Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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Palladium Catalyzed unactivated [small beta]-methylene C(sp3)-H Bond Alkenylation of Aliphatic Amides and Application in A sequential C(sp3)-H/C(sp2)-H Bond Alkenylation

23 November, 2014 - 16:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02389G, Communicationyu rao, gang shan, guiyi huang
A palladium(II) catalyzed [small beta]-methylene C(sp3)-H bond alkenylation of acyclic aliphatic amides with alkenyl halides has been developed. Both (E)-olefin and (Z)-olefin can be readily accessed by this method and a...
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Unprecedented One-Pot Sequential Thiolate Substitutions of 8-methylthio-BODIPY under Mild Conditions leading to a Red Emissive BODIPY Dye 3,5,8-tris(PhS)-BODIPY.

23 November, 2014 - 16:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01892C, CommunicationKeith Pannell, Alejandro Jose Metta Magana, Eduardo Pena-Cabrera, Robinson Roacho
The simple reaction of phenylthiol with 8-MeS-BODIPY (1) in dichloromethane was readily accomplished to form 8-PhS-BODIPY (2). If the reaction is performed in THF 3,8-bis(phenylthio)-BODIPY (3) and 3,5,8-tris(phenylthio)-BODIPY (4) are...
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Sulfate recognition by a hexaaza cryptand receptor

23 November, 2014 - 16:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB02027H, PaperPedro Mateus, Rita Delgado, Vania Andre, M. Teresa Duarte
A polypyrrolic polyammonium macrobicycle encapsulates sulfate with very high association constants and selectivity in the presence of other anions.
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The synthesis of [18F]pitavastatin as a tracer for hOATP using the Suzuki coupling

23 November, 2014 - 16:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01953A, PaperYusuke Yagi, Hiroyuki Kimura, Kenji Arimitsu, Masahiro Ono, Kazuya Maeda, Hiroyuki Kusuhara, Tetsuya Kajimoto, Yuichi Sugiyama, Hideo Saji
Fluorine-18 labeled radiotracers, such as [18F]fluorodeoxyglucose, can be used as practical diagnostic agents in positron emission tomography (PET). Furthermore, the properties of pharmaceuticals can be enhanced significantly by the introduction...
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Studies Towards Asymmetric Synthesis of 4(S)-11-Dihydroxydocosahexaenoic acid (diHDHA) Featuring Cross-Coupling of Chiral Stannane under Mild Conditions

23 November, 2014 - 16:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02324B, CommunicationRUI WANG, John Falck
The presented discoveries herein is to utilize the mild Stille coupling reactions of chiral [small alpha]-generated stannane, which is previously developed by our group. We subsequently assembled these three segments and...
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The Development of a Complementary Pathway for the Synthesis of Aliskiren

23 November, 2014 - 16:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01963F, PaperFu-She Han, Le-Le Li, Jin-Ying Ding, Lianxun Gao
The synthesis of aliskiren (1), a recently marketed drug for the treatment of hypertensive disease, is presented. The focus of our synthetic effort is the development of an efficient pathway...
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Synthesis of (phosphonomethyl)phosphinate pyrophosphate analogues via the phospha-Claisen condensation

23 November, 2014 - 16:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB02007C, PaperFabien Gelat, Claire Lacomme, Olivier Berger, Laurent Gavara, J.-L. Montchamp
Pyrophosphate analogues are of great importance especially for the design of biologically active molecules.
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Multivalent helix mimetics for PPI-inhibition

23 November, 2014 - 16:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB02066A, PaperAnna Barnard, Jennifer A. Miles, George M. Burslem, Amy M. Barker, Andrew J. Wilson
A multivalent helix mimetic is developed that inhibits the p53/hDM2 and induces dimerization/aggregation of its target - hDM2.
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Rapid synthesis of isoquinolinones by intramolecular coupling of amides and ketones

23 November, 2014 - 16:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB01948B, PaperWen-Tao Wei, Yu Liu, Lin-Miao Ye, Rong-Hui Lei, Xue-Jing Zhang, Ming Yan
Isoquinolinones were prepared in good yields via the intramolecular coupling of amides and ketones in the presence of KOt-Bu/DMF.
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Characterizations of cationic [gamma]-carbolines binding with double-stranded DNA by spectroscopic methods and AFM imaging

23 November, 2014 - 16:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01905A, PaperTao Jia, Jing Wang, Peng GUO, Junping Yu
Two cationic [gamma]-carbolines, MPII and DPII, were synthesized, and the DNA binding properties of the cationic [gamma]-carbolines were elucidated. Through a series of experiments, we proved that the two cationic...
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[gamma]-CYCLODEXTRIN MODULATES CHEMICAL REACTIVITY BY MULTIPLE COMPLEXATION

23 November, 2014 - 16:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02113D, PaperLuis Garcia Rio, Josefa Fernandez-Rosas, Marcia Pessego, Marjorie Cepeda, Nuno Basilio, Mercedes Parajo, Pedro Rodriguez-Dafonte
Multiple complexation by [gamma]-CD have been studied both by self-diffusion coefficients (DOSY) and chemical kinetic experiments (using 4-methoxybenzenesulfonyl chloride, MBSC, solvolysis as a chemical probe). Surfactant addition as third component...
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Formation of the steroidal C-25 chiral center via the asymmetric alkylation methodology

