Org. and Biomol. Chem.

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A new method for the synthesis of difluoromethyl enol ethers by O-difluoromethylation of 1,3-diones with ClCF2CO2Et

4 March, 2015 - 17:17

Org. Biomol. Chem., 2015, 13,3432-3437
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

4 March, 2015 - 17:17

Org. Biomol. Chem., 2015, 13,3347-3350
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 of the tricyclic core of manzamine A

4 March, 2015 - 17:17

Org. Biomol. Chem., 2015, 13,3331-3340
DOI: 10.1039/C4OB02582B, PaperRavindra B. Pathak, Benjamin C. Dobson, Nandita Ghosh, Khalid A. Ageel, Madeha R. Alshawish, Rungroj Saruengkhanphasit, Iain Coldham
An approach to the ABC tricyclic ring system of the manzamine alkaloids has been achieved. A key step is the intramolecular dipolar cycloaddition of an azomethine ylide.
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Synthesis and assessment of 4-aminotetrahydroquinazoline derivatives as tick-borne encephalitis virus reproduction inhibitors

4 March, 2015 - 17:17

Org. Biomol. Chem., 2015, 13,3406-3415
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

4 March, 2015 - 17:17

Org. Biomol. Chem., 2015, 13,3371-3377
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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Iodine-catalyzed regioselective thiolation of imidazo[1,2-a]pyridines using sulfonyl hydrazides as a thiol surrogate

4 March, 2015 - 17:17

Org. Biomol. Chem., 2015, 13,3314-3320
DOI: 10.1039/C5OB00033E, PaperAvik Kumar Bagdi, Shubhanjan Mitra, Monoranjan Ghosh, Alakananda Hajra
Iodine-catalyzed regioselective sulfenylation of imidazo[1,2-a]pyridines via C(sp2)-H bond functionalization has been achieved using sulfonyl hydrazides as a thiol surrogate.
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Tuning of the colour and chemical stability of model boranils: a strong effect of structural modifications

4 March, 2015 - 17:17

Org. Biomol. Chem., 2015, 13,3268-3279
DOI: 10.1039/C4OB02545H, PaperGrzegorz Wesela-Bauman, Mateusz Urban, Sergiusz Lulinski, Janusz Serwatowski, Krzysztof Wozniak
An improved approach to luminescent diphenylborinic complexes with functionalized salicydeneaniline ligands was developed. A strong effect of structural modifications on their stability and optical properties was established.
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Convergent synthesis of isomeric heterosaccharides related to the fragments of galactomannan from Aspergillus fumigatus

4 March, 2015 - 17:17

Org. Biomol. Chem., 2015, 13,3255-3267
DOI: 10.1039/C4OB02634A, PaperD. A. Argunov, V. B. Krylov, N. E. Nifantiev
The synthesis of heterosaccharide fragments of fungal galactomannan employing pyranoside-into-furanoside rearrangement.
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Metal-free TBAI-catalyzed arylsulfonylation of activated alkenes with sulfonylhydrazides

4 March, 2015 - 17:17

Org. Biomol. Chem., 2015, 13,3308-3313
DOI: 10.1039/C4OB01651C, PaperWubin Yu, Peizhu Hu, Yuanyuan Fan, Congyao Yu, Xinhuan Yan, Xiaoqing Li, Xiangsheng Xu
An efficient approach to isoquinoline-1,3(2H,4H)-dione derivatives through metal-free oxidative arylsulfonylation of [small alpha],[small beta]-unsaturated imides with sulfonylhydrazides is developed.
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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

4 March, 2015 - 17:17

Org. Biomol. Chem., 2015, 13,3476-3483
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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Design and synthesis of a multivalent fluorescent folate-calix[4]arene conjugate: cancer cell penetration and intracellular localization

4 March, 2015 - 17:17

Org. Biomol. Chem., 2015, 13,3298-3307
DOI: 10.1039/C4OB02333A, PaperGrazia Maria Letizia Consoli, Giuseppe Granata, Giorgia Fragassi, Mauro Grossi, Michele Sallese, Corrada Geraci
Fluorescent multivalent folate-calix[4]arene-NBD selectively penetrates cancer cells via folate receptor-mediated endocytosis and localizes in endo-lysosomes.
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Selective cleavage of the C[small alpha]-C[small beta] linkage in lignin model compounds via Baeyer-Villiger oxidation

