Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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Cooperative enhancement of optical nonlinearities in a porphyrin derivative bearing a pyrimidine chromophore at the periphery

25 May, 2013 - 02:54

Org. Biomol. Chem., 2013, Advance Article
DOI: 10.1039/C3OB40323H, PaperAijian Wang, Lingliang Long, Suci Meng, Xiufen Li, Wei Zhao, Yinglin Song, Marie P. Cifuentes, Mark G. Humphrey, Chi Zhang
Enhanced optical nonlinearities were observed for compound 6 due to a combination of different nonlinear mechanisms.
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Catalyst-controlled switchable phosphination of [small alpha]-diazoesters

25 May, 2013 - 02:54

Org. Biomol. Chem., 2013, 11,3612-3615
DOI: 10.1039/C3OB40429C, CommunicationHonglai Jiang, Hongming Jin, Ablimit Abdukader, Aijun Lin, Yixiang Cheng, Chengjian Zhu
A catalyst-controlled switchable phosphination of [small alpha]-diazoesters has been developed by using DBU and copper as catalysts. It provided an efficient synthetic method for the construction of various phosphorus compounds via the formation of N-P and C-P bonds.
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Aerobic oxidation of indole carbinols using Fe(NO3)3[middle dot]9H2O/TEMPO/NaCl as catalysts

25 May, 2013 - 02:54

Org. Biomol. Chem., 2013, Advance Article
DOI: 10.1039/C3OB40226F, PaperJinxian Liu, Shengming Ma
A practical method for the aerobic oxidation of indole carbinols using Fe(NO3)3[middle dot]9H2O/TEMPO/NaCl as catalysts under mild conditions was developed, affording aldehydes or ketones in good to excellent yields.
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Dibenzotetraaza[14]annulene-adenine conjugate recognizes complementary poly dT among ss-DNA/ss-RNA sequences

25 May, 2013 - 02:54

Org. Biomol. Chem., 2013, Advance Article
DOI: 10.1039/C3OB40519B, PaperMarijana Radic Stojkovic, Marko Skugor, Sanja Tomic, Marina Grabar, Vilko Smrecki, Lukasz Dudek, Jaroslaw Grolik, Julita Eilmes, Ivo Piantanida
DBTAA-(CH2)3-adenine: the first small molecule able to recognize consecutive oligo dT sequence by affinity and specific chirooptical (ICD) response.
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Synthesis of the decalin core of codinaeopsin via an intramolecular Diels-Alder reaction

25 May, 2013 - 02:54

Org. Biomol. Chem., 2013, 11,3846-3854
DOI: 10.1039/C3OB40480C, PaperMani Ramanathan, Chun-Jui Tan, Wen-Jung Chang, Hui-Hsu Gavin Tsai, Duen-Ren Hou
The highly substituted decalin core of codinaeopsin was synthesized via an intramolecular Diels-Alder reaction.
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C [rightward arrow] N and N [rightward arrow] C solution phase peptide synthesis using the N-acyl 4-nitrobenzenesulfonamide as protection of the carboxylic function

25 May, 2013 - 02:54

Org. Biomol. Chem., 2013, 11,3786-3796
DOI: 10.1039/C3OB40169C, PaperRosaria De Marco, Mariagiovanna Spinella, Anna De Lorenzo, Antonella Leggio, Angelo Liguori
The N-acyl 4-nitrobenzenesulfonamides have been used as "activatable protection" of the carboxylic function in solution phase peptide synthesis for the obtainment of peptides both in the C [rightward arrow] N and in the N [rightward arrow] C direction.
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Design and synthesis of tryptophan containing dipeptide derivatives as formyl peptide receptor 1 antagonist

