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Organic & Biomolecular Chemistry

The international home of synthetic, physical and biomolecular organic chemistry.
Impact Factor 3.487 48 Issues per Year Indexed in Medline
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Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB00774G, Paper
A cinchona alkaloid catalyzed diastereoselective and enantioselective sulfa-Michael/aldol cascade reaction between 1,4-dithiane-2,5-diol and isoindigos has been successfully developed to afford the highly congested bispirooxindole tetrahydrothiophenes with vicinal quaternary spirocenters in...
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB00688K, Paper
A series of 2/3/4-[(2-oxo-1,2-dihydro-3H-indol-3-ylidene)amino]benzenesulfonamides, obtained from substituted isatins and 2-, 3- or 4-aminobenzenesulfonamide, showed low nanomolar inhibitory activity against the tumor associated carbonic anhydrase (CA, EC isoforms IX and...
Shane Matthew Hickey, Trent D Ashton, Simren K Khosa, Ryan Robson, Jonathan M White, Jian Li, Roger L Nation, Heidi Y Yu, Alysha G Elliott, Mark S Butler, Johnny X Huang, Matthew A Cooper and Frederick Matthew Pfeffer
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB00621J, Paper
A series of structurally amphiphilic biscationic norbornanes have been synthesised as rigidified, low molecular weight peptidomimetics of cationic antimicrobial peptides. A variety of charged hydrophilic functionalities were attached to the...
Hisanori Itoh, Hironori Maeda, Shinya Yamada, Yoji Hori, Takashi Mino and Masami Sakamoto
Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00433K, Paper
We report a highly selective asymmetric ring-closing ene reaction catalyzed by chiral aluminum complexes. Asymmetric amplification of this reaction was investigated by varying the ee of the BINOL employed in the catalyst.
Kathleen SOLMONT, Hamza BOUFROURA, Amel SOUIBGUI, Pauline FORNARELLI, Anne Gaucher, Florence Mahuteau-Betzer, Béchir Ben Hassine and Damien PRIM
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB00456J, Paper
A straightforward access to numerous novel substituted dihydrobenzo- and dihydronaphthoacridines is described using a unique molecular platform in two key steps. A large range of carbon-based substituents such as aromatic,...
Carlos M. Silva, Isabela Cristina Dias and Josefredo Pliego
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB00300H, Paper
Theoretical calculations indicates that hydroxylamine can exist in the both neutral and zwitterionic (ammonia oxide) forms in aqueous solution, the former being 3.5 kcal mol-1 more stable. In this report,...
Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00442J, Communication
An assembly of tetra / pentacyclic hybrid scaffolds have been synthesized for the first time using a solid-state melt reaction in a stereoselective fashion with excellent yields.
José Osío Barcina, Israel Fernandez, Montoro Teresa, Tardajos Gloria, Andrés Guerrero, M. Rosario Torres and Cástor Salgado
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB00366K, Paper
Intermolecular and intramolecular halogen•••π interactions in benzyl halides (PhCR2X; X = F, Cl, Br and I) derived from 7-phenylnorbornane were investigated. The imposed geometry of the 7-arylnorbornane moiety prevents the...
Andrea Defant, Ines Mancini, Rosanna Matucci, Cristina Bellucci, Federico Dosi, Danilo Malferrari and Daniele Fabbri
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB00339C, Paper
Cellulose represents a key component of renewable biomass source, from which chiral compounds with a high added value in the application for the synthesis of potentially bioactive molecules can be...
Ngo N Pham, Tuan T Dang, Ngoc Thang, Alexander Villinger, Peter Ehlers and Peter Langer
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB00720H, Paper
The cyclization of 2,3 dihalopyridines with readily available imines provides a convenient and regioselective approach to 4- and 7-azaindoles. The regioselectivity can be controlled by the choice of the halogen...
Justyna Piekielna, Alicja Kluczyk, Luca Gentilucci, Mariacamilla Cerlesi, Girolamo Calo', Csaba Tomböly, Krzysztof Łapiński, Tomasz Janecki and Anna Janecka
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB00565E, Paper
The study reports the solid-phase synthesis and biological evaluation of a series of new side chain-to-side chain cyclized opioid peptide analogs of the general structure Tyr-[D-Xaa-Phe-Phe-Asp]NH2, where Xaa = Lys...
