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Organic & Biomolecular Chemistry

Rapid publication of organic chemistry research
Impact Factor 3.562 48 Issues per Year Indexed in Medline
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Raghunathreddy Anugu, Prathama S Mainka, Sridhar Balasubramanian and Chandrasekhar Srivari
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB02047F, Paper
(±)-Asenapine, sold in the market as Saphris/Sycrest for the treatment of bipolar disorders is synthesized in optically pure form involving Ireland-Claisen rearrangement as the key step. This approach allows access...
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB02328A, Paper
Aminooxyl sugar derivatives are versatile building blocks for the generation of various glycoconjugates with interesting bioactivities. We report herein a synthetic method for the preparation of orthogonally protected glycoaminooxy acid...
Alexander S. Bogachenkov, Albina V. Dogadina, Irina A. Boyarskaya, Vadim P. Boyarskiy and Aleksander Vasilyev
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB02143J, Paper
1-(Diphenylphosphoryl)alka-1,2-dienes (phosphonoallenes) in Bronsted (super)acids (TfOH, FSO3H, H2SO4) gave corresponding 1,2-oxaphosphol-3-enium ions, that were characterized by means of NMR and DFT calculations. Upon hydrolysis of reaction solution, these cations afforded...
Org. Biomol. Chem., 2016, Advance Article
DOI: 10.1039/C5OB02263K, Communication
The synthesis of α-aryl and alkenyl pyrrolidine-, piperidine-, and azepane derivatives by ruthenium-catalyzed, carbonyl-assisted, site-selective sp2 C–H activation of cyclic enamides and concomitant cross-coupling with boronic acids is described.
Ilkay Bora, Sidsel Ammitzbøll Bogh, Martin Rosenberg, Marco Santella, Thomas J. Sørensen and Bo W. Laursen
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB02293B, Paper
The azaoxa-triangulenium dyes are characterised by emission in the red and a long fluorescence lifetime (up to 25 ns). These properties have been widely explored for the azadioxatrianguelnium (ADOTA) dye....
Atsushi Kato, Izumi Nakagome, Kasumi Sato, Arisa Yamamoto, Isao Adachi, Robert J. Nash, George W J Fleet, Yoshihiro Natori, Yasuka Watanabe, Tatsushi Imahori , Yuichi Yoshimura, Hiroki Takahata and Shuichi Hirono
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB02223A, Paper
We report on the synthesis and biological evaluation of a series of α-1-C-alkylated 1,4-dideoxy-1,4-imino-D-arabinitol (DAB) derivatives as pharmacological chaperones for Gaucher disease. The parent compound, DAB, did not show inhibition...
Socrates B. Munoz, Alexandra N. Aloia, Alexander K. Moore, Attila Papp, Thomas Mathew, Santos Fustero, George A. Olah and G. K. Surya Prakash
Org. Biomol. Chem., 2016, Advance Article
DOI: 10.1039/C5OB02187A, Paper
Reports the synthesis of 3-methylene-isoindolin-1-ones 4 under aqueous phase-transfer conditions.
C. Guzzi, P. Alfarano, I. Sutkeviciute, S. Sattin, R. Ribeiro-Viana, F. Fieschi, A. Bernardi, J. Weiser, J. Rojo, J. Angulo and P. M. Nieto
Org. Biomol. Chem., 2016, Advance Article
DOI: 10.1039/C5OB02025E, Paper
Multiple binding modes at the same binding site can explain the higher binding affinity of a pseudotrimannotrioside compared to a pseudomannobioside.
Org. Biomol. Chem., 2016, Advance Article
DOI: 10.1039/C5OB02262B, Perspective
The enol-equivalent of an amide: a tool useful to construct novel N-heterocycles.
Org. Biomol. Chem., 2016, Advance Article
DOI: 10.1039/C5OB02178B, Communication
A general approach to the asymmetric synthesis of highly substituted dihydroquinolines was achieved through neighboring ortho-amino group engaged sequential Michael/amination/dehydration reactions.
Mark C. Bagley, Jessica E. Dwyer, Mohammed Baashen, Matthew C. Dix, Paola G. S. Murziani, Michal J. Rokicki, David Kipling and Terence Davis
Org. Biomol. Chem., 2016, Advance Article
DOI: 10.1039/C5OB02229K, Paper
Microwave-assisted synthesis of the p38α MAPK inhibitor RO3201195 and its effect on the proliferation of Werner syndrome cells.
Org. Biomol. Chem., 2016, Advance Article
DOI: 10.1039/C5OB90196K, Correction
R. G. Waruna Jinadasa, Zehua Zhou, M Graca H Vicente and Kevin M Smith
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB02241J, Paper
Chlorin e6 is a tricarboxylic acid degradation product of chlorophyll a. Four chlorin e6 bis(amino acid) conjugates were regioselectively synthesized bearing two aspartate conjugates in the 131,173- and 152,173-positions, or...