25 May, 2013 - 02:54

Org. Biomol. Chem., 2013, 11,3742-3755
DOI: 10.1039/C3OB40215K, PaperTsong-Long Hwang, Chih-Hao Hung, Ching-Yun Hsu, Yin-Ting Huang, Yu-Chi Tsai, Pei-Wen Hsieh
A series of tryptophan containing dipeptides were synthesized and their anti-inflammatory effects and underlying mechanisms were investigated in human neutrophils.
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On the stability of [(uracil)2-Cu]2+ complexes in the gas phase. Different pathways for the formation of [(uracil-H)(uracil)-Cu]+ monocations

25 May, 2013 - 02:54

Org. Biomol. Chem., 2013, 11,3862-3870
DOI: 10.1039/C3OB40450A, PaperOriana Brea, Manuel Yanez, Otilia Mo, Al Mokhtar Lamsabhi
Cu2+ leads to the deprotonation of one of the uracil units within the [(uracil)2-Cu]2+ doubly-charged complexes and to a simultaneous enolization of the other uracil moiety.
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In-peptide synthesis of di-oxazolidinone and dehydroamino acid-oxazolidinone motifs as [small beta]-turn inducers

25 May, 2013 - 02:54

Org. Biomol. Chem., 2013, Advance Article
DOI: 10.1039/C3OB40357B, PaperRossella De Marco, Arianna Greco, Sebastiano Rupiani, Alessandra Tolomelli, Claudia Tomasini, Silvia Pieraccini, Luca Gentilucci
Constraining a peptide in a snap: linear peptides 1 give rise in a single step to sequences Oxd2-Oxd3 (2) or [capital Delta]Abu2-Oxd3 (3), characterized by well defined extended or folded conformations.
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Regioselective di- and tetra-functionalisation of [gamma]-cyclodextrin using capping methodology

25 May, 2013 - 02:54

Org. Biomol. Chem., 2013, 11,3699-3705
DOI: 10.1039/C3OB40234G, PaperMatthieu Jouffroy, Dominique Armspach, Dominique Matt, Loic Toupet
[gamma]-Cyclodextrin was regioselectively functionalised using the dialkylating capping reagent 1,3-bis[bis(4-tert-butylphenyl)chloro-methyl]benzene.
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Structural modifications of (Z)-3-(2-aminoethyl)-5-(4-ethoxybenzylidene)thiazolidine-2,4-dione that improve selectivity for inhibiting the proliferation of melanoma cells containing active ERK signaling

25 May, 2013 - 02:54

Org. Biomol. Chem., 2013, 11,3706-3732
DOI: 10.1039/C3OB40199E, PaperKwan-Young Jung, Ramin Samadani, Jay Chauhan, Kerrick Nevels, Jeremy L. Yap, Jun Zhang, Shilpa Worlikar, Maryanna E. Lanning, Lijia Chen, Mary Ensey, Sagar Shukla, Rosene Salmo, Geoffrey Heinzl, Caryn Gordon, Troy Dukes, Alexander D. MacKerell, Jr., Paul Shapiro, Steven Fletcher
Cell-based SAR of an ERK docking domain inhibitor
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From N-benzoylpyridinium imides to pyrazolo[1,5-a]pyridines: a mechanistic discussion on a stoichiometric Cu protocol

25 May, 2013 - 02:54

Org. Biomol. Chem., 2013, 11,3894-3902
DOI: 10.1039/C3OB40448J, PaperLin Ling, Jingqing Chen, Jiahui Song, Yuhai Zhang, Xinqian Li, Lijuan Song, Feng Shi, Yuxue Li, Chunrui Wu
A Cu-mediated process that couples N-benzoylpyridinium imides and terminal alkynes employs stoichiometric Cu(OAc)2 as both the mediator and the oxidant. Extensive DFT calculations suggest a Cu(III) intermediate via Cu(II) disproportionation.
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Theoretical investigation of the Diels-Alder reactions of unsaturated boronates