Shyam K Konda, Haiqiang Wang, Suzanne M Cutts, Don R Phillips and John Grant Collins
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB00526D, Paper
The binding of the anti-cancer drug pixantrone to three oligonucleotide sequences, d(TCATATGA)2, d(CCGAGAATTCCGG)2 {double bulge = DB} and the non-self complementary d(TACGATGAGTA):d(TACCATCGTA) {single bulge = SB}, has been studied by...
Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB02384F, Paper
From themed collection Supramolecular Chemistry in Water
Lanthanide(III) complexes of ‘pseudo’ dipeptide ligands and 3'-pyridine ligands have been characterised as metallo-ribonuclease mimics.
Cara E Toscan, Marwa Rahimi, Mohan Bhadbhade, Russell Pickford, Shelli Renee McAlpine and Richard B Lock
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB00779H, Paper
Glucocorticoids form a critical component of chemotherapy regimens for pediatric acute lymphoblastic leukemia (ALL) and the initial response to glucocorticoid therapy is a major prognostic factor, where resistance is predictive...
Jianhui Xia, Ailong Shao, Shan Tang, Xinlong Gao, Meng Gao and Aiwen Lei
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB00677E, Communication
A simple palladium-catalysed oxidative cross-coupling between two different alcohols was developed. Various benzylic alcohols could couple with aliphatic alcohols in excellent yields. The use of benzyl chloride as the oxidant...
Lucas Cunha Dias Rezende, Shaiani Maria Gil Melo, Stijn Boodts, Bram Verbelen, Wim Dehaen and Flavio da Silva Emery
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB00499C, Paper
A high-yielding method for the direct thiocyanation of BODIPY dyes is described. In 1,3-dimethyl BODIPYs, the thiocyanato group adds at position 2, whereas the insertion occurs at position 5 in...
Rene S Rojas, Constantin Gabriel Daniliuc, Celso Noe Quintero, Mauricio Valderrama and Alexandra Becerra
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB00444F, Paper
An efficient one-step access to 4(3H)quinazolinimines by reaction of phenylchloroimines with 2-aminobenzonitrile is described. The reaction of (E)-N-(2-cyanophenyl)benzimidoyl chloride with substituted anilines that yields a number of their corresponding C2,...
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB00481K, Paper
The most abundantly available hexose sugar, D-Glucose has been converted to protected 4-amino(2′amino-4′-hydroxy phenyl)-3,5-dihydroxy-2-methyl-6-oxo hexanoic acid (protected ADMOA, 3), the unusual amino acid present in marine natural product solomonamide A...
Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00494B, Communication
A simple high-yielding preparation of aryl alkynyl sulfides is presented. The reaction of a chloroacetylene with a thiolate salt in the presence of an amine mediator (dimethylamine or N,N′-dimethylethylenediamine) yields the alkynyl sulfides in excellent yields. The alkynyl chloride is easily prepared from the parent alkyne.
Ali H. Essa, Reinner I. Lerrick, Eçe Çiftçi, Ross W. Harrington, Paul G. Waddell, William Clegg and Michael J. Hall
Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00541H, Paper
2,2,2-Trichloro-1-aryl-ethanones can be reduced by RMgX to the corresponding 2,2-dichloro-1-arylethen-1-olates and trapped with a range of electrophiles. In addition we demonstrate that 2,2-dichloro-1-arylethen-1-olates undergo counter-ion controlled Darzens condensations.
Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00634A, Paper
A convenient way to a new class of geminal Mes2PH+/B(C6F5)2H pairs is presented.
Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00610D, Communication
SF5–C[triple bond, length as m-dash]C–CF3 as a powerful dienophile in Diels–Alder reactions, provides the corresponding products in up to quantitative yields and allows the introduction of the pentafluorosulfanyl group and trifluoromethyl group at the 1,2 position.
Yanping Wu, Zhenyu Li, Qingsong Liu, Xiaoqing Wang, Hui Yan, Shuwen Gong, Zhipeng Liu and Weijiang He
Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00607D, Paper
Two pyridine-ketoiminate-based organoboron complexes were demonstrated to possess aggregation-induced emission, large Stokes shift and high quantum yield in the solid-state, which were rationalized through X-ray crystal analysis and electronic structure calculations.
Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00508F, Paper
Triple helices with an abasic bridge between two oligopurine segments bind ligands like ATP, FAD, and cAMP with dissociation constants as low as 30 nM.
Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB00650C, Communication
A synthesis of amino acids carrying the all-cis tetrafluorocyclohexyl ring moiety is demonstrated and protection/deprotection elaborations are illustrated which show that this facially polarised ring motif may be incorporated into peptides.
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