Royal Society of Chemistry

Silver catalysed decarboxylative alkylation and acylation of pyrimidines in aqueous media

Org. and Biomol. Chem. - 25 January, 2015 - 07:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB02524E, PaperWen-Peng Mai, Bin Sun, Li-Qin You, Liang-Ru Yang, Pu Mao, Jin-Wei Yuan, Yong-Mei Xiao, Ling-Bo Qu
Decarboxylative alkylation or acylation reactions of simple pyrimidines have been developed in aqueous media.
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The enantioselective construction of tetracyclic diterpene skeletons with Friedel-Crafts alkylation and palladium-catalyzed cycloalkenylation reactions

Org. and Biomol. Chem. - 25 January, 2015 - 07:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB02489C, PaperSarah J. Burke, William P. Malachowski, Sharan K. Mehta, Roselyn Appenteng
Enantioselective synthesis of natural product-like structures from a two-step extension of the Birch-Cope sequence: intramolecular Friedel-Crafts alkylation and palladium-catalyzed cycloalkenylation.
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"One-pot" synthesis of amidoxime via Pd-catalyzed cyanation and amidoximation

Org. and Biomol. Chem. - 25 January, 2015 - 07:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB02456G, CommunicationChu-Ting Yang, Jun Han, Jun Liu, Mei Gu, Yi Li, Jun Wen, Hai-Zhu Yu, Sheng Hu, Xiaolin Wang
"One-pot" synthesis of amidoxime was developed for studies on the interactions between amidoxime and uranyl.
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Highly enantioselective catalytic 1,3-dipolar cycloadditions of [small alpha]-alkyl diazoacetates: efficient synthesis of functionalized 2-pyrazolines

Org. and Biomol. Chem. - 25 January, 2015 - 07:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB02372B, PaperSung Il Lee, Ka Eun Kim, Geum-Sook Hwang, Do Hyun Ryu
Chiral oxazaborolidinium ion catalyzed 1,3-dipolar cycloaddition reaction of [small alpha]-substituted diazoacetates gives functionalized 2-pyrazolines in high to excellent enantiomeric ratios.
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Conformational properties of 1,4- and 1,5-substituted 1,2,3-triazole amino acids - building units for peptidic foldamers

Org. and Biomol. Chem. - 25 January, 2015 - 07:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB02359E, PaperNina Kann, Johan R. Johansson, Tamas Beke-Somfai
Conformational diversity of 1,4- and 1,5-substituted 1,2,3-triazole amino acids makes them promising building units for novel peptidic foldamers.
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Asymmetric metal free [small beta]-boration of [small alpha],[small beta]-unsaturated imines assisted by (S)-MeBoPhoz

Org. and Biomol. Chem. - 25 January, 2015 - 07:54

Org. Biomol. Chem., 2015, 13,1328-1332
DOI: 10.1039/C4OB02478H, CommunicationEnrico La Cascia, Xavier Sanz, Carles Bo, Andrew Whiting, Elena Fernandez
The adduct [MeO [rightward arrow] Bpin-Bpin]- efficiently mediates the [small beta]-boration of [small alpha],[small beta]-unsaturated imines formed in situ.
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Acid-promoted transformations of 1-(diphenylphosphoryl)allenes: synthesis of novel 1,4-dihydrophosphinoline 1-oxides

Org. and Biomol. Chem. - 25 January, 2015 - 07:54

Org. Biomol. Chem., 2015, 13,1333-1338
DOI: 10.1039/C4OB02269F, CommunicationAlexander S. Bogachenkov, Albina V. Dogadina, Vadim P. Boyarskiy, Aleksander V. Vasilyev
1-(Diphenylphosphoryl)alka-1,2-dienes in acids (TfOH, FSO3H, H2SO4) give (3-hydroxyalk-1-en-1-yl)diphenylphosphine oxides, that are further converted into 1-phenyl-1,4-dihydrophosphinoline 1-oxides. The latter compounds are directly formed from these 1,2-dienes under the action of AlCl3.
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Copper-catalyzed O-arylation of N-protected 1,2-aminoalcohols using functionalized trivalent organobismuth reagents

