Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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Total syntheses and structural validation of lincitol A, lincitol B, uvacalol I, uvacalol J, and uvacalol K

7 September, 2014 - 22:54

Org. Biomol. Chem., 2014, 12,7279-7289
DOI: 10.1039/C4OB01329H, PaperSoumik Mondal, Kana M. Sureshan
First total syntheses of lincitol A, lincitol B, uvacalol I, uvacalol J and uvacalol K were achieved in racemic form, validating their structure from a common intermediate, which was synthesized in six steps from low-cost and extensively available myo-inositol.
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The effect of LNA nucleobases as enhancers for the binding of amiloride to an abasic site in DNA/DNA and DNA/RNA duplexes

7 September, 2014 - 22:54

Org. Biomol. Chem., 2014, 12,7250-7256
DOI: 10.1039/C4OB00977K, PaperYusuke Sato, Tetsushi Sato, Takaya Sato, Seiichi Nishizawa, Norio Teramae
We report on a significant effect of locked nucleic acid (LNA) nucleobases on the binding of amiloride for abasic site (AP)-containing DNA duplexes.
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Microwave assisted synthesis and QSAR study of novel NSAID acetaminophen conjugates with amino acid linkers

7 September, 2014 - 22:54

Org. Biomol. Chem., 2014, 12,7238-7249
DOI: 10.1039/C4OB01281J, PaperAnand D. Tiwari, Siva S. Panda, Adel S. Girgis, Sandhyamayee Sahu, Riham F. George, Aladdin M. Srour, Brian La Starza, Abdullah M. Asiri, C. Dennis Hall, Alan R. Katritzky
Twelve novel conjugates of NSAID linked by amino acid units to acetaminophen synthesized under microwave irradiation as potential anti-inflammatory agents.
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Recent advances in catalytic C-N bond formation: a comparison of cascade hydroaminomethylation and reductive amination reactions with the corresponding hydroamidomethylation and reductive amidation reactions

7 September, 2014 - 22:54

Org. Biomol. Chem., 2014, 12,7179-7193
DOI: 10.1039/C4OB00620H, Review ArticleSaeed Raoufmoghaddam
This review highlights and compares selected examples of hydroaminomethylation, reductive amination, hydroamidomethylation and reductive amidation reactions, and consequently reveals their potential applications.
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Palladium-catalyzed carbonylative addition of aryl bromides to arylalkynes: a simple and efficient method for chalcone synthesis

7 September, 2014 - 22:54

Org. Biomol. Chem., 2014, 12,7233-7237
DOI: 10.1039/C4OB01263A, PaperSheng Zhang, Liangguang Wang, Xiujuan Feng, Ming Bao
Chalcones can be prepared in satisfactory to excellent yields via palladium-catalyzed carbonylative addition of aryl bromides to terminal arylalkynes under mild conditions.
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Synthesis and immunological effects of heroin vaccines

7 September, 2014 - 22:54

Org. Biomol. Chem., 2014, 12,7211-7232
DOI: 10.1039/C4OB01053A, PaperFuying Li, Kejun Cheng, Joshua F. G. Antoline, Malliga R. Iyer, Gary R. Matyas, Oscar B. Torres, Rashmi Jalah, Zoltan Beck, Carl R. Alving, Damon A. Parrish, Jeffrey R. Deschamps, Arthur E. Jacobson, Kenner C. Rice
Multi-step syntheses provided three designed haptens for vaccines that were evaluated for their ability to block the effects of heroin and its metabolites.
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Ionic liquids as porogens for molecularly imprinted polymers: propranolol, a model study

7 September, 2014 - 22:54

Org. Biomol. Chem., 2014, 12,7201-7210
DOI: 10.1039/C4OB00547C, PaperKatherine Booker, Clovia I. Holdsworth, Cara M. Doherty, Anita J. Hill, Michael C. Bowyer, Adam McCluskey
The selectivity and rebinding capacity of molecularly imprinted polymers selective for propranolol (1) using the room temperature ionic liquids [BMIM][BF4], [BMIM][PF6], [HMIM][PF6] and [OMIM][PF6] and CHCl3 were examined.
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MIDA as a simple and highly efficient ligand for palladium-catalyzed Hiyama cross-coupling of aryl halides

