanecarboxylates by MIRC Reaction
Jiangtao Su, Guofu Qiu, Shucai Liang, and Xianming Hu
College of Pharmacy, Wuhan University, Wuhan, China
Two β‐azidocyclopropanecarboxylates are readily synthesized in the lab from β‐bromoalkyliden malonates via a Michael‐initiated ring closure (MIRC) reaction in moderate yields, which are regarded as precursors of β‐aminocyclopropanecarboxylic acids. They are important building blocks in the organic synthesis.
Abstract
Synth. Commun. 2005, 35, 1435
Novel Process for Synthesis of 1,2,4‐Triazoles: Ytterbium Triflate–Catalyzed Cyclization of Hydrazonyl Chlorides with Nitriles
Weike Su, Dianwen Yang, and Jianjun Li
College of Pharmaceutical Sciences, Zhejiang University of Technology, Hangzhou, China
A series of 1,3,5‐trisubstituted 1,2,4‐triazoles were synthesized via the intermolecular cyclization of hydrazonyl chlorides with nitriles catalyzed by ytterbium triflate [Yb(OTf)3]. The amount of catalysis was discussed and Yb(OTf)3 could be reused without loss of activity.
Abstract
Synth. Commun. 2005, 35, 1441
Efficient and Catalytic Conversion of Epoxides Into 1,3‐Dioxolanes with LiBF4
F. Kazemi, A. R. Kiasat, and S. Ebrahimi
Chemistry Department, College of Science, Shahid Chamran University, Ahvaz, Iran
Lithium tetrafluoroborate catalysis gives the efficient conversion of epoxides with acetone to the corresponding 1,3‐dioxolanes in excellent isolated yields.
Abstract
Synth. Commun. 2005, 35, 1447
Efficient Microscale Preparation of Isotopically Enriched 1‐[79Br]Bromo‐2‐Fluoroethylene, [79Br]BrHC˭CHF
Alessandro Baldan1 and Augusto Tassan2
1Dipartimento di Chimica Fisica, Università Ca' Foscari di Venezia, Venezia, Italy
2Dipartimento di Processi Chimici dell'Ingegneria, Università degli Studi di Padova, Padova, Italy
A new and convenient method was found for the synthesis of Br‐isotopically enriched BrHC˭CHF.
Abstract
Synth. Commun. 2005, 35, 1455
Preparation of 1‐Arylideneamino‐ and 1‐Alkylideneamino‐3‐Phenoxypropan‐2‐ol N‐Oxides—a New Type of Nitrones
Katarzyna Da¸bkowska,1 Paulina Da¸browska,1 Jacek Drabik,2 Dorota Kopczuk,2 Jan Plenkiewicz,1 Joanna B. Strosznajder,2 Monika Wielechowska1
1Faculty of Chemistry, Warsaw University of Technology, Noakowskiego, Warsaw, Poland
2Medical Research Center, Polish Academy of Sciences, Pawinskiego, Warsaw, Poland
1‐Hydroxyamino‐3‐phenoxypropan‐2‐ol reacted with aromatic or aldehydes yield the corresponding β‐hydroxynitrones in high yields.
Abstract
Synth. Commun. 2005, 35, 1461
Convenient Synthesis and Reactivity of Ethyl 8‐Amino‐6‐Methyl‐2,3‐Dihydro‐4H‐1‐Benzopyran‐2‐Carboxylate
Marko Anderluh, Gašper Marc, and Marija Sollner Dolenc
Faculty of Pharmacy, University of Ljubljana, Aškerčeva, Ljubljana, Slovenia
We report and comprehensively described synthesis and reactivity of ethyl 8‐amino‐6‐methyl‐3,4‐dihydro‐2H‐1‐benzopyran‐2‐carboxylate. This peptidomimetic building block provides a constrained template that allows for the introduction of various functionalities in a specific spatial orientation.
Abstract
Synth. Commun. 2005, 35, 1471
Synthesis of New Active o‐Nitrophenyl Carbamates
Monika Simon,1 Carol Csunderlik,1 Livius Cotarcaˇ,2 Miron Teodor Ca˘proiu,3 Ion Neda,4 Maria Cristina Turoczi,1 and Raffaella Volpicelli2
1Politehnica University of Timişoara, Industrial Chemistry and Environmental Engineering Faculty, Timisoara, Romania
2Zambon Group SpA, Lonigo (VI), Italy
3C. D. Nenitescu Institute of Organic Chemistry, Burcharest, Romania
4InnChemTech GmbH, Braunschweig, Germany
A mild and efficient procedure for the reaction of bis(o‐nitrophenyl) carbonate with aliphatic amines has been developed.
Abstract
Synth. Commun. 2005, 35, 1481
Synthesis of 2‐Amino‐Octa‐4,7‐Dien‐1‐Ol (2): Key Intermediate for Mycothiazole Natural Product and Analogs
Graciela Mahler, Gloria Serra, and Eduardo Manta
Cátedra de Química Farmacéutica, Departamento de Química Orgánica, Facultad de Química, Udelar, Montevideo, Uruguay
Starting from L‐aminoacids, facile methods for the preparation 2‐aminocta‐4,7‐dien‐ol with different stereochemistry have been developed as key intermediates of mycothiazole and analogs.
