Org. and Biomol. Chem.

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Synthesis of 7-alkylidene-7,12-dihydroindolo[3,2-d]benzazepine-6-(5H)-ones (7-alkylidene-paullones) by N-cyclization-oxidative Heck cascade and characterization as sirtuin modulators

24 February, 2015 - 16:17

Org. Biomol. Chem., 2015, 13,2800-2810
DOI: 10.1039/C4OB02493A, PaperJ. G. Denis, G. Franci, L. Altucci, J. M. Aurrecoechea, A. R. de Lera, R. Alvarez
A palladium-induced cascade of N-cyclization and oxidative Heck reaction of o-alkynylanilines produced 7-alkylidene-indolobenzazepinones (paullones) that have sirtuin modulation activities.
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Silver catalysed decarboxylative alkylation and acylation of pyrimidines in aqueous media

24 February, 2015 - 16:17

Org. Biomol. Chem., 2015, 13,2750-2755
DOI: 10.1039/C4OB02524E, PaperWen-Peng Mai, Bin Sun, Li-Qin You, Liang-Ru Yang, Pu Mao, Jin-Wei Yuan, Yong-Mei Xiao, Ling-Bo Qu
Decarboxylative alkylation or acylation reactions of simple pyrimidines have been developed in aqueous media.
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The enantioselective construction of tetracyclic diterpene skeletons with Friedel-Crafts alkylation and palladium-catalyzed cycloalkenylation reactions

24 February, 2015 - 16:17

Org. Biomol. Chem., 2015, 13,2726-2744
DOI: 10.1039/C4OB02489C, PaperSarah J. Burke, William P. Malachowski, Sharan K. Mehta, Roselyn Appenteng
Enantioselective synthesis of natural product-like structures from a two-step extension of the Birch-Cope sequence: intramolecular Friedel-Crafts alkylation and palladium-catalyzed cycloalkenylation.
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P-stereogenic PNP pincer-Pd catalyzed intramolecular hydroamination of amino-1,3-dienes

24 February, 2015 - 16:17

Org. Biomol. Chem., 2015, 13,2694-2702
DOI: 10.1039/C4OB02402H, PaperZehua Yang, Chao Xia, Delong Liu, Yangang Liu, Masashi Sugiya, Tsuneo Imamoto, Wanbin Zhang
A new P-stereogenic PNP pincer-Pd complex was readily prepared and was used in the asymmetric intramolecular hydroamination of amino-1,3-dienes, with the desired products being obtained in good yields and with excellent regioselectivities and up to moderate enantioselectivities.
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"One-pot" synthesis of amidoxime via Pd-catalyzed cyanation and amidoximation

24 February, 2015 - 16:17

Org. Biomol. Chem., 2015, 13,2541-2545
DOI: 10.1039/C4OB02456G, CommunicationChu-Ting Yang, Jun Han, Jun Liu, Mei Gu, Yi Li, Jun Wen, Hai-Zhu Yu, Sheng Hu, Xiaolin Wang
"One-pot" synthesis of amidoxime was developed for studies on the interactions between amidoxime and uranyl.
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Highly enantioselective catalytic 1,3-dipolar cycloadditions of [small alpha]-alkyl diazoacetates: efficient synthesis of functionalized 2-pyrazolines

24 February, 2015 - 16:17

Org. Biomol. Chem., 2015, 13,2745-2749
DOI: 10.1039/C4OB02372B, PaperSung Il Lee, Ka Eun Kim, Geum-Sook Hwang, Do Hyun Ryu
Chiral oxazaborolidinium ion catalyzed 1,3-dipolar cycloaddition reaction of [small alpha]-substituted diazoacetates gives functionalized 2-pyrazolines in high to excellent enantiomeric ratios.
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Synthesis of locked cyclohexene and cyclohexane nucleic acids (LCeNA and LCNA) with modified adenosine units

