Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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A fluorescent probe for intracellular cysteine overcoming the interference by glutathione

2 August, 2014 - 12:17

Org. Biomol. Chem., 2014, 12,6128-6133
DOI: 10.1039/C4OB00382A, PaperMinggang Tian, Fuqiang Guo, Yuming Sun, Weijia Zhang, Fang Miao, Yong Liu, Guofen Song, Cheuk-Lam Ho, Xiaoqiang Yu, Jing Zhi Sun, Wai-Yeung Wong
A fluorescent probe was reported to discriminate 30-200 [small mu ]M cysteine, overcoming the interference by 1-10 mM glutathione. The selectivity was also proved by cellular experiments.
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Copper-catalyzed annulation of heteroaromatic [small beta]-halo-[small alpha],[small beta]-unsaturated carboxylic acids with alkynes for the synthesis of indolo[2,3-c]pyrane-1-ones and thieno[2,3-c]pyrane-7-ones

31 July, 2014 - 11:54

Org. Biomol. Chem., 2014, 12,6114-6120
DOI: 10.1039/C4OB00996G, PaperDa-Wei Gu, Xun-Xiang Guo
Efficient synthesis of indolo[2,3-c]pyrane-1-ones and thieno[2,3-c]pyrane-7-ones was achieved via annulation of heteroaromatic [small beta]-halo-[small alpha],[small beta]-unsaturated carboxylic acids with alkynes.
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TFAA/H3PO4 mediated unprecedented N-acylation of carbazoles leading to small molecules possessing anti-proliferative activities against cancer cells

31 July, 2014 - 11:54

Org. Biomol. Chem., 2014, 12,6080-6084
DOI: 10.1039/C4OB00686K, CommunicationSunder Kumar Kolli, Bagineni Prasad, P. Vijaya Babu, Mohd Ashraf Ashfaq, Nasreen Z. Ehtesham, R. Ramesh Raju, Manojit Pal
TFAA/H3PO4-mediated unusual N-acylation of carbazoles afforded potential anti-proliferative agents.
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Syntheses of thiol and selenol esters by oxidative coupling reaction of aldehydes with RYYR (Y = S, Se) under metal-free conditions

31 July, 2014 - 11:54

Org. Biomol. Chem., 2014, 12,6072-6075
DOI: 10.1039/C4OB01159G, CommunicationChunhuan He, Xuewei Qian, Peipei Sun
Thiol (selenol) esters were synthesized by a direct oxidative coupling reaction of aldehydes with disulfides (diselenides) under metal-free conditions.
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3-NO2-5,10,15-triarylcorrolato-Cu as a versatile platform for synthesis of novel 3-functionalized corrole derivatives

31 July, 2014 - 11:54

Org. Biomol. Chem., 2014, 12,6200-6207
DOI: 10.1039/C4OB01247J, PaperM. Stefanelli, M. Mancini, M. Raggio, S. Nardis, F. R. Fronczek, G. T. McCandless, K. M. Smith, R. Paolesse
By way of a [small beta]-acylated copper corrolate, a novel corrole derivative bearing an alkyl azide group on the peripheral positions was obtained and successfully exploited in click chemistry reactions.
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Deciphering aromaticity in porphyrinoids via adaptive natural density partitioning

31 July, 2014 - 11:54

Org. Biomol. Chem., 2014, 12,6145-6150
DOI: 10.1039/C4OB01018C, PaperAlexander S. Ivanov, Alexander I. Boldyrev
Aromaticity in porphyrins is described by the adaptive natural density partitioning analysis.
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The Escherichia coli glucuronylsynthase promoted synthesis of steroid glucuronides: improved practicality and broader scope

31 July, 2014 - 11:54

Org. Biomol. Chem., 2014, 12,6208-6214
DOI: 10.1039/C4OB00984C, PaperPaul Ma, Nicholas Kanizaj, Shu-Ann Chan, David L. Ollis, Malcolm D. McLeod
Steroid glucuronides can be quickly and conveniently prepared on the milligram scale using the E. coli glucuronylsynthase enzyme followed by purification with solid-phase extraction.
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Iron-catalyzed tetrasubstituted alkene formation from alkynes and sodium sulfinates

31 July, 2014 - 11:54

Org. Biomol. Chem., 2014, 12,6076-6079
DOI: 10.1039/C4OB00816B, CommunicationSaiwen Liu, Lichang Tang, Hui Chen, Feng Zhao, Guo-Jun Deng
An iron-catalyzed sulfenylation and arylation of alkynes with aryl sulfinic acid sodium salts is described.
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Synthetic and mechanistic aspects of the regioselective base-mediated reaction of perfluoroalkyl- and perfluoroarylsilanes with heterocyclic N-oxides

31 July, 2014 - 11:54

Org. Biomol. Chem., 2014, 12,6190-6199
DOI: 10.1039/C4OB01088D, PaperDavid E. Stephens, Gabriel Chavez, Martin Valdes, Monica Dovalina, Hadi D. Arman, Oleg V. Larionov
Novel and efficient method of direct perfluoroalkylation of azine N-oxides has been developed and interesting mechanistic details have been provided.
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Balanced [small pi]-[small pi] interactions directing the self-assembly of indolocarbazole-based low molecular mass organogelators

29 July, 2014 - 11:17

Org. Biomol. Chem., 2014, 12,6134-6144
DOI: 10.1039/C4OB00873A, PaperPeng Gong, Pengchong Xue, Chong Qian, Zhenqi Zhang, Ran Lu
New indolocarbazole-based organogelators emitting strong blue light have been synthesized.
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Palladium catalyzed synthesis and physical properties of indolo[2,3-b]quinoxalines