4 March, 2015 - 17:17

Org. Biomol. Chem., 2015, 13,3243-3254
DOI: 10.1039/C4OB01771D, PaperNikhil D. Patil, Soledad G. Yao, Mark S. Meier, Justin K. Mobley, Mark Crocker
Selective, catalytic oxidation of benzylic -OH groups followed by Baeyer-Villiger oxidation cleaves the [small beta]-O-4 linkage in lignin model compounds.
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Pd(II)-catalyzed, controllable C-H mono-/diarylation of aryl tetrazoles: concise synthesis of Losartan

4 March, 2015 - 17:17

Org. Biomol. Chem., 2015, 13,3198-3201
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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Synthesis of allylated quinolines/isoquinolines via palladium-catalyzed cyclization-allylation of azides and allyl methyl carbonate

4 March, 2015 - 17:17

Org. Biomol. Chem., 2015, 13,3227-3235
DOI: 10.1039/C4OB02567A, PaperJiang Luo, Zhibao Huo, Jun Fu, Fangming Jin, Yoshinori Yamamoto
A novel and efficient strategy for one-step synthesis of allylated quinolines and isoquinolines via palladium-catalyzed cyclization-allylation of azides and allyl methyl carbonate is developed for the first time.
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Efficient phosphine ligands for the one-pot palladium-catalyzed borylation/Suzuki-Miyaura cross-coupling reaction

4 March, 2015 - 17:17

Org. Biomol. Chem., 2015, 13,3236-3242
DOI: 10.1039/C4OB02436B, PaperYou Chen, Hui Peng, Yun-Xiao Pi, Tong Meng, Ze-Yu Lian, Meng-Qi Yan, Yan Liu, Sheng-Hua Liu, Guang-Ao Yu
An air-stable 2-(anthracen-9-yl)-1H-inden-3-yl dicyclohexylphosphine was used in palladium-catalyzed borylation/Suzuki-Miyaura cross-coupling reaction.
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The hydroboration reaction as a key for a straightforward synthesis of new MRI-NCT agents

4 March, 2015 - 17:17

Org. Biomol. Chem., 2015, 13,3288-3297
DOI: 10.1039/C4OB02291B, PaperPaolo Boggio, Antonio Toppino, Simonetta Geninatti Crich, Diego Alberti, Domenica Marabello, Claudio Medana, Cristina Prandi, Paolo Venturello, Silvio Aime, Annamaria Deagostino
A new lipophilic NCT/MRI agent has been synthesised in only four steps and characterised from the relaxometric point of view. This compound shows a high affinity for LDLs that can be loaded with 300 complexes per particle.
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Xanthenones: calixarenes-catalyzed syntheses, anticancer activity and QSAR studies

4 March, 2015 - 17:17

Org. Biomol. Chem., 2015, 13,3280-3287
DOI: 10.1039/C4OB02611J, PaperDaniel Leite da Silva, Bruna Silva Terra, Mateus Ribeiro Lage, Ana Lucia Tasca Gois Ruiz, Cameron Capeletti da Silva, Joao Ernesto de Carvalho, Jose Walkimar de Mesquita Carneiro, Felipe Terra Martins, Sergio Antonio Fernades, Angelo de Fatima
An efficient method is proposed for obtaining tetrahydrobenzo[a]xanthene-11-ones and tetrahydro-[1,3]-dioxolo[4,5-b]xanthen-9-ones.
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Enantiopure synthesis of dihydrobenzo[1,4]-oxazine-3-carboxylic acids and a route to benzoxazinyl oxazolidinones

4 March, 2015 - 17:17

Org. Biomol. Chem., 2015, 13,3211-3219
DOI: 10.1039/C4OB02475C, PaperRajesh Malhotra, Tushar K. Dey, Sourav Basu, Saumen Hajra
A two step protocol is developed for the enantiopure synthesis of dihydrobenzoxazine-3-carboxylic acids via RuPhos Palladacycle-catalyzed aminoarylation of [small beta]-(2-bromoaryloxy)amino acids.
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A new multicomponent reaction: unexpected formation of derivatizable cyclic [small alpha]-alkoxy isothioureas

4 March, 2015 - 17:17

Org. Biomol. Chem., 2015, 13,3341-3346
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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Contributions of pocket depth and electrostatic interactions to affinity and selectivity of receptors for methylated lysine in water

4 March, 2015 - 17:17

Org. Biomol. Chem., 2015, 13,3220-3226
DOI: 10.1039/C4OB02231A, PaperJoshua E. Beaver, Brendan C. Peacor, Julianne V. Bain, Lindsey I. James, Marcey L. Waters
Investigation of charge and pocket depth in a series of receptors led to improved affinity and selectivity for trimethyllysine.
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