Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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3,6-Substituted-1,2,4,5-Tetrazines: Tuning Reaction Rates for Staged Labeling Applications

21 April, 2014 - 12:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB00280F, PaperDanzhu Wang, Weixuan Chen, Yueqin Zheng, Chaofeng Dai, Ke Wang, Bowen Ke, Binghe Wang
Cycloaddition reactions involving tetrazine have proven to be powerful bioorthogonal tools for various applications. Conceivably, sequential and selective labeling using tetrazine-based reactions can be achieved by tuning the reaction rate....
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Development and application of serine/threonine ligation for synthetic protein chemistry

21 April, 2014 - 12:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB00392F, PerspectiveHan Liu, Xuechen Li
Chemical synthesis of proteins, especially those with post-translational modifications, has offered new opportunities to study protein structure-function relationship. During the past four years, we have developed the serine/threonine ligation (STL),...
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Rh(III)-Catalyzed Regioselective Hydroarylation of Alkynes via Directed C-H Functionalization of Pyridines

21 April, 2014 - 12:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB00612G, CommunicationZhen-Chao Qian, Jun Zhou, Bo Li, Fang Hu, Bing-Feng Shi
Rh(III)-catalyzed C-3 selective alkenylation of pyridine derivatives via hydroarylation of alkynes has been developed. The reaction shows high regioselectivity, high yield and good functional group tolerance, providing a convenient strategy...
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An Intramolecular Cascade Cyclization of 2-Aryl Indoles: Efficient Methods for the Construction of 2,3-Functionalized Indolines and 3-Indolinones

21 April, 2014 - 12:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB00511B, CommunicationAK Ghosh, Zhi-Hua Chen
Efficient intramolecular N/O-nucleophilic cyclization of 2-aryl indoles has been developed to afford the corresponding 2-aza-3-oxaindolines and 3-indolinones in 80-95% yield. The methods provided convenient access to fused imidazo[1,2-c]oxazolidinone, oxazolidine, or...
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Improved selectivity of an engineered multi-product terpene synthase

21 April, 2014 - 12:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB00479E, PaperRyan Lauchli, Julia Pitzer, Rebekah Kitto, Karolina Kalbarczyk, Kersten Rabe
This is an Accepted Manuscript, which has been through the RSC Publishing peer review process and has been accepted for publication. Accepted manuscripts are published online shortly after acceptance. This version of the article will be replaced by the fully edited, formatted and proof read Advance Article as soon as this is available.
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Palladium-Catalyzed Three-Component Reaction of N-Tosylhydrazone, Norbornene and Aryl Halide

21 April, 2014 - 12:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB00590B, CommunicationFangdong Hu, Ying Xia, Zhenxing Liu, chen ma, Yan Zhang, Jianbo Wang
A palladium-catalyzed three-component reaction of N-tosylhydrazone, norbornene and aryl halide has been demonstrated. In this reaction, an intermolecular Heck-type reaction occurrs, which is followed by alkyl palladium carbene migratory insertion...
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"One-Pot" Access to Dihydrofurans via Tandem Oxidative Difunctionalization and Ring Contraction of Aminopyrans

21 April, 2014 - 12:17
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

21 April, 2014 - 12:17
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

21 April, 2014 - 12:17
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

21 April, 2014 - 12:17
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"

21 April, 2014 - 12:17
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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Five additional macrocycles that allow Na+ ion-templated threading of guest units featuring a single urea or amide functionality

21 April, 2014 - 12:17

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

21 April, 2014 - 12:17

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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A new approach towards the synthesis of pseudaminic acid analogues

21 April, 2014 - 12:17

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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The battle for the "green" polymer. Different approaches for biopolymer synthesis: bioadvantaged vs. bioreplacement

21 April, 2014 - 12:17

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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Synthesis and biological activity of novel bis-indole inhibitors of bacterial transcription initiation complex formation

21 April, 2014 - 12:17

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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Selective synthesis of (Z)-2-enynyl-2-hydroxy-imidazolidine-4,5-diones via Cu(I)-mediated multicomponent coupling of terminal alkynes, carbodiimides and oxalyl chloride

21 April, 2014 - 12:17

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB00185K, CommunicationFei Zhao, Yuexing Li, Yang Wang, Wen-Xiong Zhang, Zhenfeng Xi
(Z)-2-Enynyl-2-hydroxy-imidazolidine-4,5-diones are synthesized via Cu(I)-mediated (Z)-selective geminal coupling among two terminal alkynes, carbodiimides, and oxalyl chloride. Further transformation is explored.
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KOAc-promoted alkynylation of [small alpha]-C-H bonds of ethers with alkynyl bromides under transition-metal-free conditions

21 April, 2014 - 12:17

Org. Biomol. Chem., 2014, 12,2969-2978
DOI: 10.1039/C4OB00002A, PaperJiajun Zhang, Pinhua Li, Lei Wang
KOAc-promoted [small alpha]-position C-H activation and alkynylation of ethers with alkynyl bromides to 2-alkynyl ethers was developed under transition-metal-free conditions.
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Tailoring fluorescent strigolactones for in vivo investigations: a computational and experimental study

21 April, 2014 - 12:17

Org. Biomol. Chem., 2014, 12,2960-2968
DOI: 10.1039/C3OB42592D, PaperCristina Prandi, Giovanni Ghigo, Ernesto G. Occhiato, Dina Scarpi, Stefano Begliomini, Beatrice Lace, Gabriele Alberto, Emma Artuso, Marco Blangetti
Fluorescent strigolactones have been designed and synthesized to fit bioimaging requirements.
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A unified strategy for the synthesis of the C1-C14 fragment of marinolic acids, mupirocins, pseudomonic acids and thiomarinols: total synthesis of pseudomonic acid methyl monate C

21 April, 2014 - 12:17

Org. Biomol. Chem., 2014, 12,2950-2959
DOI: 10.1039/C4OB00025K, PaperY. Sridhar, P. Srihari
A flexible stereoselective approach to the common C1-C14 skeleton present in natural products of the pseudomonic acid family is described.
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