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European Journal of Organic Chemistry

Gold‐Catalyzed [4+3] Cycloaddition/C–H Functionalization Cascade: Regio‐ and Diastereoselective Route to Cyclohepta[ b ]indoles

Published: 24 November 2017

Author(s): Yangyan Li, Chao‐Ze Zhu, Junliang Zhang

For the first time, a gold‐catalyzed [4+3] cycloaddition/C–H functionalization cascade was developed. This reaction provides efficient access to densely functionalized cyclohepta[b]indoles, in which a second propargylic ester is incorporated as a side chain, in excellent yields. By hydrolysis of the two vinyl acetates, highly functionalized indole‐fused bicyclo[3.2.1]octane derivatives bearing four contiguous stereogenic centers were...

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European Journal of Organic Chemistry

Martin Kotora

Published: 24 November 2017

Abstract “Chemistry is full surprises. Often a rather small change in the structure of a molecule may result in crucial changes of its chemical and physical properties.” Find out more about this author's research at https://doi.org/10.1002/ejoc.201701416.

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European Journal of Organic Chemistry

1‐Phenyl‐1,2‐benziodoxol‐3‐(1 H )‐one as Synthon for Phthalide Synthesis through Pd‐Free, Base‐Free, Sonogashira‐Type Coupling Cyclization Reaction

Published: 24 November 2017

Author(s): Ahmad A. Almasalma, Esteban Mejía

Hypervalent iodine(III) five‐membered heterocycles have found broad application as atom‐transfer reagents for organic synthesis. Among them, 1‐phenyl‐1,2‐benziodoxol‐3‐(1H)‐one is known as a traditional benzyne precursor, but no further synthetic applications have been reported. Herein, we report the first synthetic application of 1‐phenyl‐1,2‐benziodoxol‐3‐(1H)‐one to the synthesis of phthalides by using only CuI as catalyst. High selectivity and...

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ChemMedChem

Design, Synthesis, Biological Evaluation, and X‐ray Studies of HIV‐1 Protease Inhibitors with Modified P2′ Ligands of Darunavir

Published: 24 November 2017

Author(s): Arun K. Ghosh, W. Sean Fyvie, Margherita Brindisi, Melinda Steffey, Johnson Agniswamy, Yuan‐Fang Wang, Manabu Aoki, Masayuki Amano, Irene T. Weber, Hiroaki Mitsuya

Abstract The structure‐based design, synthesis, and biological evaluation of a series of nonpeptidic HIV‐1 protease inhibitors with rationally designed P2′ ligands are described. The inhibitors are designed to enhance backbone binding interactions, particularly at the S2′ subsite. Synthesis of inhibitors was carried out efficiently. The stereochemistry of alcohol functionalities of the P2′ ligands was set by asymmetric reduction of...

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ChemMedChem

Structure–Activity Studies of N ‐Butyl‐1‐deoxynojirimycin ( N B‐DNJ) Analogues: Discovery of Potent and Selective Aminocyclopentitol Inhibitors of GBA1 and GBA2

Published: 24 November 2017

Author(s): Xingxian Gu, Vijayalaxmi Gupta, Yan Yang, Jin‐Yi Zhu, Erick J. Carlson, Carolyn Kingsley, Joseph S. Tash, Ernst Schönbrunn, Jon Hawkinson, Gunda I. Georg

Abstract Analogues of N‐butyl‐1‐deoxynojirimycin (NB‐DNJ) were prepared and assayed for inhibition of ceramide‐specific glucosyltransferase (CGT), non‐lysosomal β‐glucosidase 2 (GBA2) and the lysosomal β‐glucosidase 1 (GBA1). Compounds 5 a–6 f, which carry sterically demanding nitrogen substituents, and compound 13, devoid of the C3 and C5 hydroxy groups present in DNJ/NB‐DGJ (N‐butyldeoxygalactojirimycin) showed no inhibitory activity for CGT or GBA2....

