Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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A simple approach to pyrrolylimidazole derivatives by azirine ring expansion with imidazolium ylides

12 August, 2014 - 16:17

Org. Biomol. Chem., 2014, 12,6598-6609
DOI: 10.1039/C4OB00865K, PaperAlexander F. Khlebnikov, Olesya A. Tomashenko, Liya D. Funt, Mikhail S. Novikov
Versatile synthesis of 1-(1H-pyrrol-3-yl)-1H-imidazole derivatives by a domino reaction of 2H-azirines with 1-alkyl-3-phenacyl-1H-imidazolium bromides is reported.
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A new class of high-contrast Fe(II) selective fluorescent probes based on spirocyclized scaffolds for visualization of intracellular labile iron delivered by transferrin

12 August, 2014 - 16:17

Org. Biomol. Chem., 2014, 12,6590-6597
DOI: 10.1039/C4OB00935E, PaperMasato Niwa, Tasuku Hirayama, Kensuke Okuda, Hideko Nagasawa
A new class of high-contrast Fe(II) selective fluorescent probes based on spirocyclized scaffolds were developed to visualize transferrin-delivered intracellular labile iron.
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An experimental and Theoretical Study of Reaction Mechanism between Nitriles and Hydroxylamine

12 August, 2014 - 16:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB00854E, PaperAttila Voros, Zoltan Mucsi, Zoltan Baan, Geza Timari, Istvan Hermecz, Peter Mizsey, Zoltan Finta
The industrially relevant reaction, between nitriles and hydroxylamine yielding amidoximes, was studied in different molecular solvents and in ionic liquids. In industry, this procedure is carried out at the ton-scale...
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Linear synthesis of the branched pentasaccharide repeats of O-antigens from Shigella flexneri 1a and 1b demonstrating major steric hindrance associated to type-specific glucosylation

10 August, 2014 - 15:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01200C, PaperJason Hargreaves, Yann Le Guen, Catherine Guerreiro, Karine Descroix, Laurence A. MULARD
Shigella flexneri serotypes 1b and 1a are Gram-negative enteroinvasive bacteria causing shigellosis in humans. The O-antigen from S. flexneri 1b is a {[rightward arrow]2)-[3Ac/4Ac]-[small alpha]-L-Rhap-(1[rightward arrow]2)-[small alpha]-L-Rhap-(1[rightward arrow]3)-[2Ac]-[small alpha]-L-Rhap-(1[rightward arrow]3)-[[small alpha]-D-Glcp-(1[rightward arrow]4)]-[small beta]-D-GlcpNAc-(1[rightward arrow]}n branched polysaccharide ({AcABAcC(E)D}n). It is identical to...
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Nickel-Catalyzed Substitution Reactions of Propargyl Halides with Organotitanium Reagents

10 August, 2014 - 15:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB00677A, Review ArticleQinghan Li, Jung-Wei Liao, Yi-Ling Huang, Ruei-Tang Chiang, Han-Mou Gau
A simple and mild catalytic coupling reaction of propargyl halides with organotitanium reagents is reported. The reaction of propargyl bromide with organo-titanium reagents mediated by NiCl2 and PCy3 in CH2Cl2...
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Synthesis of a chiral building block for highly functionalized polycyclic ethers

10 August, 2014 - 15:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01439A, PaperYagamare Fall, Gonzalo Pazos, Manuel Perez, Zoila Gandara, Generosa Gomez
An efficient procedure for preparing enantiopure polycyclic ethers is reported. The protocol is based in the photo-oxidation/conjugate addition sequence over a chiral functionalized furan, which was prepared from commercially available...
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A versatile strategy for appending a single functional group to a multifunctional host through host-guest covalent-capture

10 August, 2014 - 15:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01429D, PaperJean-noel Rebilly, Benoit Colasson, Olivia Reinaud, Assia Hessani
Mono-functionalization of a molecular host is a key step for the development of various efficient systems ranging from supramolecular fluorescent probes to supramolecular catalysts. The presence of several identical reactive...
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Microwave assisted synthesis and QSAR study of novel NSAID acetaminophen conjugates with amino acid linkers

10 August, 2014 - 15:54

Org. Biomol. Chem., 2014, Advance Article
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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Light-driven artificial enzymes for selective oxidation of guanosine triphosphate using water-soluble POSS network polymers

10 August, 2014 - 15:54

Org. Biomol. Chem., 2014, 12,6500-6506
DOI: 10.1039/C4OB01115E, PaperJong-Hwan Jeon, Kazuo Tanaka, Yoshiki Chujo
The light-driven artificial enzymes were constructed to realize unnatural reactions concerning biomolecules. The guanosine triphosphate-selective oxidation was accomplished using the network polymers in which the molecular recognition via hydrogen bonds can be enhanced.
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Dithienylethene-based rotaxanes: synthesis, characterization and properties

10 August, 2014 - 15:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01213E, PaperFang Hu, Juanyun Huang, Meijiao Cao, Zhao Chen, Ying-Wei Yang, Sheng Hua Liu, Jun Yin
The photochromic materials have been widely applied in many fields.
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TBAI-catalyzed oxidative synthesis of benzamides from acetophenones and carbinols

