Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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Copper(II)-catalyzed C-O coupling of aryl bromides with aliphatic diols: synthesis of ethers, phenols, and benzo-fused cyclic ethers

19 June, 2014 - 01:54

Org. Biomol. Chem., 2014, 12,4747-4753
DOI: 10.1039/C4OB00649F, PaperYajun Liu, Se Kyung Park, Yan Xiao, Junghyun Chae
An efficient copper(II)-catalyzed C-O cross-coupling reaction between aryl bromides and aliphatic diols has been developed.
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The self-disproportionation of the enantiomers (SDE) of methyl n-pentyl sulfoxide via achiral, gravity-driven column chromatography: a case study

19 June, 2014 - 01:54

Org. Biomol. Chem., 2014, 12,4738-4746
DOI: 10.1039/C4OB00831F, PaperAlicja Wzorek, Karel D. Klika, Jozef Drabowicz, Azusa Sato, Jose Luis Acena, Vadim A. Soloshonok
The practicality of the SDE phenomenon is demonstrated herein for the preparation of enantiomerically pure methyl n-pentyl sulfoxide.
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Incrementally increasing the length of a peptide backbone: effect on macrocyclisation efficiency

19 June, 2014 - 01:54

Org. Biomol. Chem., 2014, 12,4598-4601
DOI: 10.1039/C4OB00492B, CommunicationMd. Iqbal Ahmed, Jason B. Harper, Luke Hunter
Three novel analogues of the cyclic pentapeptide sansalvamide A have been synthesised in high yield.
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Syntheses of quinazolinones from 2-iodobenzamides and enaminones via copper-catalyzed domino reactions

19 June, 2014 - 01:54

Org. Biomol. Chem., 2014, 12,4571-4575
DOI: 10.1039/C4OB00400K, CommunicationTeerawat Songsichan, Jaturong Promsuk, Vatcharin Rukachaisirikul, Juthanat Kaeobamrung
Enaminones, as imine equivalents, show a potential-synthetic use in copper-catalyzed domino reactions with a variety of benzamides to produce quinazolinone derivatives.
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Hydrogen bond directed epoxidation: diastereoselective olefinic oxidation of allylic alcohols and amines

19 June, 2014 - 01:54

Org. Biomol. Chem., 2014, 12,4544-4549
DOI: 10.1039/C4OB00616J, PerspectiveStephen G. Davies, Ai M. Fletcher, James E. Thomson
This review highlights the H-bond directed diastereoselective epoxidation of allylic alcohols and amines, and contrasts the diastereoselectivity in different cyclic and acyclic systems.
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Towards aryl C-N bond formation in dynamic thin films

19 June, 2014 - 01:54

Org. Biomol. Chem., 2014, 12,4594-4597
DOI: 10.1039/C4OB00926F, CommunicationMichael N. Gandy, Colin L. Raston, Keith A. Stubbs
A thin film microfluidic vortex fluidic device (VFD) operating under confined mode affords N-aryl compounds from the corresponding amine and aryl chloride, without the need for a transition metal catalyst.
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Structure-based de novo design and identification of D816V mutant-selective c-KIT inhibitors

19 June, 2014 - 01:54

Org. Biomol. Chem., 2014, 12,4644-4655
DOI: 10.1039/C4OB00053F, PaperHwangseo Park, Soyoung Lee, Suhyun Lee, Sungwoo Hong
New 7-azaindole-based c-KIT inhibitors with nanomolar inhibitory activity and high selectivity for the gain-of-function D816V mutant were identified through the structure-based de novo design using the scoring function improved by implementing an accurate solvation free energy.
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Access to novel imidazo[1,5-a]pyrazine scaffolds by the combined use of a three-component reaction and a base-assisted intramolecular cyclization

19 June, 2014 - 01:54

Org. Biomol. Chem., 2014, 12,4610-4619
DOI: 10.1039/C4OB00676C, PaperOrazio A. Attanasi, Gianfranco Favi, Gianluca Giorgi, Roberta Majer, Francesca Romana Perrulli, Stefania Santeusanio
A novel and practical two-step approach to an intriguing class of imidazo[1,5-a]pyrazines with exocyclic C[double bond, length as m-dash]X (X = CH2, O) bonds is described.
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RNA-peptide conjugate synthesis by inverse-electron demand Diels-Alder reaction

19 June, 2014 - 01:54

Org. Biomol. Chem., 2014, 12,4701-4707
DOI: 10.1039/C4OB00076E, PaperSandeep Ameta, Juliane Becker, Andres Jaschke
We present an efficient method to synthesize RNA-peptide conjugates employing inverse Diels-Alder cycloaddition. Different dienophiles are enzymatically incorporated into RNA and then conjugated with a tetrazine peptide at 1 : 1 stoichiometry.
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B-DNA structure and stability: the role of hydrogen bonding, [small pi]-[small pi] stacking interactions, twist-angle, and solvation

17 June, 2014 - 01:17

Org. Biomol. Chem., 2014, 12,4691-4700
DOI: 10.1039/C4OB00427B, PaperJordi Poater, Marcel Swart, F. Matthias Bickelhaupt, Celia Fonseca Guerra
Insight into structure and stability of B-DNA is obtained through systematic quantum chemical analyses of the roles played by hydrogen bonding, [small pi]-[small pi] stacking, solvation, and twist-angle.
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A two-step tandem reaction to prepare hydroxamic acids directly from alcohols