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ChemSusChem

Role of Co‐Sensitizers in Dye‐Sensitized Solar Cells

Published: 24 November 2017

Author(s): Narra Vamsi Krishna, Jonnadula Venkata Suman Krishna, Madoori Mrinalini, Seelam Prasanthkumar, Lingamallu Giribabu

Abstract Co‐sensitization is a popular route towards improved efficiency and stability of dye‐sensitized solar cells (DSSCs). In this context, the power conversion efficiency (PCE) values of DSSCs incorporating Ru‐ and porphyrin‐based dyes can be improved from 8–11 % to 11–14 % after the addition of additives, co‐adsorbents, and co‐sensitizers that reduce aggregation and charge recombination in the device. Among the three supporting...

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ChemSusChem

WtF‐Nano: One‐Pot Dewatering and Water‐Free Topochemical Modification of Nanocellulose in Ionic Liquids or γ‐Valerolactone

Published: 24 November 2017

Author(s): Tiina Laaksonen, Jussi K. J. Helminen, Laura Lemetti, Jesper Långbacka, Daniel Rico del Cerro, Michael Hummel, Ilari Filpponen, Antti H. Rantamäki, Tia Kakko, Marianna L. Kemell, Susanne K. Wiedmer, Sami Heikkinen, Ilkka Kilpeläinen, Alistair W. T. King

Abstract Ionic liquids are used to dewater a suspension of birch Kraft pulp cellulose nanofibrils (CNF) and as a medium for water‐free topochemical modification of the nanocellulose (a process denoted as “WtF‐Nano”). Acetylation was applied as a model reaction to investigate the degree of modification and scope of effective ionic liquid structures. Little difference in reactivity was observed when water was removed, after...

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ChemSusChem

Complete Depolymerization and Repolymerization of a Sugar Poly(orthoester)

Published: 24 November 2017

Author(s): Lingyao Li, Sampa Maiti, Nicole A. Thompson, Ian J. Milligan, Wenjun Du

Abstract The capability of a polymer to depolymerize, regenerating its original monomer for further polymerization, is very attractive in terms of sustainability. Recently discovered sugar poly(orthoesters) are an important class of glycopolymer. The high sensitivity of the backbone orthoester linkage toward acidolysis provides a valuable model to study the depolymerization. Herein, a sugar poly(orthoester) is shown to be completely...

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ChemMedChem

Comparative Molecular Dynamics Simulation of Aggregating and Non‐Aggregating Inhibitor Solutions: Understanding the Molecular Basis of Promiscuity

Published: 24 November 2017

Author(s): Mohammad A. Ghattas, Richard A. Bryce, Sara Al Rawashdah, Noor Atatreh, Waleed A. Zalloum

Abstract The presence of false positives in enzyme inhibition assays is a common problem in early drug discovery, especially for compounds that form colloid aggregates in solution. The molecular basis of these aggregates could not be thoroughly explored because of their transient stability. In this study we conducted comparative molecular dynamics (MD) simulations of miconazole, a strong aggregator, and fluconazole, a known...

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Chemistry - A European Journal

Stereoselective Traceless Borylation–Allenation of Propargylic Epoxides: Dual Role of the Copper Catalyst

Published: 24 November 2017

Author(s): Carlos Jarava‐Barrera, Alejandro Parra, Laura Amenós, Ana Arroyo, Mariola Tortosa

Abstract Chiral α‐allenols are prepared with high diastereocontrol through an unprecedented and spontaneous β‐oxygen elimination of an α‐epoxy vinyl boronate. Stochiometric experiments and DFT calculations support a dual role of the copper catalyst, which orchestrates the hydroboration and the syn‐elimination step.