24 February, 2015 - 16:17

Org. Biomol. Chem., 2015, 13,2703-2715
DOI: 10.1039/C4OB02193B, PaperMichal Sala, Milan Dejmek, Eliska Prochazkova, Hubert Hrebabecky, Jiri Rybacek, Martin Dracinsky, Pavel Novak, Sarka Rosenbergova, Jiri Fukal, Vladimir Sychrovsky, Ivan Rosenberg, Radim Nencka
We designed novel conformationally locked cyclohexene nucleic acid and studied their properties.
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Synthesis and biological studies of the thiols-triggered anticancer prodrug for a more effective cancer therapy

24 February, 2015 - 16:17

Org. Biomol. Chem., 2015, 13,2634-2639
DOI: 10.1039/C4OB02462A, PaperYuanzhen Xu, Jianjun Chen, Ya Li, Shoujiao Peng, Xueyan Gu, Meng Sun, Kun Gao, Jianguo Fang
Thiols-triggered anticancer prodrug 1 produces an active DNA alkylating agent mechlorethamine leading to DNA damage and finally cell death.
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Conformational properties of 1,4- and 1,5-substituted 1,2,3-triazole amino acids - building units for peptidic foldamers

24 February, 2015 - 16:17

Org. Biomol. Chem., 2015, 13,2776-2785
DOI: 10.1039/C4OB02359E, PaperNina Kann, Johan R. Johansson, Tamas Beke-Somfai
Conformational diversity of 1,4- and 1,5-substituted 1,2,3-triazole amino acids makes them promising building units for novel peptidic foldamers.
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A benzyl alcohol derivative of the BDPA radical for fast dissolution dynamic nuclear polarization NMR spectroscopy

24 February, 2015 - 16:17

Org. Biomol. Chem., 2015, 13,2689-2693
DOI: 10.1039/C4OB02356K, PaperJ. L. Munoz-Gomez, E. Monteagudo, V. Lloveras, T. Parella, J. Veciana, J. Vidal-Gancedo
A pyruvic acid soluble BDPA derivative, BA-BDPA, is a promising candidate as a polarizing agent for in vivo DNP.
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Halogenated boron-dipyrromethenes: synthesis, properties and applications

22 February, 2015 - 15:54

Org. Biomol. Chem., 2015, 13,2501-2517
DOI: 10.1039/C4OB02293A, Review ArticleVellanki Lakshmi, Malakalapalli Rajeswara Rao, Mangalampalli Ravikanth
Synthesis and properties of halogenated boron-dipyrromethenes and their applications in developing various BODIPY systems are described in this review.
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In tandem or alone: a remarkably selective transfer hydrogenation of alkenes catalyzed by ruthenium olefin metathesis catalysts

22 February, 2015 - 15:54

Org. Biomol. Chem., 2015, 13,2684-2688
DOI: 10.1039/C4OB02480J, PaperOpen Access Open Access Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence.Grzegorz Krzysztof Zielinski, Cezary Samojlowicz, Tomasz Wdowik, Karol Grela
A remarkably selective system for transfer hydrogenation of alkenes, composed of Grubbs' ruthenium metathesis catalyst and HCOONa/HCOOH, is presented. This system can also be formed directly after a metathesis reaction to effect hydrogenation in a single-pot.
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Photocontrol of ion permeation in lipid vesicles with amphiphilic dithienylethenes

22 February, 2015 - 15:54

Org. Biomol. Chem., 2015, 13,2652-2663
DOI: 10.1039/C4OB02382J, PaperYamuna S. Kandasamy, Jianxin Cai, Alisha Beler, M.-S. Jemeli Sang, Patrick D. Andrews, R. Scott Murphy
Asymmetrical amphiphilic dithienylethenes have been prepared and photocontrol of ion permeation was observed in lipid vesicles.
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Ligand orientation in a membrane-embedded receptor site revealed by solid-state NMR with paramagnetic relaxation enhancement

