Royal Society of Chemistry

"One-Pot" Access to Dihydrofurans via Tandem Oxidative Difunctionalization and Ring Contraction of Aminopyrans

Org. and Biomol. Chem. - 15 April, 2014 - 10:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB00324A, PaperManjula Alla, Santosh Reddy Mandha, Jagadeesh Babu Nanubolu
An operationally simple and efficient protocol for the construction of dihydrofuran derivatives has been accomplished via a sequential addition of N-chlorosuccinimide and a base to 2-amino-4H-pyran derivatives in alcohol medium....
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Palladium Mediated Intramolecular Multiple C-X/C-H Cross Coupling & C-H Activation: Synthesis of Carbazole Alkaloids Calothrixin B & Murrayaquinone A

Org. and Biomol. Chem. - 15 April, 2014 - 10:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB00493K, Papersyam kumar U.K, A K Srinivasan, Shyamapada Banarjee
A straightforward palladium mediated synthesis of calothrixin B and murrayaquinone A are described. Regioselective palladium mediated intramolecular multiple C-X/C-H cross coupling reaction on N-(4-((2-bromophenyl)amino)-2,5-dimethoxybenzyl)-N-(2-iodophenyl)acetamide followed by CAN oxidation afforded calothrixin...
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Friedel-Crafts alkylation mechanism using aminoindanol derived thiourea catalyst

Org. and Biomol. Chem. - 15 April, 2014 - 10:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB00348A, PaperRaquel P. Herrera, David Roca-Lopez, Eugenia Marques-Lopez, Ana Alcaine, Pedro Merino
Computational calculations based on experimental results shed light on the mechanistic proposal made for the Friedel-Crafts alkylation reaction between indole and nitroalkenes catalysed by chiral aminoindanol-derived thiourea. In our hypothesis...
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Synthesis, Physicochemical Properties and Antimicrobial Activity of Mono-/Dinitroxyl Amides

Org. and Biomol. Chem. - 15 April, 2014 - 10:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB00302K, PaperMiroslav Kavala, Vlasta Brezova, Lubomir Svorc, Zuzana Vihonska, Petra Olejnikova, Jan Moncol, Jozef Kozisek, Peter Herich, Peter Szolcsanyi
A two comparative sets of mono-/dinitroxyl amides were designed and prepared. The novel TEMPO and/or PROXYL derivatives were fully characterised and their spin, redox and antimicrobial properties were determined. Cyclic...
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Proline N-oxides: Modulators of the 3D Conformation of Linear Peptides through "NO-turns"

Org. and Biomol. Chem. - 15 April, 2014 - 10:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB00433G, PaperThavendran Govender, Gert Kruger, Per I Arvidsson, Fernando Albericio, Glenn E.M. Maguire, Bahareh Honarparvar, Majid Darestani Farahani
Small peptides are essential mediators of numerous physiological processes. Consequently, there is a huge interest in the de-novo design of peptides with a predictable folding and related biological activity. In...
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Cyclodextrin Ion Channels

Org. and Biomol. Chem. - 15 April, 2014 - 10:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB00480A, PaperOpen Access Open Access Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.Jonathan Ka Wang Chui, T M Fyles
Seventeen derivatives of alpha- and beta-cyclodextrins were prepared from the cyclodextrin per-6-azide by "click" cyclization with terminal alkynes. Sixteen of these "half-channel" compounds showed significant activity as ion channels in...
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Acetal initiated Prins bicyclization for the synthesis of furo[3,4-c]furan lignans and pyrano[3,4-c]pyran derivatives

Org. and Biomol. Chem. - 15 April, 2014 - 10:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB00305E, PaperVenkata Subba Reddy Basireddy, Ramana Reddy M, Sridhar Balasubramanian, Kiran Kumar Singarapu
An acetal initiated Prins bicyclization approach has been developed for the stereoselective synthesis of furo[3,4-c]furan lignan analogues. It also provides a direct access to produce a new series of pyrano[3,4-c]pyran...
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The base discriminating potential of pyrrolidinyl PNA demonstrated by magnetic FexOy particles

Org. and Biomol. Chem. - 15 April, 2014 - 10:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB00487F, CommunicationClaudua Stubinitzky, Tirayut Vilaivan, Hans-Achim Wagenknecht
Pyrrolidinyl PNA was immobilized on FexOy magnetic particles and was able to capture and thereby discriminate single base alterations in DNA counterstrands better than DNA. The selectivities of matched vs....
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Studies on the stereochemical assignment of 3-acylidene 2-oxindoles

Org. and Biomol. Chem. - 15 April, 2014 - 10:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB00496E, PaperSteven J. Edeson, Julong Jiang, Stephen Swanson, Panayiotis A. Procopiou, Harry Adams, Anthony J. H. M. Meijer, Joseph P. A. Harrity
UV-Vis spectroscopy offers a convenient and reliable method for alkene stereochemical assignment of 3-acylidene 2-oxindoles.
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Cyclisation reactions of N-cinnamoyl-9-aminoanthracenes