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Most-accessed articles from each ChemPubSoc Europe, ACES, and GDCh journal

October 2017

 


Bryan D. Ellis, Christopher D. Vanderwal
Hughes and Gleason's Virosaine A-Appreciating the Art in Synthesis [Highlight]
Angew. Chem. Int. Ed. 2017, vol. 56, p. 13940

Klaus F. Wagenbauer, Floris A. S. Engelhardt, Evi Stahl, Vera K. Hechtl, Pierre Stömmer, Fabian Seebacher, Letizia Meregalli, Philip Ketterer, Thomas Gerling, Hendrik Dietz
How We Make DNA Origami [Concept]
ChemBioChem 2017, vol. 18, p. 1873

Konstantinos C. Christoforidis, Paolo Fornasiero
Photocatalytic Hydrogen Production: A Rift into the Future Energy Supply [Review]
ChemCatChem 2017, vol. 9, p. 1523

Matthias Ducci
Geheimtinten [Artikel]
Chem. Unserer Zeit 2017, vol. 51, p. 228

Balaram Mukhopadhyay, Rituparna Das
Chemical O-Glycosylations: An Overview [Review]
ChemistryOpen 2016, vol. 5, p. 401

Hanshen Xin, Xike Gao
Application of Azulene in Constructing Organic Optoelectronic Materials: New Tricks for an Old Dog [Minireview]
ChemPlusChem 2017, vol. 82, p. 945

Miaofang Chi, Harry M. Meyer, Zili Wu, Liangbo Liang, Peter V. Bonnesen, Dale K. Hensley, Rui Peng, Yang Song, Cheng Ma, Bobby G. Sumpter, Adam J. Rondinone
High-Selectivity Electrochemical Conversion of CO2 to Ethanol using a Copper Nanoparticle/N-Doped Graphene Electrode [Full Paper]
ChemistrySelect 2016, vol. 1, p. 6055

Ekkehard Schwab, Sebastian Schiebahn, Georg Schaub, Martin Reuter, Konstantin Räuchle, Ludolf Plass, Marcell Peuckert, Anja Metzelthin, Falko Mahlendorf, Wolfram Koch, Renate Hoer, Angelika Heinzel, Sigmar Bräuninger, Martin Bertau, Christian Beilmann, Florian Ausfelder, Ferdi Schüth, Detlef Stolten, Gisa Teßmer, Kurt Wagemann, Karl-Friedrich Ziegahn
Energiespeicherung als Element einer sicheren Energieversorgung [Übersichtsbeitrag]
Chem. Ing. Tech. 2015, vol. 87, p. 17

Abas Mohsenzadeh, Akram Zamani, Mohammad J. Taherzadeh
Bioethylene Production from Ethanol: A Review and Techno-economical Evaluation [Review]
ChemBioEng Rev. 2017, vol. 4, p. 75

Robert A. W. Dryfe, Briony Setterfield-Price, Joanne Tory, František Hartl
[M(CO)4(2,2′‐bipyridine)] (M=Cr, Mo, W) Complexes as Efficient Catalysts for Electrochemical Reduction of CO2 at a Gold Electrode [Communication]
ChemElectroChem 2015, vol. 2, p. 213

Yinghui Xue, Qin Zhang, Tao Zhang, Lei Fu
Black Phosphorus: Properties, Synthesis, and Applications in Energy Conversion and Storage [Focus Review]
ChemNanoMat 2017, vol. 3, p. 352

Flavia Izzo, Martina Schäfer, Robert Stockman, Ulrich Lücking
A New, Practical One-Pot Synthesis of Unprotected Sulfonimidamides by Transfer of Electrophilic NH to Sulfinamides [Full Paper]
Chem. Eur. J. 2017, vol. 23, p. 15189

Sandip G. Agalave, Suleman R. Maujan, Vandana S. Pore
Click Chemistry: 1,2,3‐Triazoles as Pharmacophores [Focus Review]
Chem. Asian J. 2011, vol. 6, p. 2696

Andrea Gualandi, Luca Mengozzi, Pier Giorgio Cozzi
Iron-Promoted Radical Reactions: Current Status and Perspectives [Focus Review]
Asian J. Org. Chem. 2017, vol. 6, p. 1160