1 September, 2014 - 21:17

Org. Biomol. Chem., 2014, 12,7136-7139
DOI: 10.1039/C4OB01056F, PaperMengping Guo, Liang Qi, Qiaochu Zhang, Zhiyong Zhu, Wei Li, Xiaogang Li
N-Methyliminodiacetic acid (MIDA) as a simple, air stable and water-soluble ligand shows high catalytic activity in Hiyama reaction.
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Organophosphorus-catalyzed diaza-Wittig reaction: application to the synthesis of pyridazines

1 September, 2014 - 21:17

Org. Biomol. Chem., 2014, 12,7159-7166
DOI: 10.1039/C4OB01201A, PaperHassen Bel Abed, Oscar Mammoliti, Omprakash Bande, Guy Van Lommen, Piet Herdewijn
The elaboration of the first organophosphorus-catalyzed diaza-Wittig reaction is reported.
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Efficient synthesis of conformationally constrained, amino-triazoloazepinone-containing di- and tripeptides via a one-pot Ugi-Huisgen tandem reaction

1 September, 2014 - 21:17

Org. Biomol. Chem., 2014, 12,6986-6989
DOI: 10.1039/C4OB01381F, CommunicationT. M. A. Barlow, M. Jida, D. Tourwe, S. Ballet
Herein we describe a catalyst-free procedure employing an Ugi-4CR followed by a thermal azide-alkyne Huisgen cycloaddition to generate a 16-member library with up to four points of diversification and high atom economy.
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Development and mechanistic studies of an optimized receptor for trimethyllysine using iterative redesign by dynamic combinatorial chemistry

30 August, 2014 - 20:54

Org. Biomol. Chem., 2014, 12,7059-7067
DOI: 10.1039/C4OB01249F, PaperNicholas K. Pinkin, Marcey L. Waters
Iterative monomer redesign leads to a Kme3-peptide receptor with 10-fold tighter affinity and 5-fold improved selectivity over Kme2 than the original receptor. Thermodynamic analysis provides insight into this improvement.
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Novel ruthenium-catalyst for hydroesterification of olefins with formates

30 August, 2014 - 20:54

Org. Biomol. Chem., 2014, 12,6972-6976
DOI: 10.1039/C4OB01246A, CommunicationIrina Profir, Matthias Beller, Ivana Fleischer
A new catalyst based on a bidentate P,N-ligand and ruthenium dodecacarbonyl for the hydroesterification of olefins with formates is reported.
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Silver triflate and triflic anhydride-promoted expedient synthesis of acylated 1-aminoisoquinolines

30 August, 2014 - 20:54

Org. Biomol. Chem., 2014, 12,6982-6985
DOI: 10.1039/C4OB01301H, CommunicationYuewen Li, Liang Gao, Hui Zhu, Guangming Li, Zhiyuan Chen
A practical and convergent synthesis of biologically active 1-(N-acyl)-1-aminoisoquinolines from the reaction of 2-alkynylbenzaldoximes with amides has been realized.
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A facile manganese dioxide mediated oxidation of primary benzylamines to benzamides

30 August, 2014 - 20:54

Org. Biomol. Chem., 2014, 12,7150-7158
DOI: 10.1039/C4OB01166J, PaperA. Poeschl, D. M. Mountford
An efficient and high yielding manganese dioxide mediated oxidation of benzylamines to the corresponding amides under mild reaction conditions.
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Developing principles for predicting ionic liquid effects on reaction outcome. A demonstration using a simple condensation reaction

30 August, 2014 - 20:54

Org. Biomol. Chem., 2014, 12,7092-7099
DOI: 10.1039/C4OB01070A, PaperSinead T. Keaveney, Karin S. Schaffarczyk McHale, Ronald S. Haines, Jason B. Harper
Predictions of the effects of the proportion and the components of an ionic liquid on the reaction rate are shown to correlate well with experimental results.
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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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