Org. and Biomol. Chem. - 25 January, 2015 - 07:54

Org. Biomol. Chem., 2015, 13,1322-1327
DOI: 10.1039/C4OB02497D, CommunicationPauline Petiot, Julien Dansereau, Martin Hebert, Imene Khene, Tabinda Ahmad, Samira Samaali, Maxime Leroy, Francis Pinsonneault, Claude Y. Legault, Alexandre Gagnon
The O-arylation of 1,2-aminoalcohols using functionalized triarylbismuth reagents is reported.
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"AND" luminescent "reactive" molecular logic gates: a gateway to multi-analyte bioimaging and biosensing

Org. and Biomol. Chem. - 25 January, 2015 - 07:54

Org. Biomol. Chem., 2015, 13,1294-1306
DOI: 10.1039/C4OB02076F, Review ArticleAnthony Romieu
This feature article focuses on the recent development of "AND" luminescent molecular logic gates, in which the optical output is produced in response to multiple (bio)chemical inputs and through cascades of covalent bond-modifying reactions triggered by target (bio)analytes, for biosensing and bioimaging applications in complex media.
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Consecutive three-component synthesis of (hetero)arylated propargyl amides by chemoenzymatic aminolysis-Sonogashira coupling sequence

Org. and Biomol. Chem. - 25 January, 2015 - 07:54

Org. Biomol. Chem., 2015, 13,1571-1576
DOI: 10.1039/C4OB02386B, PaperOpen Access Open Access Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence.Sidra Hassan, Anja Ullrich, Thomas J. J. Muller
(Hetero)arylated propargyl amides are efficiently prepared by consecutive chemoenzymatic three-component synthesis based upon lipase catalyzed aminolysis followed by Sonogashira coupling.
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E- or Z-Selective synthesis of 4-fluorovinyl-1,2,3-triazoles with fluorinated second-generation Julia-Kocienski reagents

Org. and Biomol. Chem. - 25 January, 2015 - 07:54

Org. Biomol. Chem., 2015, 13,1536-1549
DOI: 10.1039/C4OB02179G, PaperRakesh Kumar, Govindra Singh, Louis J. Todaro, Lijia Yang, Barbara Zajc
Second-generation Julia-Kocienski reagents from CuAAC reactions of [small alpha]-fluoropropargyl benzothiazole sulfone with azides, react with aldehydes and ketones to give N-substituted 4-(1-fluorovinyl)triazoles. Reactions of aldehydes can be tuned towards E or Z-alkenes selectively.
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Stereoselective synthesis of fluorinated aminoglycosyl phosphonates

Org. and Biomol. Chem. - 25 January, 2015 - 07:54

Org. Biomol. Chem., 2015, 13,1317-1321
DOI: 10.1039/C4OB02317J, CommunicationSanne Bouwman, Romano V. A. Orru, Eelco Ruijter
We report the highly stereoselective addition of lithiated difluorophosphonates to nitroglycals, providing synthetic access to biologically relevant fluorinated aminoglycosyl phosphonates.
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Synthesis and antimalarial evaluation of amide and urea derivatives based on the thiaplakortone A natural product scaffold

Org. and Biomol. Chem. - 25 January, 2015 - 07:54

Org. Biomol. Chem., 2015, 13,1558-1570
DOI: 10.1039/C4OB01849D, PaperBrett D. Schwartz, Tina S. Skinner-Adams, Katherine T. Andrews, Mark J. Coster, Michael D. Edstein, Donna MacKenzie, Susan A. Charman, Maria Koltun, Scott Blundell, Anna Campbell, Rebecca H. Pouwer, Ronald J. Quinn, Karren D. Beattie, Peter C. Healy, Rohan A. Davis
A series of amide and urea analogues based on the thiaplakortone A natural product scaffold were synthesised and screened for in vitro antimalarial activity.
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Linear dialdehydes as promising substrates for aminocatalyzed transformations