Paramita Mukherjee, Martin Pettersson, Jason K. Dutra, Longfei Xie, Christopher W. am Ende
Trifluoromethyl Oxetanes: Synthesis and Evaluation as a tert-Butyl Isostere [Communication]
ChemMedChem 2017, vol. 12, p. 1574

David D. Evanoff, George Chumanov
Synthesis and Optical Properties of Silver Nanoparticles and Arrays [Minireview]
ChemPhysChem 2005, vol. 6, p. 1221

Jonathan E. Barnsley, Bethany A. Lomax, James R. W. McLay, Christopher B. Larsen, Nigel T. Lucas, Keith C. Gordon
Flicking the Switch on Donor-Acceptor Interactions in Hexaazatrinaphthalene Dyes: A Spectroscopic and Computational Study [Article]
ChemPhotoChem 2017, vol. 1, p. 432

An-Na Cho, Nam-Gyu Park
Impact of Interfacial Layers in Perovskite Solar Cells [Review]
ChemSusChem 2017, vol. 10, p. 3687

Ross J. Marshall, Ross S. Forgan
Postsynthetic Modification of Zirconium Metal-Organic Frameworks [Microreview]
Eur. J. Inorg. Chem. 2016, p. 4310

Francesca Leonelli, Marinella Capuzzi, Vincenzo Calcagno, Pietro Passacantilli, Giovanni Piancatelli
Stereoselective Michael‐Type Addition of Organocopper Reagents to Enones Derived from Glycals in the Synthesis of 2‐Phosphono‐α‐C‐Glycosides [Short Communication]
Eur. J. Org. Chem. 2005, p. 2671

Biochemische und molekularbiologische Analytik [Bericht]
Lebensmittelchemie 2017, vol. 71, p. 13

Maren Bulmahn
Titandioxid: schön oder schädlich [Industrie & Technik]
Nachr. Chem. 2017, vol. 65, p. 1008

Dominique Rosenberg, Svenja Pansegrau, Mirco Wachholz, Alexander Rehling, Maike Busker, Walter Jansen
Redox-Flow-Batterien - Organische Batterien mit Zukunftsperspektiven [Artikel]
CHEMKON 2017, vol. 24, p. 325

Catharina Goedecke
Why Does Iodine Turn Starch Blue?
ChemViews Magazine 2016

Most cited articles from each ChemPubSoc Europe, ACES, and GDCh journal


2016

 


Shoujun Zhu, Qingnan Meng, Lei Wang, Junhu Zhang, Yubin Song, Han Jin, Kai Zhang, Hongchen Sun, Haiyu Wang, Bai Yang
Highly Photoluminescent Carbon Dots for Multicolor Patterning, Sensors, and Bioimaging
Angew. Chem. Int. Ed. 2013, vol. 52, pp. 3953–3957

Balayeshwanth R. Vummidi, Jawad Alzeer, Nathan W. Luedtke
Fluorescent Probes for G-Quadruplex Structures [Review]
ChemBioChem 2013, vol. 14, pp. 540–558

Zhi-Yuan Gu, Jihye Park, Aaron Raiff, Zhangwen Wei, Hong-Cai Zhou
Metal–Organic Frameworks as Biomimetic Catalysts [Minireview]
ChemCatChem 2014, vol. 6, pp. 67–75

Anthony J. Arduengo, Roland Krafczyk
Auf der Suche nach Stabilen Carbenen [Organische Chemie]
Chem. Unserer Zeit 1998, vol. 32, pp. 6–14

Marc Steinmetz, Stefan Grimme
Benchmark Study of the Performance of Density Functional Theory for Bond Activations with (Ni,Pd)-Based Transition-Metal Catalysts [Full Paper]
ChemistryOpen 2013, vol. 2, pp. 115–124

