Royal Society of Chemistry

Electronic effects on the substitution reactions of benzhydrols and fluorenyl alcohols. Determination of mechanism and effects of antiaromaticity

Org. and Biomol. Chem. - 31 August, 2015 - 13:54
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB01637A, PaperStephen R D George, Timothy E. Elton, Jason B Harper
A range of substituted benzhydrols and fluorenols were prepared and subjected to acid catalysed methanolysis. Analysis of the rates of each of these processes showed correlation with Hammett [sigma]+ parameters...
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The Development of a Short Route to the API Ropinirole hydrochloride.

Org. and Biomol. Chem. - 31 August, 2015 - 13:54
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB01739D, PaperDavid Harrowven, Zeshan Yousuf, Andrew Richards, Andrew Dwyer, Bruno Linclau
A four-step, three-stage synthesis of the API ropinirole hydrochloride has been developed from a commercially available naphthalene derivative. The new route has half the step-count and twice the overall yield...
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Bu4NI-catalyzed direct [small alpha]-oxyacylation of diarylethanones with acyl peroxides

Org. and Biomol. Chem. - 31 August, 2015 - 13:54
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB01534K, CommunicationJin-Tao Yu, Zhou Zhou, Jiang Cheng
The Bu4NI-catalyzed [small alpha]-oxyacylation of diarylethanones with acyl peroxides is developed. The reaction is conducted at room temperature without metal catalysts and tolerates a series of functional groups leading to [small alpha]-oxyacylated...
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Steering the Azido-Tetrazole Equilibrium of 4-Azidopyrimidines via Substituent Variation - Implications for Drug Design and Azide-Alkyne Cycloadditions

Org. and Biomol. Chem. - 31 August, 2015 - 13:54
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB01006C, PaperAndreas Thomann, Josef Zapp, MC Hutter, Martin Empting, Rolf Hartmann
This paper focuses on an interesting constitutional isomerism called azido-tetrazole equilibrium which is observed in azido-substituted N-heterocycles. We present a systematic investigation of substituent effects on the isomer ratio within...
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Synthesis, characterization and in vitro evaluation of novel enantiomerically-pure sulphonamide antimalarials

Org. and Biomol. Chem. - 31 August, 2015 - 13:54
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB01479D, PaperAnusha Sebastian, Ameya Sinha, Pokunoth C Baburajeev, Trang TT Chu, Jessin Mathai, Kanchugarakoppal S Rangappa, Salundi Basappa, Rajesh C Das, julian e fuchs, Andreas Bender, Huang Ximei, Peter Rainer Preiser, Shivananju NanjundaSwamy
Malaria parasites currently gain resistance rapidly, across countries and continents. Hence, the discovery and development of novel chemical compounds, as well as scaffolds, with superior antimalarial activity remains an important...
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Synthesis of Quinazolinimines and Quinazolinamines from 2-Fluorobenzonitriles under Catalyst-free Conditions

Org. and Biomol. Chem. - 31 August, 2015 - 13:54
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB01587A, PaperXiao-Feng Wu, jian-bo feng
A convenient procedure for the synthesis of quinazolinimines and quinazolinamines from 2-fluorobenzontriles has been developed. By using KOtBu as the promotor and with 2-aminopyridines or amidines as the reaction partner,...
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Palladium(II)-Catalyzed Direct Alkenylation of Dihydropyranones

Org. and Biomol. Chem. - 31 August, 2015 - 13:54
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB00432B, PaperShanshan Chen, Xihao Chang, Yu Tao, Yong Xia, Minghao Chen
A Palladium(II)-catalyzed direct alkenylation reaction of dihydropyranones was developed. Various substituted dihydropyranones could afford the desired products in reasonable yields. And different acrylates were found to be good coupling partners...
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An Efficient Aldol-Type Direct Reaction of Isatins with TMSCH2CN

Org. and Biomol. Chem. - 31 August, 2015 - 13:54
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB01560J, CommunicationRavi Prakash Singh, V. U. Bhaskara Rao, Krishna Kumar
Cesium fluoride catalyzed direct cyanomethylation of various isatins by using trimethylsilyl acetonitrile (TMSAN) as a nucleophile has been developed. The reaction has been explored for a number of isatins, with...
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A Pyrene-bridged Macrocage Showing No Excimer Fluorescence

Org. and Biomol. Chem. - 31 August, 2015 - 13:54
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB01644D, PaperHirokuni Shionari, Yusuke Inagaki, Kentaro Yamaguchi, Wataru Setaka
Pyrene is a common organic luminescent material. To improve the fluorescence properties of pyrene, we have designed a pyrene-2,7-diyl bridged macrocage in which the pyrene moiety is sterically protected by...
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Systematic synthesis of low-molecular weight fucoidan derivatives and their effect on cancer cells

Org. and Biomol. Chem. - 31 August, 2015 - 13:54
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB01634G, PaperAkihiro Kasai, Shinsuke Arafuka, Nozomi Koshiba, Daisuke Takahashi, Kazunobu Toshima
Low-molecular weight type I and II fucoidan derivatives with different sulfation patterns were designed and systematically synthesized from the corresponding common key intermediate and their anti-proliferative activities and apoptosis-inducing activities...
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Evaluating hydrogen bonding control in the diastereoselective Diels-Alder reactions of 9-(2-aminoethyl)-anthracene derivatives

