Org. and Biomol. Chem.

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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

19 April, 2014 - 11:54
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

19 April, 2014 - 11:54
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

19 April, 2014 - 11:54
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"

19 April, 2014 - 11:54
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

19 April, 2014 - 11:54
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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Studies on the stereochemical assignment of 3-acylidene 2-oxindoles

19 April, 2014 - 11:54

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

19 April, 2014 - 11:54

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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The nature of persistent conformational chirality, racemization mechanisms, and predictions in diarylether heptanoid cyclophane natural products

19 April, 2014 - 11:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C3OB42550A, PaperOmmidala Pattawong, M. Quamar Salih, Nicholas T. Rosson, Christopher M. Beaudry, Paul Ha-Yeon Cheong
Restricted rotations of chemical bonds can lead to the presence of persistent conformational chirality in molecules lacking stereocenters.
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Strategies for the construction of tetrahydropyran rings in the synthesis of natural products

19 April, 2014 - 11:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB00423J, Review ArticleNadiah Mad Nasir, Kristaps Ermanis, Paul A. Clarke
This review focuses on the methodology used for the construction of tetrahydropyran (THP) rings in the synthesis of natural products over the last seven years.
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Synthetic routes to the Neuropeptide Y Y1 receptor antagonist 1229U91 and related analogues for SAR studies and cell-based imaging

19 April, 2014 - 11:54

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

19 April, 2014 - 11:54

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 N-alkyl isatins via oxidative cyclization of N-alkyl 2-bromo(chloro)acetanilides

19 April, 2014 - 11:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB00118D, CommunicationQingwen Gui, Fenglin Dai, Jidan Liu, Peixing Chen, Zhiyong Yang, Xiang Chen, Ze Tan
N-Alkyl isatins were synthesized via oxidative cyclization of N-alkyl 2-bromo or 2-chloro acetanilides in DMSO.
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The development of catalytic nucleophilic substitution reactions: challenges, progress and future directions

19 April, 2014 - 11:54

Org. Biomol. Chem., 2014, 12,2993-3003
DOI: 10.1039/C4OB00032C, Review ArticleJie An, Ross M. Denton, Tristan H. Lambert, Eric D. Nacsa
Bimolecular nucleophilic substitution reactions of alcohols are fundamentally important transformations in organic chemistry yet, to date, they are relatively underdeveloped with respect to catalysis.
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A multicomponent approach to the synthesis of N-sulfonyl [small beta]2,3-amino esters

19 April, 2014 - 11:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C3OB42353K, PaperErwan Le Gall, Stephane Sengmany, Issa Samb, Sabrina Benakrour, Christopher Colin, Antoine Pignon, Eric Leonel
The multicomponent synthesis of [small alpha],[small beta]-disubstituted N-sulfonyl [small beta]-amino esters is described.
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Synthesis of heterocyclic-fused benzopyrans via the Pd(II)-catalyzed C-H alkenylation/C-O cyclization of flavones and coumarins

19 April, 2014 - 11:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB00180J, PaperYechan Kim, Youngtaek Moon, Dahye Kang, Sungwoo Hong
An efficient and practical method for effecting a tandem C-H alkenylation/C-O cyclization has been achieved via the C-H functionalization of flavone derivatives.
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Dual-color imaging of cytosolic and mitochondrial zinc ions in live tissues with two-photon fluorescent probes

19 April, 2014 - 11:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB00101J, PaperKailash Rathore, Chang Su Lim, Young Lee, Bong Rae Cho
We have developed TP probes for [Zn2+]cyto and [Zn2+]mito, which emit TPEF at widely-separated wavelength regions. The new probes can simultaneously detect [Zn2+]cyto and [Zn2+]mito in live cells, as well as in living tissues by dual-color TPM imaging.
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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

19 April, 2014 - 11:54

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

19 April, 2014 - 11:54

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

19 April, 2014 - 11:54

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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Synthesis and biological evaluation of dual action cyclo-RGD/SMAC mimetic conjugates targeting [small alpha]v[small beta]3/[small alpha]v[small beta]5 integrins and IAP proteins

19 April, 2014 - 11:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB00207E, PaperOpen Access Open Access Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence.M. Mingozzi, L. Manzoni, D. Arosio, A. Dal Corso, M. Manzotti, F. Innamorati, L. Pignataro, D. Lecis, D. Delia, P. Seneci, C. Gennari
Dual action cyclo-RGD/SMAC mimetic conjugates endowed with in vitro activity against anti-apoptotic IAPs and pro-angiogenetic integrins are reported.
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