Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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A convenient tandem one-pot synthesis of donor-acceptor-type triphenylene 2,3-dicarboxylic esters from diarylacetylene

30 August, 2014 - 20:54

Org. Biomol. Chem., 2014, 12,6977-6981
DOI: 10.1039/C4OB01503G, CommunicationChun Feng, Xian-Li Tian, Jing Zhou, Shi-Kai Xiang, Wen-Hao Yu, Bi-Qin Wang, Ping Hu, Carl Redshaw, Ke-Qing Zhao
An efficient one-pot synthetic procedure was developed for the direct preparation of polysubstituted triphenylene 2,3-dicarboxylic esters via a tandem addition process from diarylacetylene.
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Short asymmetric synthesis of phenanthroindolizidines through chiral homoallylic sulfinamines

30 August, 2014 - 20:54

Org. Biomol. Chem., 2014, 12,7018-7025
DOI: 10.1039/C4OB01133C, PaperCintia Anton-Torrecillas, Jose C. Gonzalez-Gomez
An expeditious synthesis of enantioenriched phenanthroindolizidines has been achieved using tert-butylsulfinamide as a chiral inductor and without any other protecting group.
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Switchable regioselectivity in the PIFA-BF3[middle dot]Et2O mediated oxidative coupling of meso-brominated Ni(II) porphyrin

28 August, 2014 - 20:17

Org. Biomol. Chem., 2014, 12,6990-6993
DOI: 10.1039/C4OB01517G, CommunicationChuan-Mi Feng, Yi-Zhou Zhu, Yun Zang, Yu-Zhang Tong, Jian-Yu Zheng
A simple and efficient method has been developed for the switchable synthesis of directly linked meso-brominated Ni(II) porphyrin dimers through PIFA-BF3[middle dot]Et2O mediated oxidative coupling.
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Removal of amino groups from anilines through diazonium salt-based reactions

28 August, 2014 - 20:17

Org. Biomol. Chem., 2014, 12,6965-6971
DOI: 10.1039/C4OB01286K, Review ArticleLinman He, Guanyinsheng Qiu, Yueqiu Gao, Jie Wu
In situ generation of diazonium salts from anilines represents an efficient and practical pathway, leading to a series of useful structures. The amino group in anilines acts as a formal leaving group in various coupling reactions.
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An easy access to [small alpha]-aryl substituted [gamma]-ketophosphonates: Lewis acid mediated reactions of 1,3-diketones with [small alpha]-hydroxyphosphonates and tandem regioselective C-C bond cleavage

26 August, 2014 - 19:54

Org. Biomol. Chem., 2014, 12,7140-7149
DOI: 10.1039/C4OB01091D, PaperGangaram Pallikonda, Manab Chakravarty, Manoj K. Sahoo
The [small alpha]-aryl substituted (+/-)-[gamma]-ketophosphonates are produced by Lewis acid mediated reactions of [small alpha]-hydroxyphosphonates with 1,3-diketones.
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Design and synthesis of a macrosphelide A-biotin chimera

26 August, 2014 - 19:54

Org. Biomol. Chem., 2014, 12,7127-7135
DOI: 10.1039/C4OB01028K, PaperHwayoung Yun, Jaehoon Sim, Hongchan An, Jeeyeon Lee, Hun Seok Lee, Young Kee Shin, Seung-Mann Paek, Young-Ger Suh
The rational design and synthesis of a biochemical probe of natural (+)-macrosphelide A, a potent cell-cell adhesion inhibitor, was completed to aid in the identification of its biological target.
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A large dipole moment to promote gelation for 4-nitrophenylacrylonitrile derivatives with gelation-induced emission enhancement properties

26 August, 2014 - 19:54

Org. Biomol. Chem., 2014, 12,7110-7118
DOI: 10.1039/C4OB00768A, PaperPengchong Xue, Boqi Yao, Yuan Zhang, Peng Chen, Kechang Li, Baijun Liu, Ran Lu
4-Nitrophenylacrylonitrile derivatives were gelator, but analogues without nitro group were not, indicating that the electron-withdrawing nitro moiety was important for gel formation. Moreover, the organogels exhibited fluorescence enhancement.
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Effect of conformational rigidity on the stereoselectivity of nucleophilic additions to five-membered ring bicyclic oxocarbenium ion intermediates

26 August, 2014 - 19:54

Org. Biomol. Chem., 2014, 12,7083-7091
DOI: 10.1039/C4OB01251H, PaperOlga Lavinda, Vi Tuong Tran, K. A. Woerpel
Nucleophilic substitution reactions of five-membered ring acetals bearing fused rings reveal that subtle changes in the structure of the fused ring can exert dramatic influences on selectivity.
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Expedient synthesis of an [small alpha]-S-(1[rightward arrow]6)-linked pentaglucosyl thiol

26 August, 2014 - 19:54

Org. Biomol. Chem., 2014, 12,7119-7126
DOI: 10.1039/C4OB01094A, PaperHuali Wang, Xiangming Zhu
An [small alpha]-S-(1[rightward arrow]6)-linked pentaglucosyl thiol (1) is synthesized via the longest linear sequence of eleven steps from an [small alpha]-glucosyl thiol (7).
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Ratiometric fluorescence chemosensor based on tyrosine derivatives for monitoring mercury ions in aqueous solutions

