Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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A highly diastereoselective Friedel-Crafts reaction of indoles with isatin-derived N-sulfinyl ketimines towards the efficient synthesis of chiral tetrasubstituted 3-indolyl-3-aminooxindoles

16 February, 2015 - 13:17

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00063G, PaperJian-Ping Chen, Wen-Wen Chen, Yi Li, Ming-Hua Xu
A Lewis acid promoted highly diastereoselective asymmetric Friedel-Crafts alkylation of indoles with isatin-derived N-tert-butanesulfinyl ketimines is described.
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The first water-soluble bowl complex: molecular recognition of acetate by the biomimetic tris(imidazole) Zn(II) system at pH 7.4

16 February, 2015 - 13:17

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB02514H, CommunicationStephanie Rat, Jerome Gout, Olivia Bistri, Olivia Reinaud
The bowl-shaped cavity-ligand based on resorcinarene has been successfully transposed into a water-soluble version that readily binds Zn(II) and acetate at physiological pH.
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Exploration of the active site of [small beta]4GalT7: modifications of the aglycon of aromatic xylosides

16 February, 2015 - 13:17

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB02632B, PaperOpen Access Open Access Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence.Anna Siegbahn, Karin Thorsheim, Jonas Stahle, Sophie Manner, Christoffer Hamark, Andrea Persson, Emil Tykesson, Katrin Mani, Gunilla Westergren-Thorsson, Goran Widmalm, Ulf Ellervik
[small beta]4GalT7 is an essential enzyme in the biosynthesis of glycosaminoglycans. Modifications at the anomeric center of aromatic xylosides change the galactosylation efficiency significantly.
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Synthesis of (Z)-(arylamino)-pyrazolyl/isoxazolyl-2-propenones as tubulin targeting anticancer agents and apoptotic inducers

16 February, 2015 - 13:17

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB02449D, PaperAhmed Kamal, Vangala Santhosh Reddy, Anver Basha Shaik, G. Bharath Kumar, M. V. P. S. Vishnuvardhan, Sowjanya Polepalli, Nishant Jain
A new class of pyrazole conjugates were synthesized and evaluated for their antiproliferative activity in human cancer cell lines: 9a, 9b and 9f significantly inhibited cell growth as well as tubulin polymerization.
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Fluorination of 2-substituted benzo[b]furans with Selectfluor[trade mark sign]

16 February, 2015 - 13:17

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB02691H, CommunicationMingliang Wang, Xixi Liu, Lu Zhou, Jidong Zhu, Xun Sun
An efficient protocol was developed to access 3-fluoro-2-hydroxy-2-substituted benzo[b]furans with Selectfluor[trade mark sign] as the fluorinating reagent in MeCN and water. By utilizing SOCl2/Py as the dehydrating agent, the compounds above were readily converted to 3-fluorinated, 2-substituted benzo[b]furans in high yields.
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Three-component synthesis of fluorinated pyrazoles from fluoroalkylamines, NaNO2 and electron-deficient alkynes

16 February, 2015 - 13:17

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB02670E, PaperPavel K. Mykhailiuk
Three-component synthesis of fluorinated pyrazoles.
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3-Nitro-2-pyridinesulfenyl-mediated solid-phase disulfide ligation in the synthesis of disulfide bond-containing cyclic peptides

16 February, 2015 - 13:17

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00030K, CommunicationAkihiro Taguchi, Kentarou Fukumoto, Yuya Asahina, Akihiro Kajiyama, Shunsuke Shimura, Keisuke Hamada, Kentaro Takayama, Fumika Yakushiji, Hironobu Hojo, Yoshio Hayashi
A new solid-phase disulfide ligation method is developed to prepare a disulfide peptide from two types of Cys-containing peptide fragments with minimum purification steps.
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A new method for the synthesis of difluoromethyl enol ethers by O-difluoromethylation of 1,3-diones with ClCF2CO2Et

16 February, 2015 - 13:17

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00020C, PaperXiaoxi Lin, Zhiqiang Weng
A simple method for the synthesis of difluoromethyl enol ethers via O-difluoromethylation of 1,3-diones using inexpensive and commercially available ClCF2CO2Et was developed.
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Polyphosphate-containing bisubstrate analogues as inhibitors of a bacterial cell wall thymidylyltransferase

16 February, 2015 - 13:17

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB02583K, PaperDeborah A. Smithen, Stephanie M. Forget, Nicole E. McCormick, Raymond T. Syvitski, David L. Jakeman
The first synthesis and evaluation of bisubstrate analogues with a thymidylyltransferase is reported. WaterLOGSY NMR and kinetic analyses provide insight into bisubstrate analogue binding.
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Synthesis and assessment of 4-aminotetrahydroquinazoline derivatives as tick-borne encephalitis virus reproduction inhibitors

16 February, 2015 - 13:17

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB02649G, PaperKseniya N. Sedenkova, Evgenia V. Dueva, Elena B. Averina, Yuri K. Grishin, Dmitry I. Osolodkin, Liubov I. Kozlovskaya, Vladimir A. Palyulin, Evgenii N. Savelyev, Boris S. Orlinson, Ivan A. Novakov, Gennady M. Butov, Tamara S. Kuznetsova, Galina G. Karganova, Nikolay S. Zefirov
A versatile synthesis of 4-aminopyrimidine N-oxides is developed and applied to obtain anti-TBEV agents.
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Kinetics of reactions at an interface: functionalisation of silicate glass with porphyrins via covalent bonds