17 June, 2014 - 01:17

Org. Biomol. Chem., 2014, 12,4582-4585
DOI: 10.1039/C4OB00693C, CommunicationGiovanna Dettori, Silvia Gaspa, Andrea Porcheddu, Lidia De Luca
The first synthesis of hydroxamic acids from alcohols has been developed.
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19F NMR monitoring of the eukaryotic 20S proteasome chymotrypsin-like activity: an investigative tool for studying allosteric regulation

17 June, 2014 - 01:17

Org. Biomol. Chem., 2014, 12,4576-4581
DOI: 10.1039/C4OB00962B, CommunicationM. Keita, J. Kaffy, C. Troufflard, E. Morvan, B. Crousse, S. Ongeri
A novel bimodal fluorescent and fluorinated substrate of the chymotrypsin-like proteolytic activity has been developed.
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TEMPO-mediated allylic C-H amination with hydrazones

17 June, 2014 - 01:17

Org. Biomol. Chem., 2014, 12,4567-4570
DOI: 10.1039/C4OB00839A, CommunicationXu Zhu, Shunsuke Chiba
TEMPO-mediated reactions of alkenyl hydrazones afforded azaheterocycles via sp3 C-H allylic amination. The transformation is featured by a sequence of remote allylic H-radical shift and allylic homolytic substitution with hydrazone radicals.
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Dammarane-type triterpenoids as 11[small beta]-HSD1 inhibitors from Homonoia riparia

17 June, 2014 - 01:17

Org. Biomol. Chem., 2014, 12,4716-4722
DOI: 10.1039/C4OB00807C, PaperJin-Hai Yu, Yu Shen, Hong-Bing Liu, Ying Leng, Hua Zhang, Jian-Min Yue
The chemistry and bioactivity of a series of dammarane-type triterpenoids from Homonoia riparia were reported in this article.
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The syntheses of [small alpha]-ketoamides vianBu4NI-catalyzed multiple sp3C-H bond oxidation of ethylarenes and sequential coupling with dialkylformamides

17 June, 2014 - 01:17

Org. Biomol. Chem., 2014, 12,4586-4589
DOI: 10.1039/C4OB00520A, CommunicationBingnan Du, Bo Jin, Peipei Sun
The nBu4NI-catalyzed sequential C-O and C-N bond formation via multiple sp3C-H bond activation of ethylarenes, using N,N-dialkylformamide as the amino source, provided [small alpha]-ketoamides with moderate yields.
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Mimicking the 2-oxoglutaric acid signalling function using molecular probes: insights from structural and functional investigations

17 June, 2014 - 01:17

Org. Biomol. Chem., 2014, 12,4723-4729
DOI: 10.1039/C4OB00630E, PaperYang Wang, Xinjun Liu, Erik Laurini, Paola Posocco, Fabio Ziarelli, Maurizio Fermeglia, Fanqi Qu, Sabrina Pricl, Cheng-Cai Zhang, Ling Peng
2-Oxoglutaric acid (2-OG) has gained considerable attention because of its newly discovered signalling role in addition to its established metabolic functions.
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Direct arylation as a versatile tool towards thiazolo[5,4-d]thiazole-based semiconducting materials

17 June, 2014 - 01:17

Org. Biomol. Chem., 2014, 12,4663-4672
DOI: 10.1039/C4OB00360H, PaperJulija Kudrjasova, Roald Herckens, Huguette Penxten, Peter Adriaensens, Laurence Lutsen, Dirk Vanderzande, Wouter Maes
A variety of thiazolo[5,4-d]thiazole-based organic optoelectronic materials is synthesized via a straightforward Pd-catalyzed C-H arylation protocol.
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Pd(II)-catalyzed ligand controlled synthesis of methyl 1-benzyl-1H-indole-3-carboxylates and bis(1-benzyl-1H-indol-3-yl)methanones

17 June, 2014 - 01:17

Org. Biomol. Chem., 2014, 12,4602-4609
DOI: 10.1039/C4OB00714J, PaperRong Shen, Taichi Kusakabe, Keisuke Takahashi, Keisuke Kato
A simple change of ligand and solvent allows controlled, effective switching between cyclization-carbonylation and cyclization-carbonylation-cyclization-coupling (CCC-coupling) reactions.
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A novel SWCNT platform bearing DOTA and [small beta]-cyclodextrin units. "One shot" multidecoration under microwave irradiation

17 June, 2014 - 01:17

Org. Biomol. Chem., 2014, 12,4708-4715
DOI: 10.1039/C4OB00611A, PaperE. Calcio Gaudino, S. Tagliapietra, K. Martina, A. Barge, M. Lolli, E. Terreno, D. Lembo, G. Cravotto
The functionalization of single-walled carbon nanotubes (SWCNTs) via microwave-assisted grafting reactions enables efficient multidecoration in a single step.
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Alkyl chain substituted 1,9-pyrazoloanthrones exhibit prominent inhibitory effect on c-Jun N-terminal kinase (JNK)

17 June, 2014 - 01:17

Org. Biomol. Chem., 2014, 12,4656-4662
DOI: 10.1039/C4OB00548A, PaperKarothu Durga Prasad, Jamma Trinath, Ansuman Biswas, Kanagaraj Sekar, Kithiganahalli N. Balaji, Tayur N. Guru Row
N-Alkyl substituted pyrazoloanthrone derivatives were synthesized, characterized and tested for their in vitro inhibitory activity over c-Jun N-terminal kinase (JNK) in regulating inflammation associated disorders.
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