22 February, 2015 - 15:54

Org. Biomol. Chem., 2015, 13,2664-2668
DOI: 10.1039/C4OB02427C, PaperChristopher A. P. Whittaker, Simon G. Patching, Mikael Esmann, David A. Middleton
Paramagnetic relaxation-enhanced solid-state NMR reveals a ouabain analogue with an inverted orientation in the Na,K-ATPase inhibitory site.
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Direct construction of 2-alkylbenzo-1,3-azoles via C-H activation of alkanes for C-C and C-X (X = O, S) bond formation

22 February, 2015 - 15:54

Org. Biomol. Chem., 2015, 13,2606-2611
DOI: 10.1039/C4OB02488E, PaperArvind K. Yadav, Lal Dhar S. Yadav
2-Alkylated benzo(oxa)thiazoles were prepared directly from simple alkanes and aryl isocyanates/isothiocyanates in a one-pot procedure.
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Phototriggerable peptidomimetics for the inhibition of Mycobacterium tuberculosis ribonucleotide reductase by targeting protein-protein binding

22 February, 2015 - 15:54

Org. Biomol. Chem., 2015, 13,2612-2621
DOI: 10.1039/C4OB01926A, PaperChristoffer Karlsson, Magnus Blom, Miranda Johansson (nee Varedian), Anna M. Jansson, Enzo Scifo, Anders Karlen, Thavendran Govender, Adolf Gogoll
Peptidomimetic inhibitors with photomodulable affinity for the R1-R2 subunit association site were designed based on the R2-subunit C-terminal.
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Contrasting anion recognition behaviour exhibited by halogen and hydrogen bonding rotaxane hosts

22 February, 2015 - 15:54

Org. Biomol. Chem., 2015, 13,2582-2587
DOI: 10.1039/C4OB02547D, PaperStuart P. Cornes, Charles H. Davies, David Blyghton, Mark R. Sambrook, Paul D. Beer
A [2]rotaxane anion host that switches selectivity from dihydrogen phosphate to the halides upon substituting a hydrogen bond donor group for a halogen bond donor group within the axle component is described.
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Synthesis of 4-substituted oxazolo[4,5-c]quinolines by direct reaction at the C-4 position of oxazoles

22 February, 2015 - 15:54

Org. Biomol. Chem., 2015, 13,2600-2605
DOI: 10.1039/C4OB02224F, PaperMahesh Akula, Yadagiri Thigulla, Connor Davis, Mukund Jha, Anupam Bhattacharya
Cu(TFA)2 catalysed synthesis of 4-arylsubstituted oxazolo[4,5-c]quinolines/[1,8] naphthyridines has been described via a modified Pictet-Spengler method, without prefunctionalization of the unreactive 4th position of oxazoles.
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Tandem catalytic oxidative deacetylation of acetoacetic esters and heteroaromatic cyclizations

22 February, 2015 - 15:54

Org. Biomol. Chem., 2015, 13,2588-2599
DOI: 10.1039/C4OB02441A, PaperYeming Ju, Di Miao, Ruiyang Yu, Sangho Koo
Coupling of ethyl acetoacetate with MVK and with 2-nitrobenzyl bromides, Mn(III)/Co(II)-catalyzed deacetylation, and heterocyclizations provide pyrroles and indoles, respectively.
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A novel Prins cascade process for the stereoselective synthesis of oxa-bicycles

22 February, 2015 - 15:54

Org. Biomol. Chem., 2015, 13,2669-2672
DOI: 10.1039/C4OB02347A, PaperB. V. Subba Reddy, A. Venkateswarlu, B. Sridevi, Kanakaraju Marumudi, A. C. Kunwar, G. Gayatri
E- and Z-9-Methyldeca-3,8-dien-1-ols undergo smooth cyclization with aldehydes in the presence of 20 mol% AgSbF6 under extremely mild conditions to generate the corresponding oxa-bicycles in good yields with excellent selectivity.
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