Org. and Biomol. Chem.

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Multiple optical properties of naphthoquinone pigment: 2-methyl-3-(hydroxyphenylthio)-1,4-naphthalenedione

22 August, 2014 - 18:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01058B, PaperHirotaka Akiyama, Takafumi Inoue, Nobuo Tajima, Reiko Kuroda, Yoshitane IMAI
Naphthoquinone pigments 2-methyl-3-(4- or 2-hydroxyphenylthio)-1,4-naphthalenedione show characteristic optical properties in solution and in the solid state. The position of the OH group in the pigment leads to varied optical properties,...
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Recent developments in transition metal-catalysed spiroketalisation

22 August, 2014 - 18:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01325E, PerspectiveRachelle Quach, Daniel F. Chorley, Margaret A. Brimble
This perspective updates recent developments (since 2012) in the synthesis of spiroketals using transition metal catalysis.
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Recognition of double-stranded DNA using energetically activated duplexes with interstrand zippers of 1-, 2- or 4-pyrenyl-functionalized O2[prime or minute]-alkylated RNA monomers

22 August, 2014 - 18:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01183J, PaperOpen Access Open Access Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.Saswata Karmakar, Andreas S. Madsen, Dale C. Guenther, Bradley C. Gibbons, Patrick J. Hrdlicka
Energetically activated double-stranded probes with interstrand arrangements of intercalator-functionalized nucleotides enable recognition of mixed-sequence DNA with single nucleotide fidelity.
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Pyrazole-oxadiazole Conjugates: Synthesis, Antiproliferative Activity and Inhibition of Tubulin Polymerization

22 August, 2014 - 18:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01152J, PaperAhmed Kamal, Anver Basha Shaik, Sowjanya Polepalli, Santhosh Reddy Vangala, Bharath Kumar G, Soma Gupta, Nagabhushana Ananthamurthy, Rakesh K Mishra, Nishant Jainb, Venkata Siva Ramakrishna Kallaganti
A number of pyrazole-oxadiazole conjugates were synthesized and evaluated for their ability to function as antiproliferative agents on various human cancer cell lines. These conjugates comprise of pyrazole and oxadiazole...
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1,3-Halogen migration as an entry to aryl coppers from an unintuitive starting material

22 August, 2014 - 18:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01294A, PerspectiveR. J. Van Hoveln, S. C. Schmid, J. M. Schomaker
Cu-catalyzed 1,3-halogen migration provides a unique way to generate reactive aryl copper species for arene functionalizations.
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Thiomyristoyl Peptides as Cell-Permeable Sirt6 Inhibitors

22 August, 2014 - 18:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB00860J, CommunicationBin He, Jing Hu, Xiaoyu Zhang, Hening Lin
Sirtuins regulate a variety of biological pathways and inhibitors of sirtuins have been actively pursued as tool compounds to study sirtuin biology and as potential therapeutics. Here we demonstrate that...
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Generalized access to fluorinated [small beta]-keto amino compounds through asymmetric additions of [small alpha],[small alpha]-difluoroenolates to CF3-sulfinylimine

22 August, 2014 - 18:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01575D, PaperChen Xie, Lingmin Wu, Haibo Mei, Vadim A Soloshonok, Jianlin Han, Yi Pan
CF3-containing chiral imines readily react with [small alpha],[small alpha]-difluoroenolates affording a novel type of -keto-amino compounds featuring R-CO-CF2-CH(NH2)-CF3 moiety. The reactions feature exceptional generality allowing preparation of various aromatic, hetero-aromatic and aliphatic...
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AcOH-mediated dichloroimination of indoles using chloramine-B: A facile access to 2,3-functionalized indolines

22 August, 2014 - 18:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01179A, CommunicationXiaozu Liu, Qinghong Hu, Zeli Yuan, Peijun Liu
A new and mild method for the efficient synthesis of 3,3-dichloro-2-sulfonyliminoindolines via AcOH-mediated dichloroimination of indoles using chloramineB is presented. Application of this method to the efficient construction of pyrrolidinoindoles...
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Palladium-catalyzed ortho-acylation of 2-benzyl-1,2,3-triazoles with aldehydes

22 August, 2014 - 18:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01406E, CommunicationQingshan Tian, Ping He, Chunxiang Kuang
A palladium-catalyzed ortho-acylation of 2-benzyl-1,2,3-triazoles with aldehydes as an acyl source was developed. A wide variety of ketones containing 1,2,3-triazoles were obtained in good to excellent yields. This methodology provides a convenient access to the acylation of 2-substituted-1,2,3-triazoles.
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Palladium-catalyzed carbonylation of halo arene-cis-dihydrodiols to the corresponding carboxylates. Access to compounds unavailable by toluene dioxygenase-mediated dihydroxylation of the corresponding benzoate esters.