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB01956G, Paper
An investigation of the most suitable alkali metal ions for templating the assembly of [2]catenanes from di-, tri-, and tetra(ethylene glycol)–containing guest diamines and isophthalaldehyde has indicated that Na+, K+,...
Zhuo Chai, Jia-Nan Chen, Zhen Liu, Xue-Fei Li, Pei-Jun Yang, Ji-Ping Hu and Yang Gaosheng
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB01876E, Paper
An organocatalytic dearomative [3+2]-annulation of N-alkyl-3-alkylindoles with quinone monoketals was developed. The reaction provides a mild and straightforward way to various benzofuro[2,3-b]indolines of potential biological and pharmaceutical interest in moderate...
Yunwei Chen, Xiang Sun, Ningjie Wu, Jingbai Li, Shengnan Jin, Yongliang Zhong, Zirui Liu, Andrey Rogachev and Hyun-Soon Chong
Org. Biomol. Chem., 2016, Advance Article
DOI: 10.1039/C5OB01692D, Paper
One-pot formation and nucleophilic ring opening of aziridinium ions are reported.
Yasser M. Loksha, Erik B. Pedersen, Paolo La Colla and Roberta Loddo
Org. Biomol. Chem., 2016, Advance Article
DOI: 10.1039/C5OB02055G, Paper
A facile and novel synthetic route to MC-1220 was achieved by condensation of 4,6-dichloro-N,N-5-trimethylpyrimidin-2-amine (1) with the sodium salt of 2,6-difluorophenylacetonitrile, followed by methylation and strong acidic hydrolysis.
Magnus Sellstedt, Melanie Schwalfenberg, Slava Ziegler, Andrey P. Antonchick and Herbert Waldmann
Org. Biomol. Chem., 2016, Advance Article
DOI: 10.1039/C5OB02272J, Communication
Asymmetric trienamine catalysis was used to synthesize cytochalasin B-like compounds and inhibition of glucose uptake in cancer cells was demonstrated.
Org. Biomol. Chem., 2016, Advance Article
DOI: 10.1039/C5OB02158H, Communication
A novel tandem metal relay catalytic system combining Zn(II)-catalyzed cycloisomerization and a Sc(III)-catalyzed carbonyl–ene reaction has been successfully developed.
Org. Biomol. Chem., 2016, Advance Article
DOI: 10.1039/C5OB02239H, Paper
A concise auxiliary-free synthetic route towards tBu-tubuphenylalanine (tBu-Tup) and tBu-epi-tubuphenylalanine (tBu-epi-Tup) has been developed via a diastereoselective Mukaiyama aldol reaction of silyl ketene acetal.
Pavel A. Tarakanov, Anton O. Simakov, Alexander V. Dzuban, Vladimir I. Shestov, Ekaterina N. Tarakanova, Victor Pushkarev and Larisa G. Tomilova
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB02098K, Paper
A series of novel 5,7-bis(2'-arylethenyl)-6H-1,4-diazepine-2,3-dicarbonitriles was synthesized through sequential aldol condensation reactions of 1,3-diketones with diaminomaleonitrile, and the resulting 5,7-dimethyl-6H-1,4-diazepines were condensed with aromatic aldehydes. Substituent effects on the spectral...
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB01616A, Paper
2-Furylcarbinols undergo a smooth aza-Piancatelli rearrangement followed by Friedel-Crafts alkylation with a bifunctional substrate, (1H-pyrrol-1-yl)aniline in the presence of 10 mol% In(OTf)3 in acetonitrile at room temperature to afford the...
Shao-Rong Wang, Pedro A. Sánchez-Murcia, Federico Gago and Wei-Shuo Fang
Org. Biomol. Chem., 2016, Advance Article
DOI: 10.1039/C5OB02131F, Paper
A novel C,D-spirodioxene taxoid was synthesized from a mono-allyl vicinal diol analogue through an uncommon Wacker-type cyclization.
Daniel A. Richards, Sally A. Fletcher, Muriel Nobles, Hanno Kossen, Lauren Tedaldi, Vijay Chudasama, Andrew Tinker and James R. Baker
Org. Biomol. Chem., 2016, Advance Article
DOI: 10.1039/C5OB02120K, Communication
Descibed is a method to photochemically re-bridge disulfide bonds by carrying out [2 + 2] photocycloadditions on tagged cysteine residues. A photodecarboxylation of C-terminal cysteines is also discovered.
Madanodaya Sundhoro, Hui Wang, Scott Boiko, Xuan Chen, Surangi Jayawardena, jaehyeung park and Mingdi Yan
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB01417D, Paper
From themed collection Multivalent Biomolecular Recognition
We report the fabrication of carbohydrate microarrays on a photoactive polymer, poly(HEMA-co-HEMA-PFPA) synthesized by RAFT copolymerization of 2-hydroxyethyl methacrylate (HEMA) and perfluorophenyl azide (PFPA)-derivatized HEMA (HEMA-PFPA). PFPA allows the covalent...
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