Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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Cyclopropanation using flow-generated diazo compounds

24 February, 2015 - 15:17

Org. Biomol. Chem., 2015, 13,2550-2554
DOI: 10.1039/C5OB00019J, CommunicationNuria M. Roda, Duc N. Tran, Claudio Battilocchio, Ricardo Labes, Richard J. Ingham, Joel M. Hawkins, Steven V. Ley
A practical and mild protocol for the cyclopropanation of unstabilised diazo compounds is reported.
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TEMPO-mediated homocoupling of aryl Grignard reagents: mechanistic studies

24 February, 2015 - 15:17

Org. Biomol. Chem., 2015, 13,2762-2767
DOI: 10.1039/C4OB02689F, PaperSandip Murarka, Juri Mobus, Gerhard Erker, Christian Muck-Lichtenfeld, Armido Studer
The mechanism of TEMPO mediated oxidative homo-coupling of aryl Grignard reagents to biphenyls is investigated in detail by experimental and computational studies.
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Oxidative asymmetric umpolung alkylation of Evans' [small beta]-ketoimides using dialkylzinc nucleophiles

24 February, 2015 - 15:17

Org. Biomol. Chem., 2015, 13,2546-2549
DOI: 10.1039/C4OB02601B, CommunicationTom A. Targel, Jayprakash N. Kumar, O. Svetlana Shneider, Sukanta Bar, Natalia Fridman, Shimon Maximenko, Alex M. Szpilman
Umpolung alkylation of Evans' auxiliary substituted [small beta]-ketoimides affords the diastereomerically pure products in yields ranging from 40 to 80%.
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Antibodies armed with photosensitizers: from chemical synthesis to photobiological applications

24 February, 2015 - 15:17

Org. Biomol. Chem., 2015, 13,2518-2529
DOI: 10.1039/C4OB02334J, Review ArticlePatricia M. R. Pereira, Barbara Korsak, Bruno Sarmento, Rudolf J. Schneider, Rosa Fernandes, Joao P. C. Tome
Targeting photosensitizers to cancer cells by conjugating them with specific antibodies, able to recognize and bind to tumor-associated antigens, is today one of the most attractive strategies in photodynamic therapy (PDT).
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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 - 15:17

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 - 15:17

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 - 15:17

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 - 15:17

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 - 15:17

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 - 15:17

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 - 15:17

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 - 15:17

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 - 15:17

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 - 15:17

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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Bichromophoric dyes for wavelength shifting of dye-protein fluoromodules

22 February, 2015 - 14:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB02522A, PaperHa H. Pham, Christopher Szent-Gyorgyi, Wendy L. Brotherton, Brigitte F. Schmidt, Kimberly J. Zanotti, Alan S. Waggoner, Bruce A. Armitage
Dye-protein fluoromodules consist of fluorogenic dyes and single chain antibody fragments that form brightly fluorescent noncovalent complexes.
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A novel 2-cyanobenzothiazole-based 18F prosthetic group for conjugation to 1,2-aminothiol-bearing targeting vectors

22 February, 2015 - 14:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB02637C, PaperJames A. H. Inkster, Didier J. Colin, Yann Seimbille
[18F]FPyPEGCBT is a new 18F labelling agent which contains a 2-substituted pyridine for incorporation of [18F]F- and a 2-cyanobenzothiazole moiety for chemo-selective conjugation to 1,2-aminothiol-bearing biomolecules.
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A Benzotriazole-Mediated Route to Protected Marine-Derived Hetero-2,5-Diketopiperazines Containing Proline[dagger]

22 February, 2015 - 14:54
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB00023H, CommunicationOlivier Nsengiyumva, Sadra Hamedzadeh, James McDaniel, Jocelyn Macho, Grant Simpson, Siva S Panda, Khanh Ha, Iryna Lebedyeva, Hassan M. Faidallah, Manal Metgen AL-Mohammadi, Charles Dennis Hall, Alan R Katritzky
A procedure for the cyclization of dipeptidoyl benzotriazolides containing proline derivatives promoted by triethylamine under MW activation is introduced. The reaction is general for a variety of dipeptidoyl benzotriazolides and...
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A room-temperature protocol to access isoquinolines through Ag(I) catalysed annulation of o-(1-alkynyl)arylaldehydes and ketones with NH4OAc: elaboration to berberine and palmatine

22 February, 2015 - 14:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB02641A, PaperVirsinha Reddy, Abhijeet S. Jadhav, Ramasamy Vijaya Anand
A silver catalysed protocol for the synthesis of a wide range of isoquinolines from o-(1-alkynyl)arylaldehydes has been developed under mild conditions and elaborated to the synthesis of berberine and palmatine.
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An efficient approach to gem-difluorocyclopropylstannanes via highly regio- and stereoselective hydrostannylation of gem-difluorocyclopropenes and their unique ring-opening reaction to afford [small beta]-fluoroallylic alcohols

22 February, 2015 - 14:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00046G, PaperT. Nihei, T. Hoshino, T. Konno
gem-Difluorocyclopropylstannanes, prepared via the hydrostannylation of gem-difluorocyclopropenes, were treated with MeLi and then quenching agents, to give (Z)-[small beta]-fluoroallyllic alcohols, ethers, esters, and amides.
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Organocatalytic enantioselective Friedel-Crafts reaction: an efficient access to chiral isoindolo-[small beta]-carboline derivatives

22 February, 2015 - 14:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00175G, CommunicationFang Fang, Genghong Hua, Feng Shi, Pengfei Li
An organocatalytic asymmetric Friedel-Crafts reaction between indole and indole-derived hydroxylactams has been realized to furnish isoindolo-[small beta]-carbolines in good to excellent yields (up to >99%) and generally high enantioselectivities (up to >99% ee).
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