Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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An efficient continuous flow approach to furnish furan-based biaryls

17 November, 2014 - 15:17

Org. Biomol. Chem., 2014, 12,9562-9571
DOI: 10.1039/C4OB01641F, PaperTrieu N. Trinh, Lacey Hizartzidis, Andrew J. S. Lin, David G. Harman, Adam McCluskey, Christopher P. Gordon
Suzuki cross-couplings of 5-formyl-2-furanylboronic acid with activated or neutral aryl bromides were performed under continuous flow conditions in the presence of (Bu)4N+F- and the immobilised t-butyl based palladium catalyst CatCart[trade mark sign] FC1032[trade mark sign].
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Intramolecular redox reaction for the synthesis of N-aryl pyrroles catalyzed by Lewis acids

17 November, 2014 - 15:17

Org. Biomol. Chem., 2014, 12,9716-9719
DOI: 10.1039/C4OB02009J, PaperHong-Jin Du, Le Zhen, Xiaoan Wen, Qing-Long Xu, Hongbin Sun
An efficient approach to synthesize N-aryl pyrroles via Lewis acid-mediated 1,5-hydride shift and isomerization of 2-(3-pyrroline-1-yl)arylaldehydes has been achieved in up to 89% yield.
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An AIE active Y-shaped diimidazolylbenzene: aggregation and disaggregation for Cd2+ and Fe3+ sensing in aqueous solution

17 November, 2014 - 15:17

Org. Biomol. Chem., 2014, 12,9524-9527
DOI: 10.1039/C4OB01635A, CommunicationChengming Li, Chao Gao, Jingbo Lan, Jingsong You, Ge Gao
A simple Y-shaped dimb with AIE properties exhibited fluorescence turn-on by Cd2+ induced aggregation and fluorescence turn-off by Fe3+ induced disaggregation.
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A Simple and Robust Preparation of N-Acetylindoxyls: Precursors for Indigogenic Substrates

17 November, 2014 - 15:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02248C, PaperMichael N Gandy, Lindsay Byrne, Keith A Stubbs
A generalised, simple and efficient synthesis of N-acetyl-5-bromo-4-chloroindoxyl and related analogues required for the synthesis of indigogenic substrates to probe for biological activities is reported. The method is both synthetically...
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1,4 Addition of Unprotected-Pyrrole onto Chiral Acrylamides: Toward Synthesis of new Polypeptidic Architectures

17 November, 2014 - 15:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01920B, PaperBouzbouz Samir, Alexandre Gratais, Xavier Pannecoucke
A diversity of new functionalized acyclic chiral pyrroloamide compounds were synthesized by a simple and robust process involving the creation of a C-C bond between unprotected pyrroles and acyclic chiral...
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Computational study on the intramolecular self-organization of the macrorings of some 'giant' cyclodextrins (CDn, n = 40, 70, 85, 100)

17 November, 2014 - 15:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02218A, PaperPetko Ivanov, Emanouil Jordanov Atanassov, Carlos Jaime
The conformations of some 'giant' cyclodextrins (CDn, n = 40, 70, 85, 100) were examined by molecular dynamic simulations using the Glycam06 force field. CD14 and CD26, the largest cyclodextrins...
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Hydrolytic inhibition of [small alpha]-chymotrypsin by 2,8,14,20-tetrakis(D-leucyl-D-valinamido)resorc[4]arenecarboxylic acid: a spectroscopic NMR and computational combined approach

17 November, 2014 - 15:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01936A, PaperGloria Uccello-Barretta, Federica Balzano, Federica Aiello, Letizia Vanni, Mattia Mori, Sergio Menta, Andrea Calcaterra, Bruno Botta
The stereochemical features of 2,8,14,20-tetrakis(D-leucyl-D-valinamido)resorc[4]arenecarboxylic acid and N-succinyl-L-alanyl-L-alanyl-L-prolyl-L-phenylalanine-4-nitroanilide polypeptide substrate were investigated by Nuclear Magnetic Resonance spectroscopy. Proton selective relaxation parameters gave the basis of the inhibitory activity of resorcin[4]arene...
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pH response and molecular recognition in a low molecular weight peptide hydrogel