Org. and Biomol. Chem. - 31 August, 2015 - 13:54
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB01343G, PaperSimon Jones, Harry Adams, Anthony J. H. M. Meijer, Francois-Moana Gautier, Ramadan Ali Bawa
Several 9-(2-aminoethyl)anthracene derivatives were prepared with different nitrogen substitutents including alkyl, acetamide, trifluoroacaeamide and t-butyl carbamate. The selectivity in Diels_alder cyclodaddition reaction with N-methyl maleimide was evaluated thorugh single crystal...
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Molecular Recognition Controlled Stereomutation Cycle in a Dynamic Helical Assembly

Org. and Biomol. Chem. - 31 August, 2015 - 13:54
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB01448D, CommunicationMohit Kumar, Madugula Drona Reddy, Ananya Mishra, George J. Subi
Perylenebisimide functionalized with phosphate recognition unit assembles into left-handed, right-handed or racemic helical assembly on binding with AMP, ATP and inorganic phosphates, respectively. Thus, competitive binding among these multivalent guests...
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Directing-Group-Assisted Copper-Catalyzed Oxidative Esterfication of Phenols with Aldehydes

Org. and Biomol. Chem. - 31 August, 2015 - 13:54
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB01465D, PaperLijiang Xuan, Wei-bin Song, Yong Zheng
A directing-group-assisted copper-catalyzed oxidative esterification of phenols with aldehydes using TBHP as oxidant was described. This methodology which showed the advantages of base, ligand free, short routes and functional group...
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Metal complexes of pyridine-fused macrocyclic polyamines targeting the chemokine receptor CXCR4

Org. and Biomol. Chem. - 31 August, 2015 - 13:54
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB01557J, PaperSunil Hamal, Thomas D'huys, William F. Rowley, Kurt Vermeire, Stefano Aquaro, Brian J Frost, Dominique Schols, Thomas Wayne Bell
The chemokine receptor CXCR4 acts as a key cell surface receptor in HIV infections, multiple forms of cancer, and various other pathologies, such as rheumatoid arthritis and asthma. Macrocyclic polyamines...
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Planar-Rotor Architecture Based Pyrene-Vinyl-Tetraphenylethylene Conjugated Systems: Photophysical Properties and Aggregation Behavior

Org. and Biomol. Chem. - 31 August, 2015 - 13:54
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB01564B, PaperBinay Krishna Ghorai, Debabrata Jana, Shatabdi Boxi, Partha Pratim Parui
Four pyrene-vinyl-tetraphenylethylene based conjugated materials were synthesized and characterized by FT-IR, NMR, and mass spectroscopy. The photophysical (including absorption, fluorescence, and fluorescence lifetime) and aggregation properties in tetrahydrofuran were investigated....
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A recognition-mediated reaction drives amplification within a dynamic library

Org. and Biomol. Chem. - 31 August, 2015 - 13:54
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB01621E, PaperDouglas Philp, Jan Witold Sadownik
A single, appropriately designed, recognition event targets and transforms one of two reactive members of an exchanging pool of compounds through a recognition-mediated irreversible cycloaddition reaction, altering dramatically the final...
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Highly regioselective para-methylthiolation/bridging methylenation of arylamines promoted by NH4I

Org. and Biomol. Chem. - 31 August, 2015 - 13:54
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB01679G, CommunicationYinfeng Xu, Tiantian Cong, Ping Liu, Peipei Sun
Aryl methyl thioethers and methylene-bridged arylamines were synthesized via highly regioselective para-methylthiolation/bridging methylenation of arylamines using DMSO as the methylthio or methylene source in the presence of NH4I under metal-free...
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Copper-catalyzed N-methylation/ethylation of sulfoximines

Org. and Biomol. Chem. - 31 August, 2015 - 13:54
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB01558H, CommunicationJin-Tao Yu, Fan Teng, Jiang Cheng
The copper-catalyzed N-methylation of sulfoximines with di-tert-butyl peroxide (DTBP) is developed. This protocol has good functional group tolerance leading to N-methylated sulfoximines in moderate to good yields. Besides, N-ethylation of...
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A four-component reaction of aryldiazonium tetrafluoroborates, sulfur dioxide, 1,2-dibromoethane, and hydrazines

Org. and Biomol. Chem. - 31 August, 2015 - 13:54
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB01765C, PaperDanqing Zheng, Yunyan Kuang, Jie Wu
A four-component reaction of aryldiazonium tetrafluoroborates, sulfur dioxide, 1,2-dibromoethane, and hydrazines under metal-free conditions is described, providing a novel and efficient approach to 2-arylsulfonyl hydrazones. This transformation proceeds smoothly via...
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Synthesis and Stability of Cyclic [small alpha]-Hydrogen Nitroxides

Org. and Biomol. Chem. - 31 August, 2015 - 13:54
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB01443C, PaperHila Toledo, Michal Amar, Sukanta Bar, Mark Alan Iron, Natalia Fridman, Boris Tumanskii, Linda Shimon, Mark M Botoshansky, Alex Martin Szpilman
Nitroxides (nitroxyl radicals) hold a unique place in science due to their stable radical nature. We have recently reported the first design concept providing a general solution to the problem...
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