Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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Folded alkyl chains in water-soluble capsules and cavitands

31 July, 2014 - 11:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01032A, CommunicationJesse V. Gavette, Kang-Da Zhang, Dariush Ajami, Julius Rebek
A deep cavitand with ionic "feet" dimerizes around hydrophobic compounds in D2O.
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Relative contractile motion of the rings in a switchable palindromic [3]rotaxane in aqueous solution driven by radical-pairing interactions

31 July, 2014 - 11:54

Org. Biomol. Chem., 2014, 12,6089-6093
DOI: 10.1039/C4OB01228C, CommunicationLeah S. Witus, Karel J. Hartlieb, Yuping Wang, Aleksandrs Prokofjevs, Marco Frasconi, Jonathan C. Barnes, Edward J. Dale, Albert C. Fahrenbach, J. Fraser Stoddart
This communication describes a mechanically interlocked molecule (MIM), capable of switchable and reversible linear molecular motion.
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Formal synthesis of (+)-3-epi-eupomatilone-6 and the 3,5-bis-epimer

31 July, 2014 - 11:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01078G, PaperSariya Yodwaree, Darunee Soorukram, Chutima Kuhakarn, Patoomratana Tuchinda, Vichai Reutrakul, Manat Pohmakotr
The formal synthesis of (+)-3-epi-eupomatilone-6 and the 3,5-bis-epimer has been accomplished using stereoselective conjugate addition of vinylmagnesium chloride to a chiral [small alpha],[small beta]-unsaturated N-acyl oxazolidinone followed by [small alpha]-methylation as the key steps.
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Ligand-free MCR for linking quinoxaline framework with a benzimidazole nucleus: a new strategy for the identification of novel hybrid molecules as potential inducers of apoptosis

31 July, 2014 - 11:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01268B, CommunicationRajnikanth Sunke, P. Vijaya Babu, Swapna Yellanki, Raghavender Medishetti, Pushkar Kulkarni, Manojit Pal
A Cu-catalyzed MCR afforded novel hybrid molecules as potential inducers of apoptosis in zebrafish.
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An enzymatic approach to bifunctional chelating agents

31 July, 2014 - 11:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB00810C, PaperPaolo Minazzi, Luciano Lattuada, Ivan G. Menegotto, Giovanni B. Giovenzana
Three novel BFCAs are obtained through an original protocol involving an enzymatic hydrolysis as the key step.
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A lysosome-targeted drug delivery system based on sorbitol backbone towards efficient cancer therapy

31 July, 2014 - 11:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01153H, CommunicationSanthi Maniganda, Vandana Sankar, Jyothi B. Nair, K. G. Raghu, Kaustabh K. Maiti
A lysosome-targeted drug delivery system utilizing sorbitol scaffold linked to octa-guanidine and to a peptide substrate of lysosomal cysteine protease, cathepsin B.
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Scandium-catalyzed tandem selective oxirane ring-opening/Friedel-Crafts alkylation: a facile access to [1,4]oxazino[4,3-a]indoles and 3,4-dihydro-1H-pyrrolo[2,1-c][1,4]oxazines

31 July, 2014 - 11:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01057D, PaperLai Wei, Lu Liu, Junliang Zhang
An efficient Lewis acid-catalyzed tandem selective ring-opening and Friedel-Crafts alkylation of 1H-indol-1-yl derived oxiranes was developed.
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Copper-catalysed direct radical alkenylation of alkyl bromides

31 July, 2014 - 11:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB00813H, CommunicationXu Zhang, Hong Yi, Zhixiong Liao, Guoting Zhang, Chao Fan, Chu Qin, Jie Liu, Aiwen Lei
A copper-catalysed direct radical alkenylation of benzyl bromides and [small alpha]-carbonyl alkyl bromides has been developed. Compared with recent radical alkenylations which mostly focused on secondary or tertiary alkyl halides, this transformation shows good reactivity towards primary alkyl halides and tertiary/secondary alkyl halides are also tolerated.
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1,1,1,3,3,3-Hexafluoro-2-propanol and 2,2,2-trifluoroethanol solvents induce self-assembly with different surface morphology in an aromatic dipeptide

31 July, 2014 - 11:54

Org. Biomol. Chem., 2014, 12,6181-6189
DOI: 10.1039/C4OB00821A, PaperSamala Murali Mohan Reddy, Ganesh Shanmugam, Asit Baran Mandal
1,1,1,3,3,3-Hexafluoro-2-propanol and 2,2,2-trifluoroethanol solvents, which are known to disaggregate self-assembled peptides, induce the self-assembly of aromatic dipeptides to give structures with different surface morphologies.
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Total synthesis of fluoxetine and duloxetine through an in situ imine formation/borylation/transimination and reduction approach

31 July, 2014 - 11:54

Org. Biomol. Chem., 2014, 12,6121-6127
DOI: 10.1039/C4OB01142B, PaperAdam D. J. Calow, Elena Fernandez, Andrew Whiting
Efficient, catalytic, asymmetric total syntheses of both (R)-fluoxetine and (S)-duloxetine from [small alpha],[small beta]-unsaturated aldehydes are reported.
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A fluorescent probe for intracellular cysteine overcoming the interference by glutathione

31 July, 2014 - 11:54

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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Facile synthesis of 5H-benzo[b]carbazol-6-yl ketones via sequential reaction of Cu-catalyzed Friedel-Crafts alkylation, iodine-promoted cyclization, nucleophilic substitution and aromatization

31 July, 2014 - 11:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB00815D, CommunicationJing Wu, Dongping Wang, Haolong Wang, Fan Wu, Xincheng Li, Boshun Wan
A convenient method to access 5H-benzo[b]carbazol-6-yl ketones from indoles and 2-(2-(alkynyl)benzylidene)malonates has been developed.
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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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