Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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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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An artificial heme-enzyme with enhanced catalytic activity: evolution, functional screening and structural characterization

8 March, 2015 - 19:17

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00257E, PaperRosa Vitale, Liliana Lista, Corinne Cerrone, Giorgio Caserta, Marco Chino, Ornella Maglio, Flavia Nastri, Vincenzo Pavone, Angela Lombardi
The rational refinement of function into the heme-protein model Mimochrome VI (MC6) resulted in a new analogue, FeIII-E2L(TD)-MC6, with an improved peroxidase activity.
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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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Enantioselective synthesis of 4-substituted tetrahydroisoquinolines via palladium-catalyzed intramolecular Friedel-Crafts type allylic alkylation of phenols

2 March, 2015 - 17:54

Org. Biomol. Chem., 2015, 13,3086-3092
DOI: 10.1039/C4OB02574A, PaperZheng-Le Zhao, Qing-Long Xu, Qing Gu, Xin-Yan Wu, Shu-Li You
Pd-catalyzed asymmetric intramolecular allylic alkylation reaction of phenols was developed, affording C4 substituted tetrahydroisoquinolines in moderate to excellent yields, enantioselectivity and regioselectivity.
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Synthesis and evaluation of hybrid molecules targeting the vinca domain of tubulin

2 March, 2015 - 17:54

Org. Biomol. Chem., 2015, 13,3144-3154
DOI: 10.1039/C4OB02114B, PaperO. Gherbovet, Pedro A. Sanchez-Murcia, M. C. Garcia Alvarez, J. Bignon, S. Thoret, F. Gago, F. Roussi
Hybrids of vinca alkaloids and phomopsin A, linked by a glycine pattern, have been synthesized in one or two steps, by an insertion reaction.
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B(C6F5)3-catalyzed metal-free hydrogenation of naphthylamines

2 March, 2015 - 17:54

Org. Biomol. Chem., 2015, 13,2875-2878
DOI: 10.1039/C5OB00009B, CommunicationGen Li, Yongbing Liu, Haifeng Du
A catalytic metal-free hydrogenation of naphthylamines using B(C6F5)3 was achieved under mild conditions for the first time to furnish tetrahydronaphthylamines in high yields.
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From [small alpha]-nucleophiles to functionalized aggregates: exploring the reactivity of hydroxamate ion towards esterolytic reactions in micelles

2 March, 2015 - 17:54

Org. Biomol. Chem., 2015, 13,2827-2848
DOI: 10.1039/C4OB02067G, Review ArticleNamrata Singh, Yevgen Karpichev, Rahul Sharma, Bhanushree Gupta, Arvind K. Sahu, Manmohan L. Satnami, Kallol K. Ghosh
Hydroxamate ions as [small alpha]-nucleophiles for esterolytic reactions in water and micelles.
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Transition-metal-free C-H oxidative activation: persulfate-promoted selective benzylic mono- and difluorination

2 March, 2015 - 17:54

Org. Biomol. Chem., 2015, 13,2890-2894
DOI: 10.1039/C4OB02418D, CommunicationJing-jing Ma, Wen-bin Yi, Guo-ping Lu, Chun Cai
An operationally simple and selective method for the direct conversion of benzylic C-H to C-F to obtain mono- and difluoromethylated arenes using Selectfluor[trade mark sign] as a fluorine source is developed.
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Exploring the relationship between the conformation and pKa: can a pKa value be used to determine the conformational equilibrium?

2 March, 2015 - 17:54

Org. Biomol. Chem., 2015, 13,3116-3121
DOI: 10.1039/C4OB02630F, PaperJacob Ingemar Olsen, Stephan P. A. Sauer, Christian Marcus Pedersen, Mikael Bols
For the first time it is shown that the pKa directly reflects the conformational equilibrium of conformers.
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Tuning temperature responsive poly(2-alkyl-2-oxazoline)s by supramolecular host-guest interactions

2 March, 2015 - 17:54

Org. Biomol. Chem., 2015, 13,3048-3057
DOI: 10.1039/C4OB02654C, PaperVictor R. de la Rosa, Werner M. Nau, Richard Hoogenboom
A poly[(2-ethyl-2-oxazoline)-ran-(2-nonyl-2-oxazoline)] random copolymer was synthesized and its thermoresponsive behavior in aqueous solution modulated by the addition of different supramolecular host molecules.
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Bioreducible polyethylenimine nanoparticles for the efficient delivery of nucleic acids

2 March, 2015 - 17:54

Org. Biomol. Chem., 2015, 13,3128-3135
DOI: 10.1039/C4OB02614D, PaperRuby Bansal, Shweta Tayal, K. C. Gupta, Pradeep Kumar
Electrostatically crosslinked bioreducible nanoparticles of polyethylenimine (DP NPs) have been prepared and evaluated for their cytotoxicity and capability to transport nucleic acids inside the cells.
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