Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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Efficient asymmetric synthesis of spiro-2(3H)-furanones via phase-transfer-catalyzed alkynylation

7 July, 2014 - 05:54

Org. Biomol. Chem., 2014, 12,5388-5392
DOI: 10.1039/C4OB00969J, PaperXiangfei Wu, Seiji Shirakawa, Keiji Maruoka
Efficient asymmetric synthesis of spiro-2(3H)-furanones was achieved via chiral phase-transfer-catalyzed alkynylation.
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Tuning of the HOMO-LUMO gap of donor-substituted symmetrical and unsymmetrical benzothiadiazoles

7 July, 2014 - 05:54

Org. Biomol. Chem., 2014, 12,5448-5457
DOI: 10.1039/C4OB00629A, PaperRajneesh Misra, Prabhat Gautam
This article reports the design and synthesis of donor-substituted symmetrical and unsymmetrical benzothiadiazoles (BTDs) 5-12 of type D-[small pi]-A-D, D1-[small pi]-A-D2, D1-A1-A2-D2, D-A1-A2-D and D-A1-A2-A1-D by Ullmann, Suzuki and cycloaddition-retroelectrocyclization reactions.
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Efficient C(sp3alkyl)-SCF3 bond formations via copper-mediated trifluoromethylthiolation of alkyl halides

7 July, 2014 - 05:54

Org. Biomol. Chem., 2014, 12,5500-5508
DOI: 10.1039/C4OB00403E, PaperQuanfu Lin, Li Chen, Yangjie Huang, Mingguang Rong, Yaofeng Yuan, Zhiqiang Weng
An efficient synthesis of alkyl trifluoromethyl sulfides via copper-mediated trifluoromethylthiolation of primary and secondary alkyl halides was described.
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Design, synthesis, and fungicidal activity of novel carboxylic acid amides represented by N-benzhydryl valinamode carbamates

7 July, 2014 - 05:54

Org. Biomol. Chem., 2014, 12,5427-5434
DOI: 10.1039/C4OB00744A, PaperXiu-Jiang Du, Qiang Bian, Hong-Xue Wang, Shu-Jing Yu, Jun-Jie Kou, Zhi-Peng Wang, Zheng-Ming Li, Wei-Guang Zhao
A series of valinamide carbamate derivatives were designed and synthesized by introducing substituted aromatic rings into valinamide carbamate leads. Bioassays showed that some title compounds exhibited very good fungicidal activity.
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An intracellularly activatable, fluorogenic probe for cancer imaging

7 July, 2014 - 05:54

Org. Biomol. Chem., 2014, 12,5365-5374
DOI: 10.1039/C4OB00297K, PaperRuisong Tian, Mingjie Li, Jin Wang, Min Yu, Xiuqi Kong, Yupeng Feng, Zeming Chen, Yuxi Li, Weiqiang Huang, Wenjie Wu, Zhangyong Hong
A newly designed, dual-functional probe based on intracellular activation has been successfully developed for the detection of cancer cells.
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The metal tin promoted cascade reaction of ketones in aqueous media for the construction of 2-bromo-4-aryl-1,3-pentadiene

7 July, 2014 - 05:54

Org. Biomol. Chem., 2014, 12,5393-5399
DOI: 10.1039/C4OB00584H, PaperLingyan Liu, Yan Zhang, Hua Zhang, Kaimeng Huang, Bo-xin Gao, Min Zou, Xin Zhou, Hongkai Wang, Jing Li
A novel Barbier-type allenylation cascade reaction of carbonyl compounds promoted by tin was discovered, and afforded a new, highly functionalized 1,3-pentadiene.
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Ionic liquids as porogens for molecularly imprinted polymers: propranolol, a model study