17 November, 2014 - 15:17

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB02069C, PaperStefanie C. Lange, Jan Unsleber, Patrick Drucker, Hans-Joachim Galla, Mark P. Waller, Bart Jan Ravoo
The preparation and characterization of a tripeptide based hydrogel, which possesses characteristic rheological properties, is pH responsive and can be functionalized at its thiol function is reported.
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Facile diverted synthesis of pyrrolidinyl triazoles using organotrifluoroborate: discovery of potential mPTP blockers

17 November, 2014 - 15:17

Org. Biomol. Chem., 2014, 12,9674-9682
DOI: 10.1039/C4OB01967A, PaperOpen Access Open Access Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence.Sun hwa Jung, Kihang Choi, Ae Nim Pae, Jae Kyun Lee, Hyunah Choo, Gyochang Keum, Yong Seo Cho, Sun-Joon Min
Pyrrolidinyl triazoles were synthesized via Huisgen 1,3-dipolar cycloadditions of ethynyl trifluoroborate followed by Suzuki-Miyaura coupling reactions and biologically evaluated as potential mPTP blockers.
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pKa Modulation in rhodamine based probes for colorimetric detection of picric acid

17 November, 2014 - 15:17

Org. Biomol. Chem., 2014, 12,9510-9513
DOI: 10.1039/C4OB02001D, CommunicationV. Nagarajan, Bamaprasad Bag
The selective detection of picric acid among other organic acidic analytes (A's) was achieved via a pKa compatibility approach by tuning the pKa of RSLs (1 and 2) by adjusting the proportion of non-aqueous component in a mixed solvent medium (bar).
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Efficient silver-catalyzed direct sulfenylation and selenylation of rich arenes

17 November, 2014 - 15:17

Org. Biomol. Chem., 2014, 12,9557-9561
DOI: 10.1039/C4OB01992J, PaperGuobing Yan, Arun Jyoti Borah, Lianggui Wang
An efficient protocol for silver/copper-cocatalyzed direct sulfenylation and selenylation of arenes with aryl disulfides and diselenides has been developed.
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Comparative perspective and synthetic applications of transition metal mediated oxidative cyclisation of 1,5-dienes towards cis-2,5-disubstituted tetrahydrofurans

17 November, 2014 - 15:17

Org. Biomol. Chem., 2014, 12,9492-9504
DOI: 10.1039/C4OB01491J, Review ArticleNadeem S. Sheikh
Synthesis of cis-2,5-disubstituted tetrahydrofuran rings from 1,5-diene precursors using metal-oxo species along with their mechanistic proposals and synthetic applications is concisely reviewed.
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Diastereoselective photodimerization reactions of chromone-2-carboxamides to construct a C2-chiral scaffold

17 November, 2014 - 15:17

Org. Biomol. Chem., 2014, 12,9644-9649
DOI: 10.1039/C4OB01827C, PaperFumitoshi Yagishita, Nozomi Baba, Yuki Ueda, Satoshi Katabira, Yoshio Kasashima, Takashi Mino, Masami Sakamoto
Irradiation of three chromone-2-carboxamides with a chiral auxiliary resulted in diastereoselective formation of a C2-chiral anti-HH dimer scaffold.
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Catalytic asymmetric Povarov reaction of isatin-derived 2-azadienes with 3-vinylindoles