10 August, 2014 - 15:54

Org. Biomol. Chem., 2014, 12,6359-6362
DOI: 10.1039/C4OB01203H, CommunicationMuhammad Sharif, Jianbin Chen, Peter Langer, Matthias Beller, Xiao-Feng Wu
An interesting and convenient procedure for the oxidative transformation of acetophenones and carbinols to primary benzamides has been developed.
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Catalytic control over the formation of supramolecular materials

10 August, 2014 - 15:54

Org. Biomol. Chem., 2014, 12,6292-6296
DOI: 10.1039/C4OB01108B, PerspectiveRienk Eelkema, Jan H. van Esch
Catalytic formation of self-assembling building blocks provides control over the morphology, mechanical properties and spatial distribution of soft supramolecular materials.
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Access to novel functionalized trifluoromethyl [small beta]-lactams by ring expansion of aziridines

10 August, 2014 - 15:54

Org. Biomol. Chem., 2014, 12,6345-6348
DOI: 10.1039/C4OB01262C, CommunicationS. Decamps, L. Sevaille, S. Ongeri, B. Crousse
A wide variety of CF3-[small beta]-lactams functionalized at position C-3 were obtained stereoselectively by ring expansion of aziridines.
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Copper-catalyzed arylsulfonylation of N-arylsulfonyl-acrylamides with arylsulfonohydrazides: synthesis of sulfonated oxindoles

10 August, 2014 - 15:54

Org. Biomol. Chem., 2014, 12,6349-6353
DOI: 10.1039/C4OB01231C, CommunicationQingshan Tian, Ping He, Chunxiang Kuang
A copper-catalyzed arylsulfonylation of N-arylsulfonyl-acrylamides with sulfonylhydrazides through a tandem radical process was developed.
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Comparison of the substrate selectivity and biochemical properties of human and bacterial [gamma]-butyrobetaine hydroxylase

10 August, 2014 - 15:54

Org. Biomol. Chem., 2014, 12,6354-6358
DOI: 10.1039/C4OB01167H, CommunicationAnna M. Rydzik, Ivanhoe K. H. Leung, Grazyna T. Kochan, Nikita D. Loik, Luc Henry, Michael A. McDonough, Timothy D. W. Claridge, Christopher J. Schofield
BBOX is a 2-oxoglutarate dependent oxygenase that can catalyse formation of vicinal diols and amino alcohols.
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Total synthesis of the cyclic monoterpenoid pyrano[3,2-a]carbazole alkaloids derived from 2-hydroxy-6-methylcarbazole

10 August, 2014 - 15:54

Org. Biomol. Chem., 2014, 12,6490-6499
DOI: 10.1039/C4OB01151A, PaperCemena Gassner, Ronny Hesse, Arndt W. Schmidt, Hans-Joachim Knolker
The synthesis of seven pyrano[3,2-a]carbazole alkaloids has been achieved using their putative biogenetic precursor 2-hydroxy-6-methylcarbazole as key intermediate.
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Stereoselective one-pot synthesis of [small beta]-alkylsulfide enol esters. Base-triggered rearrangement under mild conditions

10 August, 2014 - 15:54

Org. Biomol. Chem., 2014, 12,6516-6526
DOI: 10.1039/C4OB01011F, PaperAdrian A. Heredia, Silvia M. Soria-Castro, Lydia M. Bouchet, Gabriela Oksdath-Mansilla, Cecilia A. Barrionuevo, Daniel A. Caminos, Fabricio R. Bisogno, Juan E. Arguello, Alicia B. Penenory
(Z)-Vinyl sulfides are easily synthesised through a multicomponent reaction. An intramolecular S,O-acyl migration accounts for the observed stereoselectivity.
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Synthesis of 3,3-disubstituted-2,3-dihydroazanaphthoquinones via simultaneous alkyne oxidation and nitrile hydration of ortho-alkynylarenenitriles

10 August, 2014 - 15:54

Org. Biomol. Chem., 2014, 12,6440-6446
DOI: 10.1039/C4OB00852A, PaperKaruppusamy Sakthivel, Kannupal Srinivasan
Simultaneous activation of alkynes and nitriles in o-alkynylarenenitriles in the presence of Pd(OAc)2/H2O/(+/-)-CSA afforded 3,3-disubstituted-2,3-dihydroazanaphthoquinones in moderate to excellent yields.
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C-H arylation of azaheterocycles: a direct ligand-free and Cu-catalyzed approach using diaryliodonium salts

10 August, 2014 - 15:54

Org. Biomol. Chem., 2014, 12,6340-6344
DOI: 10.1039/C4OB01061B, CommunicationDalip Kumar, Meenakshi Pilania, V. Arun, Savita Pooniya
An efficient and high yielding Cu-catalyzed direct C-H arylation of oxadiazoles, thiadiazoles, benzoxazoles and benzothiazoles has been achieved by employing easily accessible diaryliodonium salts.
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P,N,N-Pincer nickel-catalyzed cross-coupling of aryl fluorides and chlorides

10 August, 2014 - 15:54

Org. Biomol. Chem., 2014, 12,6414-6424
DOI: 10.1039/C4OB01041H, PaperDan Wu, Zhong-Xia Wang
P,N,N-Pincer nickel was demonstrated to effectively catalyze cross-coupling of aryl fluorides and chlorides with aryl magnesium or zinc reagents.
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