Royal Society of Chemistry

Synthesis of 3,3-dichloroindolin-2-ones from Isatin-3-hydrazones and (Dichloroiodo)benzene

Org. and Biomol. Chem. - 25 November, 2014 - 17:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02213K, CommunicationGraham Murphy, Keith E Coffey, Ryan Moreira, Farhana Z Abbas
Aryl- and N-substituted isatins were converted to isa-tin-3-hydrazones and subjected to a dichlorination re-action with PhICl2. Lewis base-catalysis was key to the reaction occurring rapidly and chemoselectively, providing 3,3-dichloroindolin-2-ones in...
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Synthesis of Isoxazolidine-containing Uridine Derivatives as Caprazamycin Analogues

Org. and Biomol. Chem. - 25 November, 2014 - 17:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02142H, PaperMayumi Yamaguchi, Akira Matsuda, Satoshi Ichikawa
Simplification of caprazamycins, which are promising antibacterial nucleoside natural products, was conducted by scaffold-hopping of the structurally complex diazepanone moiety to the isoxazolidine scaffold. The designed isoxazolidine-containing uridine derivatives were...
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Enantioselective synthesis of benzoindolizidine derivatives using chiral phase-transfer catalytic intramolecular domino aza-Michael addition/ alkylation

Org. and Biomol. Chem. - 25 November, 2014 - 17:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02227K, PaperJiajia Guo, Shouyun Yu
An efficient and enantioselective strategy to synthesize benzoindolizidines from [small alpha], [small beta]-unsaturated amino ketones via domino intramolecular aza-Michael addition/alkylation was developed. These reactions were enabled by cinchona alkaloid-derived quaternary ammonium salts...
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Carbocycles from Donor-Acceptor Cyclopropanes

Org. and Biomol. Chem. - 25 November, 2014 - 17:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02117G, Review ArticleHuck K. Grover, Michael R. Emmett, Michael A Kerr
This review summarizes research directed towards the formation of carbocyclic adducts from donor-acceptor cyclopropanes. The focus of the review is on annulation and cycloaddition reactions both inter- and intramolecularly mediated...
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Copper(I) Promoted Cycloalkylation-Peroxidation of Unactivated Alkenes via sp3 C-H Functionalisation

Org. and Biomol. Chem. - 25 November, 2014 - 17:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01962H, CommunicationBhisma K Patel, Arghya Banerjee, Sourav Santra, Aniket Mishra, Nilufa Khatun
A copper (I) promoted cycloalkylation-peroxidation strategy has been developed via a three-component reaction involving cycloalkanes, tert-butyl hydroperoxide (TBHP) and internal conjugated alkene possessing electron-withdrawing groups (EWGs). This process installs C-O...
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Efficient Synthesis of [small alpha]- and [small delta]-Carbolines by Sequential Pd-Catalyzed Site-Selective C-C and Twofold C-N Coupling Reactions

Org. and Biomol. Chem. - 25 November, 2014 - 17:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02226B, PaperTran Quang Hung, Tuan T Dang, Julia Janke, Alexander Villinger, Peter Langer
Two concise and efficient approaches were developed for the synthesis of [small alpha]- and [small delta]-carboline derivatives. The success of the synthesis relies on site-selective Suzuki-Miyaura reaction of 1-chloro-2-bromopyridine or 2,3-dibromopyridine with...
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Catalyst-free synthesis of 2 aryl 1,2 dihydro-quinazolin-4(1H)-thiones from 2 aminobenzothio-amides and aldehydes in water

Org. and Biomol. Chem. - 25 November, 2014 - 17:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02207F, PaperXiao-Feng Wu, Stefan Oschatz, Tom Brunzel, Peter Langer
2-Dihydroquinazolin-4(1H)-thiones were prepared in up to excellent yields from 2-aminobenzothioamides and aldehydes. The reaction is carried out in water without the use of any catalyst or promoter. The sulfur-containing substrate...
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Selective oxygenation of alkynes: a direct approach to diketones and vinyl acetate