23 November, 2014 - 16:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB02123A, PaperYu. V. Ermolovich, V. N. Zhabinskii, V. A. Khripach
A novel approach for the preparation of steroids containing a chiral center at C-25 is reported. The key stereochemistry inducing step was asymmetric alkylation of pseudoephenamine amides of steroidal C-26 acids. The developed methodology was successfully applied to the synthesis of (25R)- and (25S)-cholestenoic acids as well as (25R)- and (25S)-26-hydroxy brassinolides.
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Synthesis and the absolute configuration of both enantiomers of 4,5-dihydroxy-3-(formyl)cyclopent-2-enone acetonide as a new chiral building block for prostanoid synthesis

23 November, 2014 - 16:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB01535E, PaperBeata Lukasik, Marian Mikolajczyk, Grzegorz Bujacz, Remigiusz Zurawinski
Starting from optically inactive meso-tartaric acid (6) the synthesis of both enantiomers of a new cyclopentenone building block 5 was developed.
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Fe-promoted radical cyanomethylation/arylation of arylacrylamides to access oxindoles via cleavage of the sp3 C-H of acetonitrile and the sp2 C-H of the phenyl group

23 November, 2014 - 16:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB02172J, CommunicationChangduo Pan, Honglin Zhang, Chengjian Zhu
Radical cyanomethylation/arylation of arylacrylamides to access oxindoles with acetonitrile as a radical precursor is described, involving dual C-H bond functionalization.
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A QSAR study on the inhibition mechanism of matrix metalloproteinase-12 by arylsulfone analogs based on molecular orbital calculations

23 November, 2014 - 16:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB01843E, PaperSeiji Hitaoka, Hiroshi Chuman, Kazunari Yoshizawa
The inhibition mechanism of matrix metalloproteinase-12 by arylsulfone analogs is revealed using a comprehensive computational approach including docking simulations, molecular orbital calculations, and QSAR.
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Quinoline-derived two-photon sensitive quadrupolar probes

23 November, 2014 - 16:54

Org. Biomol. Chem., 2014, 12,9899-9908
DOI: 10.1039/C4OB01551G, PaperPetra Dunkel, Christine Tran, Thibault Gallavardin, Hamid Dhimane, David Ogden, Peter I. Dalko
Quadrupolar 8-dimethylaminoquinoline-derived photosensitive probes underwent photolysis under UV (365 nm) and NIR (730 nm two-photon (TP)) irradiation conditions.
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A facile approach to spirocyclic 2-azido indolines via azidation of indoles with ceric ammonium nitrate

23 November, 2014 - 16:54

Org. Biomol. Chem., 2014, 12,9769-9772
DOI: 10.1039/C4OB01549E, CommunicationJing Li, Mao Liu, Qi Li, Hua Tian, Yian Shi
This paper describes azidation of indoles with NaN3 and ceric ammonium nitrate (CAN), giving a variety of spirocyclic 2-azido indolines in good yields and moderate diastereoselectivities.
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Enantioselective synthesis of [small alpha]-benzylated lanthionines and related tripeptides for biological incorporation into E. coli peptidoglycan

23 November, 2014 - 16:54

Org. Biomol. Chem., 2014, 12,9853-9863
DOI: 10.1039/C4OB01476F, PaperThibaut Denoel, Astrid Zervosen, Christian Lemaire, Bernard Joris, Mireille Herve, Didier Blanot, Guillermo Zaragoza, Andre Luxen
The synthesis of modified tripeptides (S)-Ala-[gamma]-(R)-Glu-X, where X = (R,S) or (R,R) diastereomers of [small alpha]-benzyl or [small alpha]-(4-azidobenzyl)lanthionine, was carried out.
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Design and synthesis of a mitochondria-targeting carrier for small molecule drugs

23 November, 2014 - 16:54

Org. Biomol. Chem., 2014, 12,9793-9796
DOI: 10.1039/C4OB01981D, CommunicationJunyan Han, Tae Hoon Lee, Ching-Hsuan Tung, Daniel Y. Lee
A novel mitochondria-targeting carrier QCy7HA was developed, which transported the covalently attached doxorubicin (DOX) to mitochondria specifically, resulting in the limitation of the effects of P-glycoprotein efflux pumps of multidrug-resistant cells on DOX.
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Highly efficient modular metal-free synthesis of 3-substituted 2-quinolones

23 November, 2014 - 16:54

Org. Biomol. Chem., 2014, 12,9786-9788
DOI: 10.1039/C4OB02131B, CommunicationAlexander V. Aksenov, Alexander N. Smirnov, Nicolai A. Aksenov, Inna V. Aksenova, Asiyat S. Bijieva, Michael Rubin
A modular approach to 3-substituted 2-quinolones via a cascade annulation reaction between 4-nitroketones and hydrazines has been developed.
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