Royal Society of Chemistry

Ring-closing metathesis for the synthesis of a molecular gyrotop

Org. and Biomol. Chem. - 17 April, 2014 - 11:17

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB00470A, CommunicationWataru Setaka, Sayaka Higa, Kentaro Yamaguchi
A molecular gyrotop was synthesized by ring-closing metathesis (RCM) under reflux, indicating that the cage is a thermodynamically controlled product.
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Allosteric control of a DNA-hydrolyzing deoxyribozyme with short oligonucleotides and its application in DNA logic gates

Org. and Biomol. Chem. - 17 April, 2014 - 11:17

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB00451E, CommunicationKazuhiro Furukawa, Noriaki Minakawa
We found that the catalytic activity of a DNA-hydrolyzing deoxyribozyme could be allosterically regulated by adding short oligonucleotides, and used this technique to construct DNA logic gates.
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Microwave-assisted synthesis of potent PDE7 inhibitors containing a novel thienopyrimidin-4-amine scaffold

Org. and Biomol. Chem. - 17 April, 2014 - 11:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB00175C, PaperAna Isabel Sanchez, Ricardo Meneses, Jose Miguel Minguez, Araceli Nunez, Rafael R. Castillo, Fabiana Filace, Carolina Burgos, Juan J. Vaquero, Julio Alvarez Builla, Alvaro Cortes-Cabrera, F Gago, Emma Terricabras, Victor Segarra
A series of novel thienopyrimidin-4-amines have been synthesized and evaluated as phosphodiesterase (PDE) inhibitors. A rationale for the observed selectivity against PDE7 has been obtained from molecular modelling studies on...
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Synthesis of 1-amino-2-aroyl/acetylnaphthalenes through base mediated one pot inter and intramolecular C-C bond formation strategy

Org. and Biomol. Chem. - 17 April, 2014 - 11:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB00432A, PaperRamendra Pratap, Surjeet Singh, Pratik Yadav, Satya Narayan Sahu, Ismail Althagafi, Abhinav Kumar, Brijesh Kumar, Vishnu Ji Ram
A new precursor 2-(1-cyano-2,2-bis(methylthio)vinyl)benzonitrile has been synthesized by reaction of 2-cyanomethylbenzonitrile, carbon disulfide and methyl iodide under basic conditions. Reaction of 2-(1-cyano-2,2-bis(methylthio)vinyl)benzonitrile with various functionalized aryl/heteroaryl methyl ketones or acetone...
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Discrimination of adenine nucleotides and pyrophosphate in water by zinc complex of an anthracene-based cyclophane

Org. and Biomol. Chem. - 17 April, 2014 - 11:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB00184B, PaperPing Hu, Shengjun Yang, Guoqiang Feng
Combining metal-anion coordination and [small pi]-[small pi] stacking interactions, zinc complex of a novel anthracene-based cyclophane was designed to recognise adenine nucleoside polyphosphates. This complex was found to show selective fluorescence enhancement...
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Synthesis of [small alpha], [small beta]-unsaturated amides and iminocoumarins from N,N-disulfonyl ynamides with aldehydes via ketenimines intermediate

Org. and Biomol. Chem. - 17 April, 2014 - 11:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB00513A, PaperLian Yu, Jian Cao
A novel synthesis of [small alpha], [small beta]-unsaturated amides from N,N-disulfonyl ynamides with aldehydes was developed. By utilization of salicylaldehydes, a variety of substituted iminocoumarins were prepared.
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Synthesis of benzofuro[2,3-c]pyridines via a one-pot three-component reaction

Org. and Biomol. Chem. - 17 April, 2014 - 11:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB00670D, PaperJiaxing Hu, Zhihong Deng, xueqiong Zhang, Fanglin Zhang, hua zheng
A convenient one-pot reaction was conducted by mixing bromoacetophenone, functional [small alpha], [small beta]-unsaturated ketone and potassium hydroxide in tetrahydrofuran at room temperature, ammonium acetate was added and heated to reflux, resulting...
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Construction of Rotacatenanes Using Rotaxane and Catenane Frameworks

Org. and Biomol. Chem. - 17 April, 2014 - 11:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB00602J, PaperJun Yin, Wen Xue, Ziyong Li, Guoxing Liu, Xiaoqiang Chen, Tingting Li, Shenghua Liu
The construction of novel mechanically interlocked structures has become a fashion due to the requirements of topology and their potential application in molecular machines and devices. Rotaxane and catenane as...
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Interaction of Amphiphilic [small alpha]-Helical Cell-Penetrating Peptides with Heparan Sulfate

Org. and Biomol. Chem. - 17 April, 2014 - 11:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB00673A, PaperJi Yang, Hiroshi Tsutsumi, Tadaomi Furuta, Minoru Sakurai, Hisakazu Mihara
Cell-penetrating peptides (CPPs) are able to be taken up by cells and can deliver macromolecular cargos. However, the mechanism of this internalization is not yet fully understood. Recent theories suggest...
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Facile and convenient sequential homobimetallic catalytic approach towards -methylstyrenes. A one-pot Stille cross-coupling/isomerization strategy

Org. and Biomol. Chem. - 17 April, 2014 - 11:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB00604F, PaperSebastian O. Simonetti, Enrique L. Larghi, Teodoro Kaufman
An efficient one-pot synthetic approach towards beta-methylstyrenes is reported. The transformation, based on sequential homobimetallic catalysis, involves a Stille cross-coupling reaction between aryl halides with allyltributylstannane, followed by an in...
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Metal-Free Aerobic Oxidative C-N Bond Cleavage of Tertiary Amines for the Synthesis of N-Heterocycles with High Atom Efficiency

