Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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Dithienylethene-based rotaxanes: synthesis, characterization and properties

24 September, 2014 - 01:54

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 - 01:54

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 - 01:54

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 - 01:17

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 - 00:17

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 - 00:17

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 - 00:17

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 - 00:17

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 - 00:17

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 - 00:17

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 - 00:17

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 - 00:17

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 - 00:17

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 - 00:17

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 - 00:17

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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Influence of B-ring modifications on proton affinity, transmembrane anion transport and anti-cancer properties of synthetic prodigiosenes

18 September, 2014 - 00:17

Org. Biomol. Chem., 2014, 12,7515-7522
DOI: 10.1039/C4OB01399A, PaperEstelle Marchal, Soumya Rastogi, Alison Thompson, Jeffery T. Davis
We describe how modulating the pKa of a family of synthetic prodigiosenes, modified on their B-ring, can control the transmembrane transport of anions.
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Diastereoselective synthesis of functionalized pyrrolidines through N-bromosuccinimide-induced aziridine ring expansion cascade of cinnamylaziridine

18 September, 2014 - 00:17

Org. Biomol. Chem., 2014, 12,7482-7485
DOI: 10.1039/C4OB01384K, CommunicationJing Zhou, Ying-Yeung Yeung
An efficient aziridine ring expansion cascade of cinnamylaziridine has been developed using N-bromosuccinimide as the promoter.
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A concise synthesis of (alkynyl)(trifluoromethyl)sulfanes via a bismuth(III)-promoted reaction of trimethyl(alkynyl)silane with trifluoromethanesulfanylamide

18 September, 2014 - 00:17

Org. Biomol. Chem., 2014, 12,7629-7633
DOI: 10.1039/C4OB01451K, PaperJie Sheng, Jie Wu
A bismuth(III)-promoted reaction of trimethyl(alkynyl)silanes with trifluoromethanesulfanylamide is developed, giving rise to (alkynyl)(trifluoromethyl)sulfanes in good yields.
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A new approach to asymmetric synthesis of infectocaryone

18 September, 2014 - 00:17

Org. Biomol. Chem., 2014, 12,7603-7611
DOI: 10.1039/C4OB01162G, PaperXiubing Liu, Lingling Hu, Xiaojing Liu, Junhao Jia, Lizhen Jiang, Jiangfeng Lin, Xiaochuan Chen
A new approach to the asymmetric synthesis of infectocaryone featuring a regioselective and stereoselective Diels-Alder reaction of an isomeric dienophile mixture is developed.
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Base-promoted dehydrogenative coupling of benzene derivatives with amides or ethers

18 September, 2014 - 00:17

Org. Biomol. Chem., 2014, 12,7469-7473
DOI: 10.1039/C4OB01253D, CommunicationRyota Ueno, Eiji Shirakawa
Electronically neutral and deficient benzene derivatives are introduced into the dehydrogenative coupling as arenes that couple with amides/ethers.
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