22 August, 2014 - 18:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01417K, PaperJordan Froese, Jason Reed Hudlicky, T Hudlicky
A series of arene-cis-dihydrodiol carboxylates was prepared by palladium-catalyzed carbonylation of (1S, 2S-cis)-3-iodo-3,5-cyclohexadiene-1,2-diol, which is obtained in high titers by enzymatic dihydroxylation of iodobenzene. Both the free diol and the...
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Preparation, anti-trypanosomal activity and localisation of a series of dipeptide-based vinyl sulfones

22 August, 2014 - 18:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01412J, PaperWilliam Doherty, Jinju James, Paul Evans, Laura Martin, Nikoletta Adler, Derek Nolan, Andrew Knox
An improved, Weinreb amide-based, synthesis of anti-trypanosomal lysine-containing vinyl sulfones is described incorporating, as a feature, diversity at the [varepsilon]-lysine amino group.
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Selective transamidation of 3-oxo-N-acyl homoserine lactones by hydrazine derivatives

22 August, 2014 - 18:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01156B, CommunicationMichael A. Bertucci, Stephen J. Lee, Michel R. Gagne
Hydrazine derivatives are employed for selective amide cleavage of 3-oxo-N-acyl homoserine lactones under physiologically relevant conditions.
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MIDA as a simple and highly efficient ligand for palladium-catalyzed Hiyama cross-coupling of aryl halides

22 August, 2014 - 18:54

Org. Biomol. Chem., 2014, 12,7136-7139
DOI: 10.1039/C4OB01056F, PaperMengping Guo, Liang Qi, Qiaochu Zhang, Zhiyong Zhu, Wei Li, Xiaogang Li
N-Methyliminodiacetic acid (MIDA) as a simple, air stable and water-soluble ligand shows high catalytic activity in Hiyama reaction.
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Efficient cobalt-catalyzed C-N cross-coupling reaction between benzamide and aryl iodide in water

22 August, 2014 - 18:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01483A, CommunicationBryan Yong-Hao Tan, Yong-Chua Teo
A practical and efficient strategy for the N-arylation of benzamide catalysed by a Co(C2O4)[middle dot]2H2O/dmeda system in water is reported. Under the optimized conditions, a wide variety of N-arylated products were obtained in good yields (up to 92%) using substituted aryl iodides.
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Influence of B-ring modifications on proton affinity, transmembrane anion transport and anti-cancer properties of synthetic prodigiosenes

22 August, 2014 - 18:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01399A, PaperEstelle Marchal, Soumya Rastogi, Alison Thompson, Jeffery T. Davis
We describe how modulating the pKa of a family of synthetic prodigiosenes, modified on their B-ring, can control the transmembrane transport of anions.
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Organophosphorus-catalyzed diaza-Wittig reaction: application to the synthesis of pyridazines

22 August, 2014 - 18:54

Org. Biomol. Chem., 2014, 12,7159-7166
DOI: 10.1039/C4OB01201A, PaperHassen Bel Abed, Oscar Mammoliti, Omprakash Bande, Guy Van Lommen, Piet Herdewijn
The elaboration of the first organophosphorus-catalyzed diaza-Wittig reaction is reported.
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An economical and environmentally friendly oxidative biaryl coupling promoted by activated MnO2

22 August, 2014 - 18:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01409J, PaperJingjing Yang, Shutao Sun, Ziyu Zeng, Hongbo Zheng, Wei Li, Hongxiang Lou, Lei Liu
A mild, economical, and environmentally friendly oxidative biaryl coupling by MnO2 was developed to deliver five- to eight-membered tricyclic products.
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Efficient synthesis of conformationally constrained, amino-triazoloazepinone-containing di- and tripeptides via a one-pot Ugi-Huisgen tandem reaction

22 August, 2014 - 18:54

Org. Biomol. Chem., 2014, 12,6986-6989
DOI: 10.1039/C4OB01381F, CommunicationT. M. A. Barlow, M. Jida, D. Tourwe, S. Ballet
Herein we describe a catalyst-free procedure employing an Ugi-4CR followed by a thermal azide-alkyne Huisgen cycloaddition to generate a 16-member library with up to four points of diversification and high atom economy.
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A concise synthesis of (alkynyl)(trifluoromethyl)sulfanes via a bismuth(III)-promoted reaction of trimethyl(alkynyl)silane with trifluoromethanesulfanylamide

22 August, 2014 - 18:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01451K, PaperJie Sheng, Jie Wu
A bismuth(III)-promoted reaction of trimethyl(alkynyl)silanes with trifluoromethanesulfanylamide is developed, giving rise to (alkynyl)(trifluoromethyl)sulfanes in good yields.
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A new approach to asymmetric synthesis of infectocaryone

22 August, 2014 - 18:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01162G, PaperXiubing Liu, Lingling Hu, Xiaojing Liu, Junhao Jia, Lizhen Jiang, Jiangfeng Lin, Xiaochuan Chen
A new approach to the asymmetric synthesis of infectocaryone featuring a regioselective and stereoselective Diels-Alder reaction of an isomeric dienophile mixture is developed.
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