Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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Synthesis of isoquinoline-1,3(2H,4H)-dione derivatives via cascade reactions of N-alkyl-N-methacryloyl benzamide with aryl aldehydes

24 September, 2014 - 02:54

Org. Biomol. Chem., 2014, 12,7690-7693
DOI: 10.1039/C4OB01442A, CommunicationWannian Zhao, Ping Xie, Min Zhang, Ben Niu, Zhaogang Bian, Charles Pittman, Aihua Zhou
A cascade reaction between N-alkyl-N-methacryloylbenzamide and aryl aldehydes was developed to generate isoquinoline-1,3(2H,4H)-dione derivatives.
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Linear synthesis of the branched pentasaccharide repeats of O-antigens from Shigella flexneri 1a and 1b demonstrating the major steric hindrance associated with type-specific glucosylation

24 September, 2014 - 02:54

Org. Biomol. Chem., 2014, 12,7728-7749
DOI: 10.1039/C4OB01200C, PaperJason M. Hargreaves, Yann Le Guen, Catherine Guerreiro, Karine Descroix, Laurence A. Mulard
Shigella flexneri serotypes 1b and 1a are Gram-negative enteroinvasive bacteria causing shigellosis in humans.
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Synthesis of a chiral building block for highly functionalized polycyclic ethers

24 September, 2014 - 02:54

Org. Biomol. Chem., 2014, 12,7750-7757
DOI: 10.1039/C4OB01439A, PaperG. Pazos, M. Perez, Z. Gandara, G. Gomez, Y. Fall
An efficient procedure for preparing enantiopure polycyclic ethers based on the furan singlet oxygen oxidation approach is reported.
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A versatile strategy for appending a single functional group to a multifunctional host through host-guest covalent-capture

24 September, 2014 - 02:54

Org. Biomol. Chem., 2014, 12,7780-7785
DOI: 10.1039/C4OB01429D, PaperJean-Noel Rebilly, Assia Hessani, Benoit Colasson, Olivia Reinaud
A novel two-step strategy allowed us to selectively monofunctionalize a molecular host (calix[6]arene) with various groups of interest (redox tag, fluorophore, chelating ligand).
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Copper-catalyzed direct alkylation of 1,3-azoles with N-tosylhydrazones bearing a ferrocenyl group: a novel method for the synthesis of ferrocenyl-based ligands

24 September, 2014 - 02:54

Org. Biomol. Chem., 2014, 12,7721-7727
DOI: 10.1039/C4OB01093K, PaperQiang Teng, Jianfeng Hu, Li Ling, Ranfeng Sun, Junyang Dong, Shufeng Chen, Hao Zhang
A new type of 1,1[prime or minute]-disubstituted ferrocenyl (N,N) bidentate ligand was synthesised via CuBr-catalyzed coupling of 1,3-azoles with ferrocenyl ketone-derived N-tosylhydrazones.
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Dithienylethene-based rotaxanes: synthesis, characterization and properties

24 September, 2014 - 02:54

Org. Biomol. Chem., 2014, 12,7712-7720
DOI: 10.1039/C4OB01213E, PaperFang Hu, Juanyun Huang, Meijiao Cao, Zhao Chen, Ying-Wei Yang, Sheng Hua Liu, Jun Yin
The photochromic materials have been widely applied in many fields.
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Photo-responsive [2]catenanes: synthesis and properties

24 September, 2014 - 02:54

Org. Biomol. Chem., 2014, 12,7702-7711
DOI: 10.1039/C4OB01120A, PaperZiyong Li, Fang Hu, Guoxing Liu, Wen Xue, Xiaoqiang Chen, Sheng Hua Liu, Jun Yin
A series of novel dithienylethene-based macrocycles containing ammonium moieties has been synthesized.
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A unifying mechanism for the rearrangement of vinyl allene oxide geometric isomers to cyclopentenones

24 September, 2014 - 02:54

Org. Biomol. Chem., 2014, 12,7694-7701
DOI: 10.1039/C4OB00562G, PaperAdan B. Gonzalez-Perez, Alexander Grechkin, Angel R. de Lera
Z-Vinyl allene oxides are predicted to rearrange with high fidelity to stereodefined cyclopentenones through intermediate cyclopropanones.
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Synthesis of tumor-associated MUC1-glycopeptides and their multivalent presentation by functionalized gold colloids

22 September, 2014 - 02:17

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01339E, PaperIsabella Tavernaro, Sebastian Hartmann, Laura Sommer, Heike Hausmann, Christian Rohner, Martin Ruehl, Anja Hoffmann-Roeder, Sabine Schlecht
The authors present the synthesis of novel MUC1-glycopeptide antigens and their multivalent presentation by gold colloids. Their biological activity was tested in a dot-blot immunoassay experiment.
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The effects of CO2 pressure and pH on the Suzuki coupling of basic nitrogen containing substrates

18 September, 2014 - 01:17

Org. Biomol. Chem., 2014, 12,7598-7602
DOI: 10.1039/C4OB01630K, PaperC. Senter, A. Rumple, W. Medina-Ramos, D. Houle, Z. Cheng, C. Gelbaum, J. Fisk, B. Holden, P. Pollet, C. A. Eckert, Charles L. Liotta
The Suzuki coupling reaction of basic nitrogen containing substrates (2-bromo- and 2-chloro-4-aminopyridine, and 2-bromo and 2-chloropyridine) with phenylboronic acid using Pd(TPP)2Cl2/K3PO4 in acetonitrile-water biphasic solvent systems under a CO2 or a N2 atmosphere is discussed.
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Fast redox-triggered shuttling motions in a copper rotaxane based on a phenanthroline-terpyridine conjugate