16 February, 2015 - 13:17

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB02053G, PaperTakahiro Fujimoto, Nao Furuta, Tadashi Mizutani
Both the reactivity of the linker and the dynamics of the interface controlled the anchoring reaction rates of porphyrin onto a silicate surface.
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Total syntheses of five uvacalols: structural validation of uvacalol A, uvacalol B and uvacalol C and disproval of the structures of uvacalol E and uvacalol G

16 February, 2015 - 13:17

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB02663B, PaperAdiyala Vidyasagar, Kana M. Sureshan
The first total syntheses of five uvacalols have been achieved from chiral pool starting material D-mannitol. This study validates the structures of uvacalol A, B and C, it also disproves the structures of uvacalol E and G.
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Synthesis of indoles, benzofurans, and related heterocycles via an acetylene-activated SNAr/intramolecular cyclization cascade sequence in water or DMSO

16 February, 2015 - 13:17

Org. Biomol. Chem., 2015, 13,2273-2284
DOI: 10.1039/C4OB02549K, PaperR. Hudson, N. P. Bizier, K. N. Esdale, J. L. Katz
The synthesis of 2-substituted indoles and benzofurans was achieved by nucleophilic aromatic substitution, followed by subsequent 5-endo-dig cyclization between the nucleophile and an ortho acetylene.
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The first study about the relationship between the extractability of thiacalix[4]arene derivatives and the position of the coordination binding sites

16 February, 2015 - 13:17

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB02393E, PaperJiang-Lin Zhao, Hirotsugu Tomiyasu, Xin-Long Ni, Xi Zeng, Mark R. J. Elsegood, Carl Redshaw, Shofiur Rahman, Paris E. Georghiou, Simon J. Teat, Takehiko Yamato
The extractability of thiacalix[4]arene derivatives 2-4 are largely dependent on the position of the binding sites.
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Pd(II)-catalyzed, controllable C-H mono-/diarylation of aryl tetrazoles: concise synthesis of Losartan

16 February, 2015 - 13:17

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB02453B, CommunicationYan-Jun Ding, Yan Li, Sheng-Yu Dai, Quan Lan, Xi-Sheng Wang
A palladium(II)-catalyzed C-H arylation directed by tetrazole has been developed with excellent mono-/di-selectivity through adjustment of the protecting site on the tetrazole ring.
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In situ activation of benzyl alcohols with XtalFluor-E: formation of 1,1-diarylmethanes and 1,1,1-triarylmethanes through Friedel-Crafts benzylation

16 February, 2015 - 13:17

Org. Biomol. Chem., 2015, 13,2243-2246
DOI: 10.1039/C4OB02655A, CommunicationJustine Desroches, Pier Alexandre Champagne, Yasmine Benhassine, Jean-Francois Paquin
The Friedel-Crafts benzylation of arenes using benzyl alcohols activated in situ with XtalFluor-E is described. A wide range of 1,1-diarylmethanes and 1,1,1-triarylmethanes were prepared under simple and mild conditions, without the need for a transition metal or a strong Lewis acid.
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A new multicomponent reaction: unexpected formation of derivatizable cyclic [small alpha]-alkoxy isothioureas

16 February, 2015 - 13:17

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB02608J, PaperFabian Brockmeyer, Valentin Morosow, Jurgen Martens
With the aid of an unexpected new multicomponent reaction 2,5-dihydro-1,3-thiazole S-monoxides can be converted to cyclic [small alpha]-alkoxy isothioureas. In addition, an observed rearrangement of subsequently acylated isothioureas is described.
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Functional chromatographic technique for natural product isolation

16 February, 2015 - 13:17

Org. Biomol. Chem., 2015, 13,2255-2259
DOI: 10.1039/C4OB02292K, CommunicationEric C. Lau, Damian J. Mason, Nicole Eichhorst, Pearce Engelder, Celestina Mesa, E. M. Kithsiri Wijeratne, G. M. Kamal B. Gunaherath, A. A. Leslie Gunatilaka, James J. La Clair, Eli Chapman
Natural product discovery arises through a unique interplay between chromatographic purification and protein affinity.
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Copper-catalyzed oxidative alkenylation of thioethers via Csp3-H functionalization

16 February, 2015 - 13:17

Org. Biomol. Chem., 2015, 13,2264-2266
DOI: 10.1039/C4OB02564D, CommunicationHao Cao, Dong Liu, Chao Liu, Xinquan Hu, Aiwen Lei
The first copper-catalyzed oxidative alkenylation of thioethers via Csp3-H functionalization to construct allylic thioethers is demonstrated.
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Validating the alkene and alkyne hydrophosphonylation as an entry to organophosphonates

16 February, 2015 - 13:17

Org. Biomol. Chem., 2015, 13,2212-2215
DOI: 10.1039/C4OB02501F, PerspectiveAlessandro Dondoni, Alberto Marra
The hydrophosphonylation of terminal alkenes and alkynes by H-phosphonates affords Markovnikov and/or anti-Markovnikov adducts depending on the catalyst (a metal or a radical initiator) and the reaction conditions.
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