3 July, 2014 - 04:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB00547C, PaperKatherine Booker, Clovia I. Holdsworth, Cara M. Doherty, Anita J. Hill, Michael C. Bowyer, Adam McCluskey
The selectivity and rebinding capacity of molecularly imprinted polymers selective for propranolol (1) using the room temperature ionic liquids [BMIM][BF4], [BMIM][PF6], [HMIM][PF6] and [OMIM][PF6] and CHCl3 were examined.
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Enantioselective one-pot synthesis of dihydroquinolones via BINOL-derived Lewis acid catalysis

1 July, 2014 - 04:17

Org. Biomol. Chem., 2014, 12,5094-5097
DOI: 10.1039/C4OB00627E, CommunicationPeter C. Knipe, Martin D. Smith
A high-yielding and diastereoselective route to biologically significant 2-aryl- and 2-alkyl-3-amido dihydroquinolones has been developed in up to 90 : 10 e.r. by employing a novel Lewis acidic BINOL-derived copper(II) catalyst.
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Modular synthesis of cyclic cis- and trans-1,2-diamine derivatives

1 July, 2014 - 04:17

Org. Biomol. Chem., 2014, 12,5267-5277
DOI: 10.1039/C4OB00913D, PaperAnna K. Weber, Josef Schachtner, Robert Fichtler, Timo M. Leermann, Jorg M. Neudorfl, Axel Jacobi von Wangelin
Structurally diverse carbocycles with two vicinal nitrogen-substituents were prepared in expedient three-component reactions from simple amines, aldehydes, and nitroalkenes.
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Synthesis and photophysical characterisation of new fluorescent triazole adenine analogues

1 July, 2014 - 04:17

Org. Biomol. Chem., 2014, 12,5158-5167
DOI: 10.1039/C4OB00904E, PaperChristopher P. Lawson, Anke Dierckx, Francois-Alexandre Miannay, Eric Wellner, L. Marcus Wilhelmsson, Morten Grotli
Novel fluorescent triazole adenine derivatives have been synthesised and their photo-physical properties characterised.
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Unusual regio- and stereo-selectivity in Diels-Alder reactions between bulky N-phenylmaleimides and anthracene derivatives

1 July, 2014 - 04:17

Org. Biomol. Chem., 2014, 12,5102-5107
DOI: 10.1039/C4OB01052C, CommunicationHao Chen, Erdong Yao, Chi Xu, Xiao Meng, Yuguo Ma
Unusual regio- and stereo-selectivity in Diels-Alder (D-A) reactions were achieved between bulky N-phenylmaleimides and anthracene derivatives.
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1,2-cis Alkyl glycosides: straightforward glycosylation from unprotected 1-thioglycosyl donors

1 July, 2014 - 04:17

Org. Biomol. Chem., 2014, 12,5182-5191
DOI: 10.1039/C4OB00626G, PaperBo Meng, Zhenqian Zhu, David C. Baker
A simple, straightforward 1,2-cis-selective glycosidation method from an unprotected 1-thioglycoside is presented.
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A survey of enoldiazo nucleophilicity in selective C-C bond forming reactions for the synthesis of natural product-like frameworks

1 July, 2014 - 04:17

Org. Biomol. Chem., 2014, 12,5227-5234
DOI: 10.1039/C4OB00709C, PaperYuxiao Liu, Yu Liu, Charles S. Shanahan, Xichen Xu, Michael P. Doyle
Sc(OTf)3-catalyzed SN1-like couplings of enoldiazo compounds with carbocations for construction of carbocyclic and heterocyclic scaffolds has been realised.
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An efficient synthesis of methyl 2-cyano-3,12-dioxoursol-1,9-dien-28-oate (CDDU-methyl ester): analogues, biological activities, and comparison with oleanolic acid derivatives

1 July, 2014 - 04:17

Org. Biomol. Chem., 2014, 12,5192-5200
DOI: 10.1039/C4OB00679H, PaperLiangfeng Fu, Qi-Xian Lin, Karen T. Liby, Michael B. Sporn, Gordon W. Gribble
An efficient synthesis of methyl 2-cyano-3,12-dioxoursol-1,9-dien-28-oate (CDDU-methyl ester).
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Regioselective synthesis of 3,4,5-trisubstituted 2-aminofurans