Philipp Scharf, Jens Müller
Nucleic Acids With Metal-Mediated Base Pairs and Their Applications [Review]
ChemPlusChem 2013, vol. 78, pp. 20–34

Philipp Kaiser, Rajabhau Bajirao Unde, Christoph Kern, Andreas Jess
Production of Liquid Hydrocarbons with CO2 as Carbon Source based on Reverse Water-Gas Shift and Fischer-Tropsch Synthesis [Research Article]
Chem. Ing. Tech. 2013, vol. 85, pp. 489–499

Xiaosi Zhou, Yu-Guo Guo
Highly Disordered Carbon as a Superior Anode Material for Room-Temperature Sodium-Ion Batteries [Communication]
ChemElectroChem 2014, vol. 1, pp. 83–86

Chuanxi Wang, Zhenzhu Xu, Chi Zhang
Polyethyleneimine-Functionalized Fluorescent Carbon Dots: Water Stability, pH Sensing, and Cellular Imaging [Full Paper]
ChemNanoMat 2015, vol. 1, pp. 122–127

Konggang Qu, Jiasi Wang, Jinsong Ren, Xiaogang Qu
Carbon Dots Prepared by Hydrothermal Treatment of Dopamine as an Effective Fluorescent Sensing Platform for the Label-Free Detection of Iron(III) Ions and Dopamine [Full Paper]
Chem. Eur. J. 2013, vol. 19, pp. 7243–7249

Yinuo Wu, Jun Wang, Fei Mao, Fuk Yee Kwong
Palladium-Catalyzed Cross-Dehydrogenative Functionalization of C(sp2)–H Bonds [Focus Review]
Chem. Asian J. 2014, vol. 9, pp. 26–47

Naohiko Yoshikai, Ye Wei
Synthesis of Pyrroles, Indoles, and Carbazoles through Transition-Metal-Catalyzed C–H Functionalization [Review]
Asian J. Org. Chem. 2013, vol. 2, pp. 466–478

Lluís Ballell, Robert H. Bates, Rob J. Young, Daniel Alvarez-Gomez, Emilio Alvarez-Ruiz, Vanessa Barroso, Delia Blanco, Benigno Crespo, Jaime Escribano, Rubén González, Sonia Lozano, Sophie Huss, Angel Santos-Villarejo, José Julio Martín-Plaza, Alfonso Mendoza, María José Rebollo-Lopez, Modesto Remuiñan-Blanco, José Luis Lavandera, Esther Pérez-Herran, Francisco Javier Gamo-Benito, José Francisco García-Bustos, David Barros, Julia P. Castro, Nicholas Cammack
Fueling Open-Source Drug Discovery: 177 Small-Molecule Leads against Tuberculosis [Full Paper]
ChemMedChem 2013, vol. 8, pp. 313–321

Peter Politzer, Jane S. Murray
Halogen Bonding: An Interim Discussion [Review]
ChemPhysChem 2013, vol. 14, pp. 278–294

Volker Hessel, Dana Kralisch, Norbert Kockmann, Timothy Noël, Qi Wang
Novel Process Windows for Enabling, Accelerating, and Uplifting Flow Chemistry [Review]
ChemSusChem 2013, vol. 6, pp. 746–789

Helena J. Shepherd, Gábor Molnár, William Nicolazzi, Lionel Salmon, Azzedine Bousseksou
Spin Crossover at the Nanometre Scale [Microreview]
Eur. J. Inorg. Chem. 2013, pp. 653–661

Junichiro Yamaguchi, Kei Muto, Kenichiro Itami
Recent Progress in Nickel-Catalyzed Biaryl Coupling [Microreview]
Eur. J. Org. Chem. 2013, pp. 19–30

David Schweinfurth, Naina Deibel, Fritz Weisser, Biprajit Sarkar
Mit Klick zu neuen Liganden [Magazin]
Nachr. Chem. 2011, vol. 59, pp. 937–941
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