25 May, 2013 - 02:54

Org. Biomol. Chem., 2013, 11,3733-3741
DOI: 10.1039/C3OB40146D, PaperNicolas Grimblat, Silvina C. Pellegrinet
Concerted normal electron-demand Diels-Alder reactions with asynchronous TSs and weak [4 + 3] C-B SOIs for boronates.
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Scope and limitations of the Heck-Matsuda-coupling of phenol diazonium salts and styrenes: a protecting-group economic synthesis of phenolic stilbenes

25 May, 2013 - 02:54

Org. Biomol. Chem., 2013, 11,3674-3691
DOI: 10.1039/C3OB40420J, PaperBernd Schmidt, Nelli Elizarov, Rene Berger, Frank Holter
4[prime or minute]-Hydroxy stilbenes were synthesized from 4-phenol diazonium salts via the Heck-Matsuda coupling without using OH-protecting groups for the arylating agent.
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Transition metal-catalyzed functionalization of pyrazines

25 May, 2013 - 02:54

Org. Biomol. Chem., 2013, 11,3583-3602
DOI: 10.1039/C3OB40460A, PerspectiveNicolai I. Nikishkin, Jurriaan Huskens, Willem Verboom
This review deals with recent progress in the field of transition metal-catalyzed cross-coupling reactions on pyrazine systems.
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Silver-catalyzed amidation of benzoylformic acids with tertiary amines via selective carbon-nitrogen bond cleavage

25 May, 2013 - 02:54

Org. Biomol. Chem., 2013, 11,3649-3654
DOI: 10.1039/C3OB40619A, PaperXiaobin Zhang, Wenchao Yang, Lei Wang
A novel approach to [small alpha]-ketoamides using tertiary amines as nitrogen group sources via C-N bond cleavage has been developed.
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One-pot synthesis of branched oligosaccharides by use of galacto- and mannopyranosyl thioglycoside diols as key glycosylating agents

25 May, 2013 - 02:54

Org. Biomol. Chem., 2013, 11,3903-3917
DOI: 10.1039/C3OB40421H, PaperXing-Yong Liang, Qiang-Wei Liu, Hua-Chao Bin, Jin-Song Yang
We describe in this paper the efficient four-component one-pot synthesis of three fully protected oligosaccharides 22, 36, and 50 with di-branched structures by employing D-galacto- and mannopyranosyl thioglycoside diols as central glycosylating agents.
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An efficient coupling of N-tosylhydrazones with 2-halopyridines: synthesis of 2-[small alpha]-styrylpyridines endowed with antitumor activity

25 May, 2013 - 02:54

Org. Biomol. Chem., 2013, 11,3664-3673
DOI: 10.1039/C3OB40263K, PaperMarie Lawson, Abdallah Hamze, Jean-Francois Peyrat, Jerome Bignon, Joelle Dubois, Jean-Daniel Brion, Mouad Alami
PdCl2(MeCN)2 in combination with DPPF or tBu2MeP-HBF4 catalyzes the reaction of N-tosylhydrazones with various 2-halopyridines to provide the 2-alpha-styrylpyridines olefins of biological interest.
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A palladium-catalyzed coupling of 3-chloroquinoxalinones with various nitrogen-containing nucleophiles

25 May, 2013 - 02:54

Org. Biomol. Chem., 2013, 11,3808-3816
DOI: 10.1039/C3OB40338F, PaperEtienne Brachet, Jean-Francois Peyrat, Jean-Daniel Brion, Samir Messaoudi, Mouad Alami
The Pd(OAc)2/Xantphos catalyst system effectively catalyzes the coupling of 3-chloroquinoxalinones with a series of nitrogen-containing nucleophiles in the presence of K2CO3 in dioxane at 90 [degree]C.
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Iron-catalysed oxidative amidation of alcohols with amines

25 May, 2013 - 02:54

Org. Biomol. Chem., 2013, 11,3803-3807
DOI: 10.1039/C3OB40170G, PaperSilvia Gaspa, Andrea Porcheddu, Lidia De Luca
A new iron-catalysed oxidative amidation of differently substituted benzylic alcohols with mono- and di-substituted amines was developed.
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