Org. and Biomol. Chem.

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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

10 March, 2015 - 19:54

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

10 March, 2015 - 19:54

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

10 March, 2015 - 19:54

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

10 March, 2015 - 19:54

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

10 March, 2015 - 19:54

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

10 March, 2015 - 19:54

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

10 March, 2015 - 19:54

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

10 March, 2015 - 19:54

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

10 March, 2015 - 19:54

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

10 March, 2015 - 19:54

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

10 March, 2015 - 19:54

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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Regiodivergent Lewis base-promoted O- to C-carboxyl transfer of furanyl carbonates

2 March, 2015 - 17:54

Org. Biomol. Chem., 2015, 13,2895-2900
DOI: 10.1039/C4OB02629B, CommunicationCraig D. Campbell, Caroline Joannesse, Louis C. Morrill, Douglas Philp, Andrew D. Smith
Triazolinylidenes promote [gamma]-selective C-carboxylation (up to 99 : 1 regioselectivity) in the O- to C-carboxyl transfer of furanyl carbonates in contrast to DMAP that promotes preferential [small alpha]-C-carboxylation with moderate regiocontrol (typically 60 : 40 regioselectivity).
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Aromatic isophthalamides aggregate in lipid bilayers: evidence for a cooperative transport mechanism

2 March, 2015 - 17:54

Org. Biomol. Chem., 2015, 13,3136-3143
DOI: 10.1039/C4OB02631D, PaperOpen Access Open Access Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.Stuart N. Berry, Nathalie Busschaert, Charlotte L. Frankling, Dale Salter, Philip A. Gale
The synthesis and anion transport properties of a series of aromatic transmembrane anion transporters based on an isophthalamide scaffold are reported.
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Rhodium-catalyzed hydroarylation of alkynes via tetrazole-directed C-H activation

2 March, 2015 - 17:54

Org. Biomol. Chem., 2015, 13,2901-2904
DOI: 10.1039/C5OB00064E, CommunicationBin Chen, Yan Jiang, Jiang Cheng, Jin-Tao Yu
A rhodium-catalyzed hydroarylation of alkynes with aryl tetrazoles through tetrazole-directed C-H activation was developed.
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Synthesis and DNA binding profile of N-mono- and N,N[prime or minute]-disubstituted indolo[3,2-b]carbazoles

2 March, 2015 - 17:54

Org. Biomol. Chem., 2015, 13,2879-2883
DOI: 10.1039/C4OB02566K, CommunicationHarmanpreet Kaur Panesar, Jennifer Solano, Thomas G. Minehan
N-Monosubstituted and N,N[prime or minute]-disubstituted indolo[3,2-b]carbazole derivatives bind DNA with micromolar to submicromolar affinities and a preference for intercalation at purine-pyrimidine steps.
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Synthesis of novel azole-fused quinazolines via one-pot, sequential Ullmann-type coupling and intramolecular dehydrogenative C-N bonding

2 March, 2015 - 17:54

Org. Biomol. Chem., 2015, 13,2947-2950
DOI: 10.1039/C4OB02375G, PaperNitesh Kumar Nandwana, Kasiviswanadharaju Pericherla, Pinku Kaswan, Anil Kumar
An efficient one-pot sequential procedure is described for the synthesis of novel azole-fused quinazolines through Ullmann-type coupling followed by cross dehydrogenative coupling of various azoles with 2-(2-bromophenyl)-1H-imidazole/benzimidazoles.
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Alkynylation of heterocyclic compounds using hypervalent iodine reagent

2 March, 2015 - 17:54

Org. Biomol. Chem., 2015, 13,2884-2889
DOI: 10.1039/C4OB02625J, CommunicationM. Kamlar, I. Cisarova, J. Vesely
The alkynylation of various nitrogen- and/or sulphur-containing heterocyclic compounds using hypervalent iodine TMS-EBX by utilization of tertiary amines under mild conditions is described.
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A modular synthesis of functionalised phenols enabled by controlled boron speciation

2 March, 2015 - 17:54

Org. Biomol. Chem., 2015, 13,3093-3102
DOI: 10.1039/C5OB00078E, PaperJohn J. Molloy, Robert P. Law, James W. B. Fyfe, Ciaran P. Seath, David J. Hirst, Allan J. B. Watson
Functionalised biaryl phenols can be rapidly accessed via one-pot Suzuki-Miyaura cross-coupling, chemoselective control of boron solution speciation, and oxidation.
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Physicochemical studies on the copper(II) binding by glycated collagen telopeptides

2 March, 2015 - 17:54

Org. Biomol. Chem., 2015, 13,3058-3063
DOI: 10.1039/C4OB02536A, PaperMeder Kamalov, Paul W. R. Harris, Christian G. Hartinger, Gordon M. Miskelly, Garth J. S. Cooper, Margaret A. Brimble
The strong interaction between advanced glycation end-products and Cu(II) ions has been revealed using site-specifically glycated collagenous peptides.
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Copper-catalyzed ring expansion of 2-aminobenzothiazoles with alkynyl carboxylic acids to 1,4-benzothiazines

2 March, 2015 - 17:54

Org. Biomol. Chem., 2015, 13,3122-3127
DOI: 10.1039/C4OB02467B, PaperJing-Wen Qiu, Bo-Lun Hu, Xing-Guo Zhang, Ri-Yuan Tang, Ping Zhong, Jin-Heng Li
A novel copper-catalyzed ring expansion of 2-aminobenzothiazoles to 1,4-benzothiazines is described.
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