17 November, 2014 - 15:17

Org. Biomol. Chem., 2014, 12,9539-9546
DOI: 10.1039/C4OB01741B, PaperHong-Hao Zhang, Xiao-Xue Sun, Jing Liang, Yue-Ming Wang, Chang-Chun Zhao, Feng Shi
The first catalytic asymmetric Povarov reaction of isatin-derived 2-azadienes with 3-vinylindoles has been established to construct a spiro[indolin-3,2[prime or minute]-quinoline] framework bearing an indole moiety.
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Synthesis and evaluation of new 18F-labelled acetamidobenzoxazolone-based radioligands for imaging of the translocator protein (18 kDa, TSPO) in the brain

17 November, 2014 - 15:17

Org. Biomol. Chem., 2014, 12,9621-9630
DOI: 10.1039/C4OB01933D, PaperAnjani K. Tiwari, Masayuki Fujinaga, Joji Yui, Tomoteru Yamasaki, Lin Xie, Katsushi Kumata, Anil K. Mishra, Yoko Shimoda, Akiko Hatori, Bin Ji, Masanao Ogawa, Kazunori Kawamura, Feng Wang, Ming-Rong Zhang
Two new PET ligands for TSPO imaging in brain.
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Fischer indolisation of N-([small alpha]-ketoacyl)anthranilic acids into 2-(indol-2-carboxamido)benzoic acids and 2-indolyl-3,1-benzoxazin-4-ones and their NMR study

17 November, 2014 - 15:17

Org. Biomol. Chem., 2014, 12,9650-9664
DOI: 10.1039/C4OB01714E, PaperKarel Proisl, Stanislav Kafka, Damijana Urankar, Martin Gazvoda, Roman Kimmel, Janez Kosmrlj
A new approach to 2-indolyl functionalized anthranilic acids and 3,1-benzoxazin-4-ones.
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Copper catalyzed oxidative ortho-C-H benzoxylation of 2-phenylpyridines with benzyl alcohols and benzyl amines as benzoxylation sources

17 November, 2014 - 15:17

Org. Biomol. Chem., 2014, 12,9631-9637
DOI: 10.1039/C4OB01912A, PaperAshok B. Khemnar, Bhalchandra M. Bhanage
An efficient methodology for the ortho benzoxylation of 2-phenylpyridine via C-H bond activation using benzyl alcohols and benzyl amines as arylcarboxy sources has been developed.
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Design and synthesis of a new dimeric xanthone derivative: enhancement of G-quadruplex selectivity and telomere damage

17 November, 2014 - 15:17

Org. Biomol. Chem., 2014, 12,9572-9582
DOI: 10.1039/C4OB01658K, PaperMarco Franceschin, Daniele Nocioni, Annamaria Biroccio, Emanuela Micheli, Stefano Cacchione, Chiara Cingolani, Alessandro Venditti, Pasquale Zizza, Armandodoriano Bianco, Alessandro Altieri
Dimerization of the xanthone core greatly enhances G-quadruplex binding and biological activity.
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Phosphonated chelates for nuclear imaging

17 November, 2014 - 15:17

Org. Biomol. Chem., 2014, 12,9601-9620
DOI: 10.1039/C4OB01514B, PaperSabah Abada, Alexandre Lecointre, Caline Christine, Laurence Ehret-Sabatier, Falk Saupe, Gertraud Orend, David Brasse, Ali Ouadi, Thomas Hussenet, Patrice Laquerriere, Mourad Elhabiri, Loic J. Charbonniere
A series of phosphonated chelates and their coordination properties is described. SPECT/CT imaging studies with 99mTc using two ligands and a bifunctional chelate labeled to a tumor targeting antibody are shown.
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Glucuronidation of bile acids under flow conditions: design of experiments and Koenigs-Knorr reaction optimization

17 November, 2014 - 15:17

Org. Biomol. Chem., 2014, 12,9592-9600
DOI: 10.1039/C4OB01911C, PaperSerena Mostarda, Paolo Filipponi, Roccaldo Sardella, Francesco Venturoni, Benedetto Natalini, Roberto Pellicciari, Antimo Gioiello
An efficient method for the C3-glucuronidation of bile acids is developed under flow conditions.
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