26 August, 2014 - 19:54

Org. Biomol. Chem., 2014, 12,7100-7109
DOI: 10.1039/C4OB01044B, PaperPonnaboina Thirupathi, Ponnaboina Saritha (nee Gudelli), Keun-Hyeung Lee
Ratiometric fluorescent chemosensors 1 and 2 were synthesized based on tyrosine amino acid derivatives with a pyrene fluorophore.
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Monitoring penetratin interactions with lipid membranes and cell internalization using a new hydration-sensitive fluorescent probe

26 August, 2014 - 19:54

Org. Biomol. Chem., 2014, 12,7036-7044
DOI: 10.1039/C4OB01242A, PaperOleksandr M. Zamotaiev, Viktoriia Y. Postupalenko, Volodymyr V. Shvadchak, Vasyl G. Pivovarenko, Andrey S. Klymchenko, Yves Mely
A new hydration-sensitive fluorescent label attached to the N-terminus of a cell-penetrating peptide allows visualization of the nanoscopic environment of its internalization pathway.
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Stereoselective synthesis of O-tosyl azabicyclic derivatives via aza Prins reaction of endocyclic N-acyliminium ions: application to the total synthesis of (+/-)-epi-indolizidine 167B and 209D

26 August, 2014 - 19:54

Org. Biomol. Chem., 2014, 12,7026-7035
DOI: 10.1039/C4OB01130A, PaperAnil K. Saikia, Kiran Indukuri, Jagadish Das
A diastereoselective synthesis of 4-O-tosyl piperidine containing azabicyclic derivatives has been established via Prins cyclization reaction. This protocol has been applied for the total synthesis of (+/-)-epi-indolizidine 167B and 209D.
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Combinatorial synthesis of nicotine analogs using an Ugi 4-CR/cyclization-reduction strategy

26 August, 2014 - 19:54

Org. Biomol. Chem., 2014, 12,7068-7082
DOI: 10.1039/C4OB00767K, PaperLuis A. Polindara-Garcia, Alfredo Vazquez
A simple and convenient synthetic methodology to prepare nicotine derivatives is reported.
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Novel EDTA-ligands containing an integral perylene bisimide (PBI) core as an optical reporter unit

26 August, 2014 - 19:54

Org. Biomol. Chem., 2014, 12,7045-7058
DOI: 10.1039/C4OB01007H, PaperMario Marcia, Prabhpreet Singh, Frank Hauke, Michele Maggini, Andreas Hirsch
The synthesis, characterization and metal complexation of a new class of perylene bisimides (PBIs) as an integral part of ethylenediaminetetraacetic acid (EDTA) are reported.
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Control of reaction pathways in the photochemical reaction of a quinone with tetramethylethylene by metal binding

26 August, 2014 - 19:54

Org. Biomol. Chem., 2014, 12,7004-7017
DOI: 10.1039/C4OB00659C, PaperHiroaki Yamamoto, Kei Ohkubo, Seiji Akimoto, Shunichi Fukuzumi, Akihiko Tsuda
Supramolecular photochemical reactions of a quinone derivative, bearing an oligoether sidearm, with tetramethylethylene occur upon noncovalent complexations with metal salts.
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Evaluation of 4-substituted styrenes as functional monomers for the synthesis of theophylline-specific molecularly imprinted polymers

26 August, 2014 - 19:54

Org. Biomol. Chem., 2014, 12,6994-7003
DOI: 10.1039/C4OB00517A, PaperHazit Zayas, Clovia I. Holdsworth, Michael C. Bowyer, Adam McCluskey
Six novel functional monomers (M1-M6) were examined for their ability to imprint theophylline (1). The best selectivity was observed with M2.
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Indole synthesis from N-allenyl-2-iodoanilines under mild conditions mediated by samarium(II) diiodide

20 August, 2014 - 18:17

Org. Biomol. Chem., 2014, 12,6812-6815
DOI: 10.1039/C4OB01164C, CommunicationHiroki Iwasaki, Kenji Suzuki, Mitsunari Yamane, Shohei Yoshida, Naoto Kojima, Minoru Ozeki, Masayuki Yamashita
A novel method for indole skeleton synthesis under mild conditions mediated by samarium(II) diiodide has been developed.
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Directed arene/alkyne annulation reactions via aerobic copper catalysis

20 August, 2014 - 18:17

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01312C, PaperYi Zhang, Qian Wang, Huidong Yu, Yong Huang
We describe a straightforward protocol for a smooth dehydrogenative annulation reaction between various arenes and terminal alkynes using a catalytic amount of CuBr2 and molecular oxygen.
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CoPc-catalyzed selective radical arylation of anilines with arylhydrazines for synthesis of 2-aminobiaryls

20 August, 2014 - 18:17

Org. Biomol. Chem., 2014, 12,6922-6926
DOI: 10.1039/C4OB00798K, PaperTao Jiang, Sheng-Yan Chen, Guo-Yu Zhang, Run-Sheng Zeng, Jian-Ping Zou
CoPc-catalyzed selective radical arylation of anilines with arylhydrazines to afford 2-aminobiaryls in moderate to good yields is described.
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Orthogonal functionalisation of [small alpha]-helix mimetics

20 August, 2014 - 18:17

Org. Biomol. Chem., 2014, 12,6794-6799
DOI: 10.1039/C4OB00915K, CommunicationOpen Access Open Access Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.Anna Barnard, Kerya Long, David J. Yeo, Jennifer A. Miles, Valeria Azzarito, George M. Burslem, Panchami Prabhakaran, Thomas A. Edwards, Andrew J. Wilson
We present methodology to modify N-alkylated aromatic oligoamide [small alpha]-helix mimetics using 'click' chemistry.
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