Org. and Biomol. Chem. - 25 November, 2014 - 17:17

Org. Biomol. Chem., 2014, 12,9909-9913
DOI: 10.1039/C4OB01404A, PaperXiao-Feng Xia, Zhen Gu, Wentao Liu, Ningning Wang, Haijun Wang, Yongmei Xia, Haiyan Gao, Xiang Liu
Convenient and expedient methods for the synthesis of [small alpha]-diketones and [small beta]-haloenol acetates from arylalkynes using PhI(OAc)2 as an oxidant are developed at room temperature.
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Synthesis and LC-MS/MS analysis of desmosine-CH2, a potential internal standard for the degraded elastin biomarker desmosine

Org. and Biomol. Chem. - 25 November, 2014 - 17:17

Org. Biomol. Chem., 2014, 12,9887-9894
DOI: 10.1039/C4OB01438C, PaperYuko Murakami, Rina Suzuki, Hiroto Yanuma, Jiangtao He, Shuren Ma, Gerard M. Turino, Yong Y. Lin, Toyonobu Usuki
Chemical synthesis and LC-MS/MS analysis of desmosine-CH2, a potential internal standard for the degraded elastin biomarker desmosine, are achieved.
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Gold-catalyzed carboalkoxylations of 2-ethynylbenzyl ethers to form 1- and 3-substituted 2-methoxy-1-H-indenes: Bronsted acids versus gold catalysis

Org. and Biomol. Chem. - 25 November, 2014 - 17:17

Org. Biomol. Chem., 2014, 12,9831-9836
DOI: 10.1039/C4OB01794C, PaperChun-Hao Chen, Chiou-Dong Wang, Yi-Feng Hsieh, Rai-Shung Liu
Selective synthesis of 1- and 3-substituted 2-methoxyindenes from the carboalkoxylations of 2-ethynylbenzyl ethers is described.
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Efficient synthesis of oligosaccharyl 1,2-O-orthoesters from n-pentenyl glycosides and application to the pentaarabinofuranoside of the mycobacterial cell surface

Org. and Biomol. Chem. - 25 November, 2014 - 17:17

Org. Biomol. Chem., 2014, 12,9914-9920
DOI: 10.1039/C4OB01395F, PaperShivaji A. Thadke, Srinivas Hotha
Conversion of n-pentenyl glycosides to glycosyl 1,2-orthoesters that is mild, high yielding, and importantly suitable for oligosaccharide synthesis is identified.
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Radical reactions of borohydrides

Org. and Biomol. Chem. - 25 November, 2014 - 17:17

Org. Biomol. Chem., 2014, 12,9733-9742
DOI: 10.1039/C4OB01784F, Review ArticleTakuji Kawamoto, Ilhyong Ryu
This review article focuses on state-of-the-art borohydride based radical reactions, also covering earlier work, kinetics and some DFT calculations with respect to the hydrogen transfer mechanism.
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Thermodynamic epimeric equilibration and crystallisation-induced dynamic resolution of lobelanine, norlobelanine and related analogues

Org. and Biomol. Chem. - 25 November, 2014 - 17:17

Org. Biomol. Chem., 2014, 12,9797-9810
DOI: 10.1039/C4OB01787K, PaperZ. Amara, G. Bernadat, P.-E. Venot, P. Retailleau, C. Troufflard, E. Drege, F. Le Bideau, D. Joseph
The step-economical synthesis of lobelanine involving a ring closing double aza-Michael (RCDAM) reaction is revisited and successfully extended to the synthesis of various configurationally more stable analogues.
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FD 178: Fluorescence axial nanotomography with plasmonics

Faraday Disc. - 25 November, 2014 - 14:54
Faraday Discuss., 2014, Accepted Manuscript
DOI: 10.1039/C4FD00198B, PaperNicholas I Cade, Gilbert Fruhwirth, Alexey V Krasavin, Tony Ng, David Richards
We present a novel imaging technique with super-resolution axial sensitivity, exploiting the changes in fluorescence lifetime above a plasmonic substrate. Using conventional confocal fluorescence lifetime imaging, we show that it...
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FD 177: In-situ characterization of Cu-Co oxides for catalytic application