Abstract
Synth. Commun. 2005, 35, 1493
A Facile Approach for New Dibenzo [b,f][1, 5] Diazocinones
Hernán Pessoa‐Mahana,1 Karen G. Martínez Aránguiz,1 Ramiro Araya‐Maturana1 and C. David Pessoa‐Mahana,2
1Departamento de Química Orgánica y Fisicoquímica, Facultad de Ciencias Químicas y Farmacéuticas, Universidad de Chile, Santiago 1, Chile
2Departamento de Farmacia, Pontificia Universidad Católica de Chile, Santiago 22, Chile
The preparation of new eight‐membered cycle dibenzo[b, f][1, 5]‐diazocine‐6‐(5H)‐one derivatives 11, 12 from nitro‐benzamide precursors 7, 8 is described.
Abstract
Synth. Commun. 2005, 35, 1501
Microwave‐Assisted Protection of Phenols as Tert‐Butyldimethylsilyl (TBDMS) Ethers under Solvent‐Free Conditions
Erick L. Bastos, Luiz F. M. L. Ciscato, and Wilhelm J. Baader
Instituto de Química, Universidade de São Paulo, São Paulo, Brazil
Facile method to protect several phenols in high yield and very short reaction times with tert‐butyldimethylsilyl chloride, using imidazole as catalyst, under solvent‐free conditions.
Abstract
Synth. Commun. 2005, 35, 1511
N‐Methyl,N‐(propyl‐3‐trimethoxysilyl) Aniline, an Intermediate for Anchoring Dyes on Siliceous Supports
María Comes, Luis Ángel Villaescusa, María Dolores Marcos, Ramón Martínez‐Máñez, Félix Sancenón, and Juan Soto
Centro de Investigación en Química Molecular Aplicada, Departamento de Química, Universidad Politécnica de València, Valencia, Spain
Abstract
Synth. Commun. 2005, 35, 1517
Dinitrogen Tetroxide–Impregnated Charcoal (N2O4/Charcoal): Selective Nitrosation of Amines, Amides, Ureas, and Thiols
Nasser Iranpoor, Habib Firouzabadi, and Ali Reza Pourali
Department of Chemistry, College of Sciences, Shiraz University, Shiraz, Iran
Abstract
Synth. Commun. 2005, 35, 1527
Selective Oxidation of Benzylic Alcohols and Ethers and Oxidative Cleavage of Benzylic Tetrahydropyranyl, and Trimethylsilyl Ethers to Their Carbonyl Compounds by Dinitrogen Tetroxide–Impregnated Activated Charcoal (N2O4/Charcoal)
Nasser Iranpoor, Habib Firouzabadi, and Ali Reza Pourali
Department of Chemistry, Shiraz University, Shiraz, Iran
Abstract
Synth. Commun. 2005, 35, 1535
Facile Synthetic Route to (2S,3S)‐3‐Amino‐2‐hydroxy‐4‐phenylbutyric Acid and Its Derivatives, the Key Intermediates for HIV Protease Inhibitors
Lijun Lei, Xuchang He, and Donglu Bai
Shanghai Institute of Materia Medica, Shanghai Institutes for Biological Sciences, Chinese Academy of Sciences, Shanghai, China
Using N‐phthaloyl protected L‐phenylalanine as the starting material, a facile route to (4S, 5S)‐4‐benzyl‐5‐hydroxymethyl oxazolidin‐2‐one is presented.
Abstract
Synth. Commun. 2005, 35, 1541
KBrO3/ZrClO2·8H2O: An Efficient Reagent System for the Oxidation of Alcohols
Farhad Shirini,1 Mohammad Ali Zolfigol,2 and Esmail Mollarazi1
1Department of Chemistry, Guilan University, Rasht, 41335, Iran
2Department of Chemistry, Bu‐Ali Sina University, Hamadan 65174, Iran
KBrO3 in the presence of ZrOCl2·8H2O can be used as an effective oxidizing agent for the conversion of alcohols to their corresponding carbonyl compounds. All reactions were performed under mild and completely heterogeneous conditions in good to high yields.
Abstract
Synth. Commun. 2005, 35, 1547
Synthesis and Application of 2,6‐Dicarboxy Pyridinium Fluorochromate as a New Solid‐Phase Oxidant
M. Tajbakhsh, R. Hosseinzadeh, and M. Sadatshahabi
Department of Chemistry, Mazandaran University, Babolsar, Iran
2,6‐Dicarboxypyridinium fluorochromate was easily prepared and found to be an efficient oxidant for organic substrate under solvent‐free conditions.
Abstract
Synth. Commun. 2005, 35, 1555
In Situ Alcohol Oxidation‐Protection Reactions
A. R. Kiasat, F. Kazemi, and K. Nourbakhsh
Chemistry Department, College of Science, Shahid Chamran University, Ahvaz, Iran
The one‐pot conversion of primary and secondary alcohols into phenylhydrazones and 2,4‐dintrophenylhydrazones is reported using chromium trioxide supported on silica gel and phenylhydrazines or 2,4‐dintrophenylhydrazines under solvent‐free conditions.
Abstract
Synth. Commun. 2005, 35, 1559
Unexpected Dehydrogenation Products in the Furan Series arising from Ruthenium‐Catalyzed 4‐Oxo‐1,6‐enyne Metathesis
Laurent Evanno, Bastien Nay, and Bernard Bodo
Laboratoire de Chimie et Biochimie des Substances Naturelles, UMR 5154 CNRS, Muséum National d'Histoire Naturelle, Paris, France