Org. and Biomol. Chem.

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Synthesis of Substituted Azafluorenones from Dihalogeno Diaryl Ketones by Palladium-Catalyzed Auto-Tandem Processes

16 September, 2014 - 00:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01629G, CommunicationNada MARQUISE, Vincent DORCET, Floris Chevallier, Florence Mongin
Substituted azafluorenones were synthesized from different dihalogeno diaryl ketones under palladium catalysis by combining either Suzuki or Heck coupling with direct cyclizing arylation. Conditions were identified to allow both auto-tandem...
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Insights into the programmed keto-reduction of partially reducing polyketide synthases: stereo- and substrate-specificity of the ketoreductase domain

16 September, 2014 - 00:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01777C, PaperIshin soehano, lifeng Yang, feiqing Ding, Huihua Sun, Zhenjie Low, Xuewei Liu, Zhao-Xun Liang
One of the hallmarks of iterative polyketide synthases (PKS) is the programming mechanism which is essential for the generation of structurally diverse polyketide products. In partially reducing iterative PKSs (PR-PKS),...
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Enantioselective total syntheses of the proposed structures of prevezol B and evaluation of anti-cancer activity

16 September, 2014 - 00:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01662A, PaperAnna E. Leung, Riccardo Rubbiani, Gilles Gasser, Kellie L. Tuck
The first enantioselective total syntheses of the proposed structures of the natural product prevezol B are reported. This work has shown that the proposed structures of prevezol B are incorrect.
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Estimating the shape and size of supramolecular assemblies by variable temperature diffusion ordered spectroscopy

16 September, 2014 - 00:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01373E, CommunicationBenjamin M. Schulze, Davita L. Watkins, Jing Zhang, Ion Ghiviriga, Ronald K. Castellano
Reported is characterization of the self-assembly of [small pi]-conjugated oligomers, molecules studied recently in photovoltaic devices, using variable temperature diffusion ordered spectroscopy; the approach has allowed estimation of assembly size, shape, and molecularity.
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Synthesis of meta and para-substituted aromatic sulfonate derivatives of polydentate phenylazaphosphinate ligands: enhancement of the water solubility of emissive europium(III) EuroTracker[registered sign] dyes

16 September, 2014 - 00:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01143K, PaperMartina Delbianco, Laurent Lamarque, David Parker
The use of a trifluoroethyl ester group to protect sulfonic acid moieties is used in the synthesis of a short series of water-soluble, very bright europium(III) complexes.
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Conformational effects due to stereochemistry and C3-substituents in xylopyranoside derivatives as studied by NMR spectroscopy

16 September, 2014 - 00:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01422G, PaperOpen Access Open Access Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.Jerk Ronnols, Sophie Manner, Ulf Ellervik, Goran Widmalm
Dynamic NMR spectroscopy revealed an unequally populated equilibrium at low temperature for a 3-deoxygenated compound.
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Palladium-catalyzed direct addition of arylboronic acids to 2-aminobenzonitrile derivatives: synthesis, biological evaluation and in silico analysis of 2-aminobenzophenones, 7-benzoyl-2-oxoindolines, and 7-benzoylindoles

16 September, 2014 - 00:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB00978A, PaperJiuxi Chen, Leping Ye, Weike Su
Synthesis, biological evaluation and in silico analysis of 2-aminobenzophenones, 7-benzoyl-2-oxoindolines and 7-benzoylindoles.
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Subtle Mitsunobu couplings under super-heating: the role of high-throughput continuous flow and microwave strategies

16 September, 2014 - 00:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01432D, Review ArticleAtul Manvar, Anamik Shah
Fragile Mitsunobu reaction can efficiently be performed under super-heating.
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Regiodivergent and short total synthesis of calothrixins

16 September, 2014 - 00:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01309C, PaperDipakranjan Mal, Joyeeta Roy, Kumar Biradha
The anionic annulation of MOM-protected furoindolone with 4-bromoquinoline followed by deprotection of the N-MOM group provides calothrixin B, whereas that with 3-bromoquinoline yields isocalothrixin B. The outcomes are explained by the divergence of the reaction mechanism from the commonly perceived 3,4-didehydroquinoline. A sequence of addition-cyclization-elimination is proposed to account for the formation of calothrixin from 4-bromoquinoline.
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Development of chemosensor for Sr2+ using organic nanoparticles: application of sensor in product analysis for oral care

16 September, 2014 - 00:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01234H, PaperSimanpreet Kaur, Amanpreet Kaur, Navneet Kaur, Narinder Singh
Organic nanoparticles have been developed and used to investigate the level of Sr2+ in an oral gel and toothpastes.
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Synthesis and spectroscopic properties of novel meso-cyano boron-pyridyl-isoindoline dyes