Org. and Biomol. Chem. - 25 January, 2015 - 07:54

Org. Biomol. Chem., 2015, 13,1280-1293
DOI: 10.1039/C4OB01805B, Review ArticleIndresh Kumar, Panduga Ramaraju, Nisar A. Mir, Anoop Singh
Linear dialdehydes: This article summarizes the recent utilization of linear dialdehydes as appropriate substrates for amine catalyzed cascade/domino transformations.
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Synthesis and antitumor activity of novel 2-substituted indoline imidazolium salt derivatives

Org. and Biomol. Chem. - 25 January, 2015 - 07:54

Org. Biomol. Chem., 2015, 13,1550-1557
DOI: 10.1039/C4OB02385D, PaperXiao-Liang Xu, Chun-Lei Yu, Wen Chen, Ying-Chao Li, Li-Juan Yang, Yan Li, Hong-Bin Zhang, Xiao-Dong Yang
A series of novel 2-substituted indoline imidazolium salt derivatives were synthesized and their antitumor structure-activity relationship studies were reported.
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Multi-substituted 8-aminoimidazo[1,2-a]pyrazines by Groebke-Blackburn-Bienayme reaction and their Hsp90 inhibitory activity

Org. and Biomol. Chem. - 25 January, 2015 - 07:54

Org. Biomol. Chem., 2015, 13,1531-1535
DOI: 10.1039/C4OB01865F, PaperJing Ren, Min Yang, Hongchun Liu, Danyan Cao, Danqi Chen, Jian Li, Le Tang, Jianhua He, Yue-Lei Chen, Meiyu Geng, Bing Xiong, Jingkang Shen
Various 3,8-diaminoimidazo[1,2-a]pyrazines were efficiently prepared by MCR and some products showed moderate Hsp90 inhibitory activity.
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N-heterocyclic carbene-catalyzed cyclocondensation of 2-aryl carboxylic acids and enones: highly enantioselective synthesis of [small delta]-lactones

Org. and Biomol. Chem. - 25 January, 2015 - 07:54

Org. Biomol. Chem., 2015, 13,1313-1316
DOI: 10.1039/C4OB02330G, CommunicationJin-Tang Cheng, Xiang-Yu Chen, Song Ye
The NHC-catalyzed [4 + 2] cyclocondensation of 2-aryl carboxylic acids with enones was developed, giving [small delta]-lactones in good yields with high enantioselectivities.
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Pd-catalyzed Heck-conjoined amidation and concomitant chemoselective Michael-addition: an efficient tandem approach to highly functionalized tetrahydroquinazolines from o-haloanilines

Org. and Biomol. Chem. - 25 January, 2015 - 07:54

Org. Biomol. Chem., 2015, 13,1521-1530
DOI: 10.1039/C4OB02286F, PaperRakesh K. Saunthwal, Monika Patel, Abhinandan K. Danodia, Akhilesh K. Verma
Efficient palladium-catalyzed tandem approach for the synthesis of highly functionalized tetrahydroquinazolines from o-haloanilines with acrylates and isothiocyanates/isocyanates via Heck-conjoined amidation/thioamidation and concomitant chemoselective Michael-addition is described.
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A robust synthesis of N-glycolyl muramyl dipeptide via azidonitration/reduction

Org. and Biomol. Chem. - 25 January, 2015 - 07:54

Org. Biomol. Chem., 2015, 13,1515-1520
DOI: 10.1039/C4OB02147A, PaperShuo Xing, James L. Gleason
Glycal etherification followed by azidonitration/reduction solves a difficult SN2 step in the synthesis of N-glycolyl muramyl dipeptide.
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Domino reaction involving the Bestmann-Ohira reagent and [small alpha],[small beta]-unsaturated aldehydes: efficient synthesis of functionalized pyrazoles

Org. and Biomol. Chem. - 25 January, 2015 - 07:54

Org. Biomol. Chem., 2015, 13,1492-1499
DOI: 10.1039/C4OB02365J, PaperShakir Ahamad, Ashis Kumar Gupta, Ruchir Kant, Kishor Mohanan
A mild, efficient and rapid domino reaction involving the Bestmann-Ohira reagent (BOR) and [small alpha],[small beta]-unsaturated aldehydes has been developed for the synthesis of densely functionalized vinylpyrazoles.
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