Org. and Biomol. Chem.

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Theoretical insight into the antioxidant properties of melatonin and derivatives

26 September, 2014 - 02:17

Org. Biomol. Chem., 2014, 12,7820-7827
DOI: 10.1039/C4OB01396D, PaperJeffrey R. Johns, James A. Platts
Density functional theory calculations on melatonin, metabolites and synthetic derivatives thereof, and a range of other biological antioxidant molecules are presented, with a view to understanding the antioxidant ability of these molecules.
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The first synthesis of the antiangiogenic homoisoflavanone, cremastranone

26 September, 2014 - 02:17

Org. Biomol. Chem., 2014, 12,7673-7677
DOI: 10.1039/C4OB01604A, CommunicationBit Lee, Halesha D. Basavarajappa, Rania S. Sulaiman, Xiang Fei, Seung-Yong Seo, Timothy W. Corson
The homoisoflavanone cremastranone is synthesized for the first time and shown to block human retinal endothelial cell angiogenesis in vitro.
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Iron-catalyzed direct difunctionalization of alkenes with dioxygen and sulfinic acids: a highly efficient and green approach to [small beta]-ketosulfones

26 September, 2014 - 02:17

Org. Biomol. Chem., 2014, 12,7678-7681
DOI: 10.1039/C4OB01369G, CommunicationWei Wei, Jiangwei Wen, Daoshan Yang, Min Wu, Jinmao You, Hua Wang
A novel and efficient iron-catalyzed direct difunctionalization of alkenes with sulfinic acids and dioxygen for the synthesis of [small beta]-ketosulfones has been developed.
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Total synthesis and biological evaluation of atrop-O-benzyl-desmethylabyssomicin C

26 September, 2014 - 02:17

Org. Biomol. Chem., 2014, 12,7682-7685
DOI: 10.1039/C4OB01436G, CommunicationR. Matovic, F. Bihelovic, M. Gruden-Pavlovic, R. N. Saicic
The desmethyl analogue of abyssomicin C was synthesized. The synthetic analogue retained its antibacterial activity, whereas its cytotoxicity decreased for three orders of magnitude, as compared to the natural product.
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Synthesis and evaluation of a photoresponsive quencher for fluorescent hybridization probes

26 September, 2014 - 02:17

Org. Biomol. Chem., 2014, 12,7844-7858
DOI: 10.1039/C4OB01185F, PaperMarina Kovaliov, Chaim Wachtel, Eylon Yavin, Bilha Fischer
dUDAB modified probes are promising probes for gene quantification in real-time PCR detection and as photoswitchable devices.
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Recognition of double-stranded DNA using energetically activated duplexes with interstrand zippers of 1-, 2- or 4-pyrenyl-functionalized O2[prime or minute]-alkylated RNA monomers

26 September, 2014 - 02:17

Org. Biomol. Chem., 2014, 12,7758-7773
DOI: 10.1039/C4OB01183J, PaperOpen Access Open Access Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.Saswata Karmakar, Andreas S. Madsen, Dale C. Guenther, Bradley C. Gibbons, Patrick J. Hrdlicka
Energetically activated double-stranded probes with interstrand arrangements of intercalator-functionalized nucleotides enable recognition of mixed-sequence DNA with single nucleotide fidelity.
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Palladium-catalyzed carbonylation of halo arene-cis-dihydrodiols to the corresponding carboxylates. Access to compounds unavailable by toluene dioxygenase-mediated dihydroxylation of the corresponding benzoate esters

26 September, 2014 - 02:17

Org. Biomol. Chem., 2014, 12,7810-7819
DOI: 10.1039/C4OB01417K, PaperJordan Froese, Jason Reed Hudlicky, Tomas Hudlicky
Compounds of high synthetic value were produced in a much more efficient manner than was previously possible through fermentation.
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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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