Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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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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The protecting-group directed diastereoselective Nozaki-Hiyama-Kishi (NHK) reaction: total synthesis and biological evaluation of zeaenol, 7-epi-zeaenol and its analogues

17 November, 2014 - 15:17

Org. Biomol. Chem., 2014, 12,9683-9695
DOI: 10.1039/C4OB01811G, PaperDebendra K. Mohapatra, D. Sai Reddy, N. Arjunreddy Mallampudi, Janardhan Gaddam, Sowjanya Polepalli, Nishant Jain, J. S. Yadav
A convergent and concise total synthesis of zeaenol, 7-epi-zeaenol, and its analogues is achieved using protecting group-directed NHK reaction.
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Metal-free, one-pot conversion of proline derivatives into 2-aryl-3-iodo pyrrolidines by a sequential scission-iodination-arylation process

17 November, 2014 - 15:17

Org. Biomol. Chem., 2014, 12,9547-9556
DOI: 10.1039/C4OB01372G, PaperVenkateswara Rao Batchu, Ivan Romero-Estudillo, Alicia Boto, Javier Miguelez
A sequential radical decarboxylation-oxidation-iodination-arylation process allows the metal-free, direct conversion of proline derivatives into 2-aryl-3-iodopyrrolidines, which are valuable precursors of a variety of heterocycles.
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The impact of LR-HSQMBC very long-range heteronuclear correlation data on computer-assisted structure elucidation

17 November, 2014 - 15:17

Org. Biomol. Chem., 2014, 12,9505-9509
DOI: 10.1039/C4OB01418A, CommunicationK. A. Blinov, A. V. Buevich, R. T. Williamson, G. E. Martin
The impact of LR-HSQMBC very long-range nJCH heteronuclear shift correlation data as a supplement to HMBC data as input for the computer-assisted structure elucidation program, Structure Elucidator[registered sign], is assessed for the first time.
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Chiroptical molecular propellers based on hexakis(phenylethynyl)benzene through the complexation-induced intramolecular transmission of local point chirality

17 November, 2014 - 15:17

Org. Biomol. Chem., 2014, 12,9532-9538
DOI: 10.1039/C4OB01601G, PaperOpen Access Open Access Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.Ryo Katoono, Keiichi Kusaka, Shunsuke Kawai, Yuki Tanaka, Keisuke Hanada, Tatsuo Nehira, Kenshu Fujiwara, Takanori Suzuki
We designed hexakis(phenylethynyl)benzene derivatives with a tertiary amide group on each blade to achieve a helically biased propeller arrangement.
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Alkylene-bridged viologen dendrimers: versatile cell delivery tools with biosensing properties

17 November, 2014 - 15:17

Org. Biomol. Chem., 2014, 12,9583-9591
DOI: 10.1039/C4OB00560K, PaperDirk Bongard, Wilhelm Bohr, Marta Swierczek, Tesfaye Hailu Degefa, Lorenz Walder, Roland Brandt
Two types of tailored viologen dendrimers with different spacer lengths between the viologen (4,4[prime or minute]-bipyridinium) units have been prepared. The condensation of dsDNA induced by the dendrimers was monitored with a new electrochemical technique. This allowed us to optimize the transfection media for high dendriplex concentration.
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Synthesis of new unnatural N[small alpha]-Fmoc pyrimidin-4-one amino acids: use of p-benzyloxybenzyloxy group as a pyrimidinone masking group

13 November, 2014 - 14:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02235A, PaperMontserrat Heras, Abdellatif ElMarrouni
p-Benzyloxybenzyloxy group is used to mask the oxo function of the 4(3H)-pyrimidinone ring in the synthesis of new unnatural amino acids. The synthetic approach is based on an aromatic nucleophilic...
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Mild Ti-mediated transformation of t-butyl thio-ethers into thioacetates

13 November, 2014 - 14:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02120G, PaperThomas C Pijper, Jort Robertus, Wesley Browne, Ben L Feringa
We report a straightforward method for the rapid conversion of thio-ethers to thio-acetates using TiCl4, in good to excellent yields. The reaction conditions tolerate a variety of functional groups, including...
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Mechanisms of Imine Exchange Reactions in Organic Solvents

13 November, 2014 - 14:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02110J, Review ArticleStefano Di Stefano, Maria Ciaccia
The state of the art in the mechanisms operating in imine chemistry in organic solvents is critically discussed in the present review. In particular, the reaction pathways involved in imine...
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Niosomes based on synthetic cationic lipids for gene delivery: The influence of polar head-groups on the transfection efficiency in HEK-293, ARPE-19 and MSC-D1 cells.

13 November, 2014 - 14:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02087A, PaperEdilberto Ojeda, Gustavo Puras, Mireia Agirre, Jon Zarate, Santiago Grijalvo, Ramon Pons, Ramon Eritja, Gemma Martinez-Navarrete, Cristina Soto, EDUARDO FERNANDEZ, Jose Luiz Pedras
We designed niosomes based on three lipids that differed only on the polar-head group to analyze the influence on the transfection efficiency. These lipids were characterized in terms of small-angle...
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Anionic glycolipids related to glucuronosyldiacylglycerol inhibit protein kinase Akt

13 November, 2014 - 14:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01602E, PaperMaria Vetro, Barabara Costa, Giulia Donvito, Noemi Arrighetti, Laura Cipolla, Paola Perego, Federica Compostella, Fiamma Ronchetti, Diego Colombo
New glucuronosyldiacylglycerol (GlcADG) analogues based on a 2-O-[small beta]-D-glucopyranosyl-sn-glycerol scaffold and carrying one or two acyl chains of different lengths have been synthesized as phosphatidylinositol 3-phosphate (PI3P) mimics targeting the protein...
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