29 July, 2014 - 11:17

Org. Biomol. Chem., 2014, 12,6151-6166
DOI: 10.1039/C4OB00841C, PaperTran Quang Hung, Do Huy Hoang, Ngo Ngoc Thang, Tuan Thanh Dang, Khurshid Ayub, Alexander Villinger, Aleksej Friedrich, Stefan Lochbrunner, Gerd-Uwe Flechsig, Peter Langer
A series of indolo[2,3-b]quinoxaline derivatives were efficiently synthesized from 2,3-dibromoquinoxaline by two pathways.
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Reactivity in the nucleophilic aromatic substitution reactions of pyridinium ions

29 July, 2014 - 11:17

Org. Biomol. Chem., 2014, 12,6175-6180
DOI: 10.1039/C4OB00946K, PaperJeannette T. Bowler, Freeman M. Wong, Scott Gronert, James R. Keeffe, Weiming Wu
The nucleophilic aromatic substitution reactions of piperidine with N-methylpyridinium ions in methanol occur via rate determining preassociation of a second piperidine molecule with the addition intermediate followed by barrier-free deprotonation. Loss of leaving group is concurrent with deprotonation for Cl, Br, and I (E2), but subsequent to deprotonation, although rapid, for CN and F (E1cBIRR).
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Synthesis, and the antioxidant, neuroprotective and P-glycoprotein induction activity of 4-arylquinoline-2-carboxylates

29 July, 2014 - 11:17

Org. Biomol. Chem., 2014, 12,6267-6277
DOI: 10.1039/C4OB00488D, PaperJaideep B. Bharate, Abubakar Wani, Sadhana Sharma, Shahi Imam Reja, Manoj Kumar, Ram A. Vishwakarma, Ajay Kumar, Sandip B. Bharate
An efficient synthesis of 4-arylquinoline-2-carboxylates and their antioxidant, neuroprotective and P-glycoprotein induction activity have been described.
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6-Azido hyacinthacine A2 gives a straightforward access to the first multivalent pyrrolizidine architectures

29 July, 2014 - 11:17

Org. Biomol. Chem., 2014, 12,6250-6266
DOI: 10.1039/C4OB01117A, PaperGiampiero D'Adamio, Camilla Parmeggiani, Andrea Goti, Antonio J. Moreno-Vargas, Elena Moreno-Clavijo, Inmaculada Robina, Francesca Cardona
The synthesis of the first multivalent pyrrolizidine iminosugars is reported, with up to 9 bioactive molecules on the same scaffold.
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Design and synthesis of (S)- and (R)-[small alpha]-(phenyl)ethylamine-derived NH-type ligands and their application for the chemical resolution of [small alpha]-amino acids

29 July, 2014 - 11:17

Org. Biomol. Chem., 2014, 12,6239-6249
DOI: 10.1039/C4OB00669K, PaperRyosuke Takeda, Akie Kawamura, Aki Kawashima, Hiroki Moriwaki, Tatsunori Sato, Jose Luis Acena, Vadim A. Soloshonok
A chiral ligand reacts with racemic amino acids to produce easily separable Ni(II) complexes which can be disassembled to afford both enantiomers of target amino acids.
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Copper(I)-induced amplification of a [2]catenane in a virtual dynamic library of macrocyclic alkenes

29 July, 2014 - 11:17

Org. Biomol. Chem., 2014, 12,6167-6174
DOI: 10.1039/C4OB01009D, PaperJose Augusto Berrocal, Marko M. L. Nieuwenhuizen, Luigi Mandolini, E. W. Meijer, Stefano Di Stefano
The interlocked virtual component 1 of a well-behaved dynamic library of cyclic olefins is resuscitated by means of the template effect.
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Highly enantioselective synthesis of bisoxindoles with two vicinal quaternary stereocenters via Lewis base mediated addition of oxindoles to isatin-derived ketimines

29 July, 2014 - 11:17

Org. Biomol. Chem., 2014, 12,6085-6088
DOI: 10.1039/C4OB01039F, CommunicationZhongkai Tang, Yan Shi, Haibin Mao, Xuebin Zhu, Weipeng Li, Yixiang Cheng, Wen-Hua Zheng, Chengjian Zhu
A highly efficient method provides access to the bisoxindole structure moiety with two vicinal quaternary stereogenic centers (>99 : 1 dr, >99% ee).
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Convergent chemoenzymatic synthesis of a library of glycosylated analogues of pramlintide: structure-activity relationships for amylin receptor agonism

29 July, 2014 - 11:17

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01208A, PaperRenata Kowalczyk, Margaret A. Brimble, Yusuke Tomabechi, Antony J. Fairbanks, Madeleine Fletcher, Debbie L. Hay
The synthesis of a library of N-glycosylated pramlintide analogues to establish the SAR of amylin receptor agonism has been undertaken.
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Photo-responsive [2]catenanes: synthesis and properties

29 July, 2014 - 11:17

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01120A, PaperZiyong Li, Fang Hu, Guoxing Liu, Wen Xue, Xiaoqiang Chen, Sheng Hua Liu, Jun Yin
A series of novel dithienylethene-based macrocycles containing ammonium moieties has been synthesized.
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Fluorous chiral bisoxazolines: application in copper-catalyzed asymmetric [small alpha]-hydrophosphonylation

29 July, 2014 - 11:17

Org. Biomol. Chem., 2014, 12,5843-5846
DOI: 10.1039/C4OB01144A, CommunicationTao Deng, Hongjun Wang, Chun Cai
A copper-catalyzed asymmetric [small alpha]-hydrophosphonylation of isatins with a novel fluorous bis(oxazoline) as a ligand is presented.
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