Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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1,3-Halogen migration as an entry to aryl coppers from an unintuitive starting material

24 September, 2014 - 01:54

Org. Biomol. Chem., 2014, 12,7655-7658
DOI: 10.1039/C4OB01294A, PerspectiveR. J. Van Hoveln, S. C. Schmid, J. M. Schomaker
Cu-catalyzed 1,3-halogen migration provides a unique way to generate reactive aryl copper species for arene functionalizations.
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Generalized access to fluorinated [small beta]-keto amino compounds through asymmetric additions of [small alpha],[small alpha]-difluoroenolates to CF3-sulfinylimine

24 September, 2014 - 01:54

Org. Biomol. Chem., 2014, 12,7836-7843
DOI: 10.1039/C4OB01575D, PaperChen Xie, Lingmin Wu, Haibo Mei, Vadim A. Soloshonok, Jianlin Han, Yi Pan
Asymmetric reactions between CF3-containing N-imines and [small alpha],[small alpha]-difluoroenolates giving [small beta]-keto-amino compounds featuring the R-CO-CF2-CH(NH2)-CF3 moiety with high yields and diastereoselectivities were developed.
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Catalytic amide allylation of [small alpha]-ketoesters: extremely high enantioselective synthesis of ester functionalised [small alpha]-methylene-[gamma]-butyrolactones

24 September, 2014 - 01:54

Org. Biomol. Chem., 2014, 12,7686-7689
DOI: 10.1039/C4OB01508H, CommunicationMasaki Takahashi, Yusuke Murata, Masahiro Ishida, Fumitoshi Yagishita, Masami Sakamoto, Tetsuya Sengoku, Hidemi Yoda
A significant breakthrough on the novel amide allylation on the acyclic [small alpha]-ketoester systems, achieving extremely high enantioselective synthesis of ester functionalised [small alpha]-methylene-[gamma]-butyrolactones, is reported.
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The transition-metal-catalyst-free oxidative homocoupling of organomanganese reagents prepared by the insertion of magnesium into organic halides in the presence of MnCl2[middle dot]2LiCl

24 September, 2014 - 01:54

Org. Biomol. Chem., 2014, 12,7800-7809
DOI: 10.1039/C4OB01235F, PaperZhihua Peng, Na Li, Xinyang Sun, Fang Wang, Lanjian Xu, Cuiyu Jiang, Linhua Song, Zi-Feng Yan
An oxidative homocoupling of organomanganese reagents was performed in one pot without an additional transition-metal catalyst.
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An economical and environmentally friendly oxidative biaryl coupling promoted by activated MnO2

24 September, 2014 - 01:54

Org. Biomol. Chem., 2014, 12,7774-7779
DOI: 10.1039/C4OB01409J, PaperJingjing Yang, Shutao Sun, Ziyu Zeng, Hongbo Zheng, Wei Li, Hongxiang Lou, Lei Liu
A mild, economical, and environmentally friendly oxidative biaryl coupling by MnO2 was developed to deliver five- to eight-membered tricyclic products.
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Ultrasound-assisted 1,3-dipolar cycloaddition and cyclopropanation reactions for the synthesis of bis-indolizine and bis-cyclopropane derivatives

24 September, 2014 - 01:54

Org. Biomol. Chem., 2014, 12,7859-7863
DOI: 10.1039/C4OB01305K, PaperMehdi Abaszadeh, Mohammad Seifi
We report a new method for the synthesis of bis-indolizine and bis-cyclopropane derivatives under ultrasound irradiation, using a 1,3-dipolar cycloaddition reaction or a cyclopropanation reaction, respectively.
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Palladium-catalyzed one pot 2-arylquinazoline formation via hydrogen-transfer strategy

24 September, 2014 - 01:54

Org. Biomol. Chem., 2014, 12,7792-7799
DOI: 10.1039/C4OB01296H, PaperHuamin Wang, Hui Chen, Ya Chen, Guo-Jun Deng
2-Arylquinazolines were prepared from nitroarenes and benzyl alcohols or benzyl amines via a hydrogen transfer strategy.
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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 - 01:54

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 - 01:54

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 - 01:54

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 - 01:54

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 - 01:54

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 - 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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