Faraday Disc. - 25 November, 2014 - 14:54
Faraday Discuss., 2014, Accepted Manuscript
DOI: 10.1039/C4FD00192C, PaperZhen-Yu Tian, Henning Vieker, Patrick Mountapmbeme Kouotou, Andre Beyer
In-situ emission and absorption FTIR methods were employed to characterize the spatially resolved structure of binary Co-Cu oxides for low-temperature oxidation of CO and propene. Co-Cu oxides catalysts were controllably...
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Ni-Catalyzed [small alpha]-Arylation of Esters and Amides with Phenol Derivatives

Chem. Commun. - 24 November, 2014 - 22:17
Chem. Commun., 2014, Accepted Manuscript
DOI: 10.1039/C4CC08426H, CommunicationEva Koch, Ryosuke Takise, Armido STUDER, Junichiro Yamaguchi, Kenichiro Itami
A nickel-catalyzed [small alpha]-arylation of esters and amides with phenol derivatives has been accomplished. In the presence of our unique nickel catalyst, prepared in situ from Ni(cod)2 and 3,4-bis(dicyclohexylphosphino)thiophene (dcypt), and...
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Isoselective 3,4-(co)Polymerization of Biorenewable Myrcene Using NSN-Ligated Rare-earth Metal Precursors: Approach to New Elastomer

Chem. Commun. - 24 November, 2014 - 22:17
Chem. Commun., 2014, Accepted Manuscript
DOI: 10.1039/C4CC08962F, CommunicationBo Liu, Lei Li, Guangping Sun, Dongtao Liu, Shihui Li, Dongmei Cui
Polymerization of biorenewable myrcene (MY) by using the cationic [small beta]-diimidosulfonate lutetium catalyst in high activity, afforded the unprecedented isotactic 3,4-polymyrcene (PMY) with a low Tg (-42 [degree]C), based on which,...
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Role of Grafted Alkoxybenzylidene Ligand in Silica-Supported Hoveyda-Grubbs-Type Catalysts

Chem. Commun. - 24 November, 2014 - 22:17
Chem. Commun., 2014, Accepted Manuscript
DOI: 10.1039/C4CC08627A, CommunicationJian Liang Cheong, Daniel Wong, Song-Gil Lee, Jaehong Lim, Su Seong Lee
Using both circulating flow and batch reaction systems, we explored the role of immobilized alkoxybenzylidene ligands that is to capture and stabilize the active ruthenium species. The bidentate ligands considerably...
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Stepwise combination of NH3 with BH4- in metal borohydride ammoniate

Chem. Commun. - 24 November, 2014 - 22:17
Chem. Commun., 2014, Accepted Manuscript
DOI: 10.1039/C4CC08228A, CommunicationYuanzhou Song, Feilong Wu, Xiongfei Zheng, Xiaohua Ma, Fang Fang, Yanhui Guo
Step-wise combination of NH3 with BH4- was found proceeded on AlCl3[round bullet, filled]mNH3/nLiBH4 system. Firstly, only two N-H bonds of the NH3 groups combined with B-H bonds at low temperature. Secondly, the...
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Electrospun nanofibers-A prospective electro-active material for constructing high performance Li-ion batteries

Chem. Commun. - 24 November, 2014 - 22:17
Chem. Commun., 2014, Accepted Manuscript
DOI: 10.1039/C4CC07824A, Feature ArticleVanchiappan Aravindan, Sundaramurthy Jayaraman, Yun-Sung Lee, Madhavi Srinivasan, Seeram Ramakrishna, P Suresh Kumar
In the present review, we describe the development of high energy density LIB fabricated with all 1D nanofibers as anode, cathode and separator-cum-electrolyte prepared by electrospinning technique without compromising the...
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