Org. and Biomol. Chem. - 15 April, 2014 - 10:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB00411F, PaperFrank D. King, Abil Aliev, Stephen Caddick, Derek Tocher
N-Cinnamoyl-9-aminoanthracenes cyclise with PPA or triflic acid to form novel 2-azahexacyclo[10.6.6.01,5.06,11.013,18.019,24]tetracosa-6(11),7,9,13,15,17,19(24),20,22-nonaen-3-ones.
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Synthetic routes to the Neuropeptide Y Y1 receptor antagonist 1229U91 and related analogues for SAR studies and cell-based imaging

Org. and Biomol. Chem. - 15 April, 2014 - 10:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB00176A, PaperSimon J. Mountford, Mengjie Liu, Lei Zhang, Marleen Groenen, Herbert Herzog, Nicholas D. Holliday, Philip E. Thompson
The potent Y1 receptor antagonist, 1229U91 has an unusual cyclic dimer structure. We have developed three new routes to the synthesis of analogues. Such variants, including fluorescent conjugates, show potent Y1 antagonism.
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Five additional macrocycles that allow Na+ ion-templated threading of guest units featuring a single urea or amide functionality

Org. and Biomol. Chem. - 15 April, 2014 - 10:54

Org. Biomol. Chem., 2014, 12,2907-2917
DOI: 10.1039/C3OB42418A, PaperYou-Han Lin, Chien-Chen Lai, Sheng-Hsien Chiu
Five analogues of the macrocycle BPX26C6 are also capable of recognizing single urea and/or amide functionalities in the presence of templating Na+ ions.
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Synthesis of o-chlorophenols via an unexpected nucleophilic chlorination of quinone monoketals mediated by N,N[prime or minute]-dimethylhydrazine dihydrochloride

Org. and Biomol. Chem. - 15 April, 2014 - 10:54

Org. Biomol. Chem., 2014, 12,2854-2858
DOI: 10.1039/C4OB00391H, CommunicationZhiwei Yin, Jinzhu Zhang, Jing Wu, Riana Green, Sihan Li, Shengping Zheng
Synthesis of o-chlorophenols via an unexpected nucleophilic chlorination of quinone monoketals mediated by N,N[prime or minute]-dimethylhydrazine dihydrochloride has been demonstrated.
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Asymmetric organocatalytic synthesis of 4,6-bis(1H-indole-3-yl)-piperidine-2 carboxylates

Org. and Biomol. Chem. - 15 April, 2014 - 10:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB00234B, PaperSabilla Zhong, Martin Nieger, Angela Bihlmeier, Min Shi, Stefan Brase
An asymmetric synthesis of novel bisindole-piperidine-amino acid hybrids is reported, leading to products with good yields and excellent ees.
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A new approach towards the synthesis of pseudaminic acid analogues

Org. and Biomol. Chem. - 15 April, 2014 - 10:54

Org. Biomol. Chem., 2014, 12,2918-2925
DOI: 10.1039/C3OB42491J, PaperMatthew Zunk, James Williams, James Carter, Milton J. Kiefel
This paper describes a novel and efficient approach to the synthesis of pseudaminic acid analogues starting from N-acetylneuraminic acid.
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Effective catalysis of imine metathesis by means of fast transiminations between aromatic-aromatic or aromatic-aliphatic amines

Org. and Biomol. Chem. - 15 April, 2014 - 10:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB00107A, PaperMaria Ciaccia, Silvia Pilati, Roberta Cacciapaglia, Luigi Mandolini, Stefano Di Stefano
Transiminations involving aromatic or aliphatic amines were found to be fast enough to be effectively employed in the catalysis of imine metathesis.
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The battle for the "green" polymer. Different approaches for biopolymer synthesis: bioadvantaged vs. bioreplacement

Org. and Biomol. Chem. - 15 April, 2014 - 10:54

Org. Biomol. Chem., 2014, 12,2834-2849
DOI: 10.1039/C3OB42339E, Review ArticleNacu Hernandez, R. Christopher Williams, Eric W. Cochran
In this perspective we compare and contrast two distinct approaches to the economical realization of biomaterials.
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Palladium-catalyzed regioselective azidation of allylic C-H bonds under atmospheric pressure of dioxygen

Org. and Biomol. Chem. - 15 April, 2014 - 10:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB00442F, CommunicationHuoji Chen, Wanfei Yang, Wanqing Wu, Huanfeng Jiang
A palladium-catalyzed allylic azidation of alkenes with sodium azide under atmospheric pressure of dioxygen was developed.
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Nucleophilic addition to N-alkoxyamides

Org. and Biomol. Chem. - 15 April, 2014 - 10:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB00389F, PerspectiveTakaaki Sato, Noritaka Chida
Amide-selective nucleophilic addition using N-alkoxyamides minimized extra protecting group manipulations and redox reactions, resulting in the concise total synthesis of gephyrotoxin.
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Synthesis and biological activity of novel bis-indole inhibitors of bacterial transcription initiation complex formation

Org. and Biomol. Chem. - 15 April, 2014 - 10:54

Org. Biomol. Chem., 2014, 12,2882-2894
DOI: 10.1039/C4OB00460D, PaperMarcin Mielczarek, Ruth V. Devakaram, Cong Ma, Xiao Yang, Hakan Kandemir, Bambang Purwono, David StC. Black, Renate Griffith, Peter J. Lewis, Naresh Kumar
The synthesis of novel bis-indole amides and glyoxylamides as bacterial transcription complex formation inhibitors and their structure-activity relationships are discussed.
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