1 July, 2014 - 04:17

Org. Biomol. Chem., 2014, 12,5098-5101
DOI: 10.1039/C4OB01037J, CommunicationThi Ngoc Tram Huynh, Pascal Retailleau, Clement Denhez, Kim Phi Phung Nguyen, Dom Guillaume
Three series of methyl 5-substituted 2-aminofuran-4-keto-3-carboxylates have been prepared following a multicomponent reaction strategy by the addition of an isocyanide to 4-oxo-2-butynoate in the presence of an aldehyde.
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Synthesis of nucleobase-caged peptide nucleic acids having improved photochemical properties

1 July, 2014 - 04:17

Org. Biomol. Chem., 2014, 12,5089-5093
DOI: 10.1039/C4OB00418C, CommunicationTakayoshi Watanabe, Tomoko Hoshida, Jun Sakyo, Mariko Kishi, Satoshi Tanabe, Junichi Matsuura, Shingo Akiyama, Makiko Nakata, Yasuaki Tanabe, Akinobu Z. Suzuki, Soichiro Watanabe, Toshiaki Furuta
A nucleobase-caged peptide nucleic acid (PNA) having a (6-bromo-7-methoxycoumarin)-4-ylmethoxycarbonyl (Bmcmoc) caging group was newly synthesized.
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Evaluation of the effect of fluorination on the property of monofluorinated dimyristoylphosphatidylcholines

1 July, 2014 - 04:17

Org. Biomol. Chem., 2014, 12,5126-5135
DOI: 10.1039/C4OB00934G, PaperMarie-Claude Gagnon, Bianka Turgeon, Jean-Daniel Savoie, Jean-Francois Parent, Michele Auger, Jean-Francois Paquin
The synthesis and characterization of three monofluorinated dimyristoylphosphatidylcholines, with the fluorine atom located at the extremities of the acyl chain in position 2 of the glycerol (sn-2), is described.
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Iron-catalysed, general and operationally simple formal hydrogenation using Fe(OTf)3 and NaBH4

1 July, 2014 - 04:17

Org. Biomol. Chem., 2014, 12,5082-5088
DOI: 10.1039/C4OB00945B, CommunicationAlistair J. MacNair, Ming-Ming Tran, Jennifer E. Nelson, G. Usherwood Sloan, Alan Ironmonger, Stephen P. Thomas
An operationally simple and environmentally benign formal hydrogenation protocol has been developed using a highly abundant iron(III) salt and an inexpensive, bench stable, stoichiometric reductant, NaBH4, in ethanol, under ambient conditions.
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A new synthetic approach to 6-unsubstituted phenanthridine and phenanthridine-like compounds under mild and metal-free conditions

1 July, 2014 - 04:17

Org. Biomol. Chem., 2014, 12,5077-5081
DOI: 10.1039/C4OB00797B, CommunicationJumreang Tummatorn, Suppachai Krajangsri, Krissada Norseeda, Charnsak Thongsornkleeb, Somsak Ruchirawat
A tandem azide rearrangement/intramolecular annulation and oxidation reactions of biarylmethyl azides provides a new and mild approach for the synthesis of 6-unsubstituted phenanthridine and phenanthridine-like compounds.
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Exploring mutasynthesis to increase structural diversity in the synthesis of highly oxygenated polyketide lactones

1 July, 2014 - 04:17

Org. Biomol. Chem., 2014, 12,5304-5310
DOI: 10.1039/C4OB00717D, PaperJ. M. Botubol-Ares, M. J. Duran-Pena, A. J. Macias-Sanchez, J. R. Hanson, I. G. Collado, R. Hernandez-Galan
Four new highly oxygenated 11-membered lactones (11-14) were synthesized by a combination of metabolic engineering techniques with complex chemical substrate synthesis.
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