16 September, 2014 - 00:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01077A, PaperHui Liu, Hua Lu, Fan Wu, Zhifang Li, Nagao Kobayashi, Zhen Shen
The synthesis of meso-cyano boron-pyridyl-isoindoline dyes, a novel type of BODIPY analogue, involving a facile two-step reaction, is reported.
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Stereoselective intermolecular [2 + 2]-photocycloaddition reactions of maleic anhydride: stereocontrolled and regiocontrolled access to 1,2,3-trifunctionalized cyclobutanes

16 September, 2014 - 00:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01383B, PaperFlorian Hernvann, Gloria Rasore, Valerie Declerck, David J. Aitken
1,2,3-Trisubstituted cyclobutanes with three differentiated substituents and complementary stereochemical patterns were obtained by [2 + 2]-photocycloaddition reactions of maleic anhydride with allyl alcohol or propargyl alcohol.
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The coumarin-pterocarpan conjugate - a natural product inspired hybrid molecular probe for DNA recognition

16 September, 2014 - 00:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01360C, PaperShital K. Chattopadhyay, Indranil Kundu, Ratnava Maitra
Thermally induced cascade sigmatropic rearrangement of a butynyloxycoumarin derivative has led to a quick access to the coumarin-pterocarpan hybrid molecule. Biophysical studies together with molecular modeling show that this nature-inspired hybrid molecule is capable of binding to the minor groove of DNA as a non-conventional entity.
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A Lewis acid-mediated conformational switch

16 September, 2014 - 00:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01556H, PaperPeter C. Knipe, Hannah Lingard, Ian M. Jones, Sam Thompson, Andrew D. Hamilton
An isonicotinamide-substituted diphenylacetylene undergoes conformational switching upon recognition of Lewis acids.
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Neither azeotropic drying, nor base nor other additives: a minimalist approach to 18F-labeling

16 September, 2014 - 00:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01336K, PaperR. Richarz, P. Krapf, F. Zarrad, E. A. Urusova, B. Neumaier, B. D. Zlatopolskiy
A novel radiofluorination procedure using only precursor and [18F]fluoride without the need for azeotropic drying, base and other ingredients was developed.
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The origin of exo-stereoselectivity of norbornene in hetero Diels-Alder reactions

16 September, 2014 - 00:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01217H, PaperSesil Agopcan Cinar, Selami Ercan, Sule Erol Gunal, Ilknur Dogan, Viktorya Aviyente
The distortion of norbornene and the steric effect of the quasi-eclipsing forming bonds in the endo transition structures were demonstrated successfully in order to highlight the exo selectivity of norbornene in the reaction of 5-benzylidine-2-arylimino-3-aryl-thiazolidine-4-thiones with norbornene with the M06-2X/6-31+G(d)//B3LYP/6-31+G(d) methodology.
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Non-isoprenoid polyene natural products - structures and synthetic strategies

16 September, 2014 - 00:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01337A, Review ArticleKatrina S. Madden, Fathia A. Mosa, Andrew Whiting
This review provides insight into the variety of structures and biological activities found in the non-isoprenoid family of polyene natural products and examines the strategies and synthetic methods applied for the polyenic components in particular by way of examples.
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Enantioselective aza-Morita-Baylis-Hillman reaction between acrylates and N-Boc isatin ketimines: asymmetric construction of chiral 3-substituted-3-aminooxindoles

16 September, 2014 - 00:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01358A, PaperXuan Zhao, Tian-Ze Li, Jing-Ying Qian, Feng Sha, Xin-Yan Wu
The first enantioselective aza-Morita-Baylis-Hillman reaction of acrylates with ketimines was achieved in excellent yields and good enantioselectivities.
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A design strategy for small molecule-based targeted MRI contrast agents: their application for detection of atherosclerotic plaques

16 September, 2014 - 00:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01270D, PaperShimpei Iwaki, Kazuya Hokamura, Mikako Ogawa, Yasuo Takehara, Yasuaki Muramatsu, Takehiro Yamane, Kazuhisa Hirabayashi, Yuji Morimoto, Kohsuke Hagisawa, Kazuhide Nakahara, Tomoko Mineno, Takuya Terai, Toru Komatsu, Tasuku Ueno, Keita Tamura, Yusuke Adachi, Yasunobu Hirata, Makoto Arita, Hiroyuki Arai, Kazuo Umemura, Tetsuo Nagano, Kenjiro Hanaoka
Atherosclerotic plaques were clearly visualized in T1-weighted MR images after intravenous injection of 2BDP3Gd in vivo.
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Molecular iodine-mediated reaction of 2-(2-phenylethynyl)-Morita-Baylis-Hillman adducts: an easy route to naphthyl ketones and iodo-substituted isochromenes

16 September, 2014 - 00:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB00938J, PaperDonala Janreddy, Veerababurao Kavala, Trimurtulu Kotipalli, R. R. Rajawinslin, Chun-Wei Kuo, Wen-Chang Huang, Ching-Fa Yao
The iodine mediated reaction of 2-(2-phenylethynyl)-MBH gives corresponding naphthyl ketones and iodo-substituted isochromenes.
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