18 September, 2014 - 01:17

Org. Biomol. Chem., 2014, 12,7572-7580
DOI: 10.1039/C4OB01206B, PaperEugenio Coronado, Pablo Gavina, Julia Ponce, Sergio Tatay
Fast shuttling motions in solution have been observed for a Cu-complexed [2] rotaxane, whose thread contains a bidentate 1,10-phenanthroline chelating unit directly connected through its 3-position to the 5-position of a tridentate 2,2[prime or minute]:6[prime or minute],2[prime or minute][prime or minute]-terpyridine.
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Enantioselective copper catalysed C-H insertion reaction of 2-sulfonyl-2-diazoacetamides to form [gamma]-lactams

18 September, 2014 - 01:17

Org. Biomol. Chem., 2014, 12,7612-7628
DOI: 10.1039/C4OB01430H, PaperLeslie Ann Clarke, Aoife Ring, Alan Ford, Abhijeet S. Sinha, Simon E. Lawrence, Anita R. Maguire
The first enantioselective copper catalysed intramolecular C-H insertion reactions of 2-sulfonyl-2-diazoacetamides is reported.
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Nitroso Diels-Alder (NDA) reaction as an efficient tool for the functionalization of diene-containing natural products

18 September, 2014 - 01:17

Org. Biomol. Chem., 2014, 12,7445-7468
DOI: 10.1039/C4OB01033G, Review ArticleSerena Carosso, Marvin J. Miller
This review describes the use of nitroso Diels-Alder reactions for the functionalization of complex diene-containing natural products in order to generate libraries of compounds with potential biological activity.
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Recent developments in transition metal-catalysed spiroketalisation

18 September, 2014 - 01:17

Org. Biomol. Chem., 2014, 12,7423-7432
DOI: 10.1039/C4OB01325E, PerspectiveRachelle Quach, Daniel F. Chorley, Margaret A. Brimble
This perspective updates recent developments (since 2012) in the synthesis of spiroketals using transition metal catalysis.
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Thiomyristoyl peptides as cell-permeable Sirt6 inhibitors

18 September, 2014 - 01:17

Org. Biomol. Chem., 2014, 12,7498-7502
DOI: 10.1039/C4OB00860J, CommunicationBin He, Jing Hu, Xiaoyu Zhang, Hening Lin
Potent mechanism-based Sirt6 inhibitors.
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AcOH-mediated dichloroimination of indoles using chloramine-B: a facile access to 2,3-functionalized indolines

18 September, 2014 - 01:17

Org. Biomol. Chem., 2014, 12,7494-7497
DOI: 10.1039/C4OB01179A, CommunicationXiaozu Liu, Qinghong Hu, Zeli Yuan, Peijun Liu
A mild method for the efficient synthesis of 3,3-dichloro-2-sulfonyliminoindolines via AcOH-mediated dichloroimination of indoles using chloramine-B is described.
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Palladium-catalyzed ortho-acylation of 2-benzyl-1,2,3-triazoles with aldehydes

18 September, 2014 - 01:17

Org. Biomol. Chem., 2014, 12,7474-7477
DOI: 10.1039/C4OB01406E, CommunicationQingshan Tian, Ping He, Chunxiang Kuang
A palladium-catalyzed ortho-acylation of 2-benzyl-1,2,3-triazoles with aldehydes as an acyl source was developed. A wide variety of ketones containing 1,2,3-triazoles were obtained in good to excellent yields. This methodology provides a convenient access to the acylation of 2-substituted-1,2,3-triazoles.
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Preparation, anti-trypanosomal activity and localisation of a series of dipeptide-based vinyl sulfones

18 September, 2014 - 01:17

Org. Biomol. Chem., 2014, 12,7561-7571
DOI: 10.1039/C4OB01412J, PaperWilliam Doherty, Jinju James, Paul Evans, Laura Martin, Nikoletta Adler, Derek Nolan, Andrew Knox
An improved, Weinreb amide-based, synthesis of anti-trypanosomal lysine-containing vinyl sulfones is described incorporating, as a feature, diversity at the [varepsilon]-lysine amino group.
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Oxidative cleavage of benzylic C-N bonds under metal-free conditions

18 September, 2014 - 01:17

Org. Biomol. Chem., 2014, 12,7486-7488
DOI: 10.1039/C4OB01633E, CommunicationJin-Long Gong, Xinxin Qi, Duo Wei, Jian-Bo Feng, Xiao-Feng Wu
An interesting and practical metal-free strategy has been developed for the synthesis of aromatic aldehydes using various N,N-dimethylbenzylamines as starting materials.
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Efficient cobalt-catalyzed C-N cross-coupling reaction between benzamide and aryl iodide in water

18 September, 2014 - 01:17

Org. Biomol. Chem., 2014, 12,7478-7481
DOI: 10.1039/C4OB01483A, CommunicationBryan Yong-Hao Tan, Yong-Chua Teo
A practical and efficient strategy for the N-arylation of benzamide catalysed by a Co(C2O4)[middle dot]2H2O/dmeda system in water is reported. Under the optimized conditions, a wide variety of N-arylated products were obtained in good yields (up to 92%) using substituted aryl iodides.
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