Org. and Biomol. Chem. - 17 April, 2014 - 11:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB00578C, CommunicationShuangfeng Yin, Xiuling Chen, Tieqiao Chen, Yongbo Zhou, Daoqing han, Libiao Han
An efficient metal-free aerobic C-N bond cleavage of tertiary amines has been developed to construct N-heterocycles using molecular oxygen as the sole oxidant with high atom efficiency, in which all...
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On the synthesis of [small alpha]-amino sulfoxides

Org. and Biomol. Chem. - 17 April, 2014 - 11:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB00567H, PaperPeter O'Brien, Peter Rayner, Giacomo Gelardi, Richard Horan, David C Blakemore
A synthetic study on the preparation of N-Boc [small alpha]-amino sulfoxides has revealed an unexpected instability which is believed to be due to [small alpha]-elimination of the sulfoxide to give an iminium...
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Practical synthesis of natural plant-growth regulator 2-azahypoxanthine, its derivatives, and biotin-labeled probes

Org. and Biomol. Chem. - 17 April, 2014 - 11:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB00705K, CommunicationKazutada Ikeuchi, Ryosuke Fujii, Shimpei Sugiyama, Tomohiro Asakawa, Makoto Inai, Yoshitaka Hamashima, Jae-Hoon Choi, Tomohiro Suzuki, Hirokazu Kawagishi, Toshiyuki Kan
We describe a practical, large-scale synthesis of the "fairy-ring" plant-growth regulator 2-azahypoxanthine (AHX), and its biologically active hydroxyl metabolite (AOH) and riboside derivative (AHXr). AHXr, a biosynthetic intermediate, was synthesized...
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Preparation of functionalized heteroaromatics using intramolecular Wittig reaction

Org. and Biomol. Chem. - 17 April, 2014 - 11:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB00464G, PerspectiveUtpal Das, Yi-Ling Tsai, Wenwei Lin
Development of efficient methods for synthesis of heteroaromatic compounds is always of great importance for chemists. In this 'Perspective', we describe a general approach for the synthesis of functionalized heteroaromatics...
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Lewis Acid-Promoted Cyclization/Halogenation of Allenyl Ethenetricarboxylates and the Amides: Stereoselective Synthesis of Haloalkenyl Five-membered Heterocycles

Org. and Biomol. Chem. - 17 April, 2014 - 11:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB00233D, PaperYugo Fukushima, Shoko Yamazaki, Akiya Ogawa
Lewis acid-promoted intramolecular reactions of allenyl ethenetricarboxylates and the corresponding amides have been examined. Reaction of allenyl ethenetricarboxylates and the amides with Lewis acids such as AlCl3, AlBr3 and ZnX2...
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Selective Synthesis of 4-(Sulfonyl)-Methyl-1H-Pyrazoles and (E)-4,5-Dihydro-1H-Pyrazoles from N-Allenic Sulfonylhydrazones

Org. and Biomol. Chem. - 17 April, 2014 - 11:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB00550C, CommunicationZhuang-ping Zhan, Yu Zhu, Jun-Jie Hong, Yun-Bin Zhou, Yu-Wei Xiao, Min Lin
Selective synthesis of 4-(sulfonyl)-methyl-1H-pyrazoles and (E)-4,5-dihydro-1H-pyrazoles from N-allenic sulfonylhydrazones with sulfonyl group migrations has been developed. A key feature of these reactions is that the migrations of the sulfonyl groups...
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A Powerful Combination: Recent Achievements on Using TBAI and TBHP as Oxidation System

Org. and Biomol. Chem. - 17 April, 2014 - 11:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB00276H, Review ArticleXiao-Feng Wu, jin-long gong, xinxin qi
The recent achievements on using TBAI (tetrabutylammonium iodide) and TBHP (tert-butyl hydroperoxide) as oxidation system have been summarized and discussed.
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Tuning the chiroptical and morphological properties of steroidal-porphyrin aggregates. A mechanistic, structural, and MM investigation.

Org. and Biomol. Chem. - 17 April, 2014 - 11:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB00134F, PaperChiara Lorecchio, M Venanzi, Claudia Mazzuca, Raffaella Lettieri, Antonio Palleschi, Thu Huong Nguyen Thi, Lenka Cardova, Pavel B Drasar, Donato Monti
The aggregation of a steroid-functionalised porphyrin derivative occurs with the formation of J-type chiral species. Spectroscopic and SEM studies indicate that the initial concentration of the macrocycle strongly influences the...
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Regiocontrolled palladium-catalyzed and copper-mediated C-H bond functionalization of protected L-histidine

Org. and Biomol. Chem. - 17 April, 2014 - 11:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB00430B, CommunicationAmit Mahindra, R Jain
We describe the controlled and regioselective transition-metal-catalyzed C-H bond arylation of protected L-histidine with aryl halides as coupling partner. Using this approach, a large number of C-2 arylated L-histidines have...
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Practically Convenient and Industrially-aligned Methods for Iridium-catalysed Hydrogen Isotope Exchange Processes

Org. and Biomol. Chem. - 17 April, 2014 - 11:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB00465E, PaperW J Kerr, Alison R. Cochrane, Christopher Idziak, Bhaskar Mondal, Laura C Paterson, Tell Tuttle, Shalini Andersson, Goran N. Nilsson
The use of alternative solvents in the iridium-catalysed hydrogen isotope exchange reaction with developing phosphine/NHC Ir(I) complexes has identified reaction media which are more widely applicable and industrially acceptable than...
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