cis-Diastereoselective synthesis of chroman-fused tetralins as B-ring-modified analogues of brazilin

• Dimpee Gogoi,
• Runjun Devi,
• Pallab Pahari,
• Bipul Sarma and
• Sajal Kumar Das

Beilstein J. Org. Chem. 2016, 12, 2816–2822, doi:10.3762/bjoc.12.280

• (containing a chroman unit) natural products (Figure 1) [2][3][4]. Their synthetic des-(angular)hydroxy derivatives (+)-brazilane (3) and haematoxylane (4) have also been mentioned in the literature [2][3][4]. Among them, brazilin (1), the most-studied member of this group, has been proved to have a number of

Towards the development of continuous, organocatalytic, and stereoselective reactions in deep eutectic solvents

• Davide Brenna,
• Elisabetta Massolo,
• Alessandra Puglisi,
• Sergio Rossi,
• Giuseppe Celentano,
• Maurizio Benaglia and
• Vito Capriati

Beilstein J. Org. Chem. 2016, 12, 2620–2626, doi:10.3762/bjoc.12.258

• Mangiagalli 25, 20133 Milano, Italy Dipartimento di Farmacia–Scienze del Farmaco, Università di Bari “Aldo Moro”, Consorzio C.I.N.M.P.I.S., Via E. Orabona 4, I-70125 Bari, Italy 10.3762/bjoc.12.258 Abstract Different deep eutectic solvent (DES) mixtures were studied as reaction media for the continuous

• synthesis of enantiomerically enriched products by testing different experimental set-ups. L-Proline-catalysed cross-aldol reactions were efficiently performed in continuo, with high yield (99%), anti-stereoselectivity, and enantioselectivity (up to 97% ee). Moreover, using two different DES mixtures, the

• use of any organic solvent by a proper choice of DES components. The dramatic influence of the reaction media on the reaction rate and stereoselectivity of the process suggests that the intimate architecture of DESs deeply influences the reactivity of different species involved in the catalytic cycle

Inhibition of peptide aggregation by means of enzymatic phosphorylation

• Kristin Folmert,
• Malgorzata Broncel,
• Hans v. Berlepsch,
• Christopher H. Ullrich,
• Mary-Ann Siegert and
• Beate Koksch

Beilstein J. Org. Chem. 2016, 12, 2462–2470, doi:10.3762/bjoc.12.240

• , Umweltservice, Bahntechnikerring 74, 14774 Kirchmöser, Germany Department of Organic Chemistry, Technische Universität Berlin, Strasse des 17. Juni 124, 10623 Berlin, Germany 10.3762/bjoc.12.240 Abstract As is the case in numerous natural processes, enzymatic phosphorylation can be used in the laboratory to

Et₃B-mediated and palladium-catalyzed direct allylation of β-dicarbonyl compounds with Morita–Baylis–Hillman alcohols

• Ahlem Abidi,
• Yosra Oueslati and
• Farhat Rezgui

Beilstein J. Org. Chem. 2016, 12, 2402–2409, doi:10.3762/bjoc.12.234

• Ahlem Abidi Yosra Oueslati Farhat Rezgui Université de Tunis EL Manar, Laboratoire de Chimie Organique Structurale et Macromoléculaire, Faculté des Sciences Campus Universitaire, 2092 Tunis, Tunisia 10.3762/bjoc.12.234 Abstract A practical and efficient palladium-catalyzed direct allylation of β

Regiocontroled Pd-catalysed C5-arylation of 3-substituted thiophene derivatives using a bromo-substituent as blocking group

• Mariem Brahim,
• Hamed Ben Ammar,
• Jean-François Soulé and
• Henri Doucet

Beilstein J. Org. Chem. 2016, 12, 2197–2203, doi:10.3762/bjoc.12.210

• Mariem Brahim Hamed Ben Ammar Jean-Francois Soule Henri Doucet Institut des Sciences Chimiques de Rennes, UMR 6226 CNRS-Université de Rennes "Organométalliques: Matériaux et Catalyse", Campus de Beaulieu, 35042 Rennes, France. Tel.: 00-33-2-23-23-63-84 Laboratoire de Synthèse Organique Asymétrique

• et Catalyse Homogène, (UR 11ES56) Université de Monastir, Faculté des Sciences de Monastir, avenue de l’environnement, Monastir 5000, Tunisia 10.3762/bjoc.12.210 Abstract The use of a bromo-substituent as blocking group at the C2-position of 3-substituted thiophenes allows the regioselective

Cross-linked cyclodextrin-based material for treatment of metals and organic substances present in industrial discharge waters

• Élise Euvrard,
• Nadia Morin-Crini,
• Coline Druart,
• Justine Bugnet,
• Bernard Martel,
• Cesare Cosentino,
• Virginie Moutarlier and
• Grégorio Crini

Beilstein J. Org. Chem. 2016, 12, 1826–1838, doi:10.3762/bjoc.12.172

• Elise Euvrard Nadia Morin-Crini Coline Druart Justine Bugnet Bernard Martel Cesare Cosentino Virginie Moutarlier Gregorio Crini Chrono-environnement, UMR 6249 usc INRA, University of Bourgogne Franche-Comté, 16 route de Gray, 25000 Besançon, France UMET UMR 8207, Ingénierie des Systèmes Polymères

Beta-hydroxyphosphonate ribonucleoside analogues derived from 4-substituted-1,2,3-triazoles as IMP/GMP mimics: synthesis and biological evaluation

• Tai Nguyen Van,
• Audrey Hospital,
• Corinne Lionne,
• Lars P. Jordheim,
• Charles Dumontet,
• Christian Périgaud,
• Laurent Chaloin and
• Suzanne Peyrottes

Beilstein J. Org. Chem. 2016, 12, 1476–1486, doi:10.3762/bjoc.12.144

• Tai Nguyen Van Audrey Hospital Corinne Lionne Lars P. Jordheim Charles Dumontet Christian Perigaud Laurent Chaloin Suzanne Peyrottes Institut des Biomolécules Max Mousseron (IBMM), UMR 5247 CNRS – Université de Montpellier - ENSCM, Campus Triolet, cc1705, Place Eugène Bataillon, 34095 Montpellier

A convenient route to symmetrically and unsymmetrically substituted 3,5-diaryl-2,4,6-trimethylpyridines via Suzuki–Miyaura cross-coupling reaction

• Dariusz Błachut,
• Joanna Szawkało and
• Zbigniew Czarnocki

Beilstein J. Org. Chem. 2016, 12, 835–845, doi:10.3762/bjoc.12.82

• while suppressing the formation of the intermediate 3 and its des-brominated derivative 2 (Table 1). In a search for an efficient catalytic system, we took into consideration that dibromopyridine 1 having reaction sites at positions 3 and 5 of the pyridine ring, being shielded by methyl groups, might be

Three new trixane glycosides obtained from the leaves of Jungia sellowii Less. using centrifugal partition chromatography

• Luíse Azevedo,
• Larissa Faqueti,
• Marina Kritsanida,
• Antonia Efstathiou,
• Despina Smirlis,
• Gilberto C. Franchi Jr,
• Grégory Genta-Jouve,
• Sylvie Michel,
• Louis P. Sandjo,
• Raphaël Grougnet and
• Maique W. Biavatti

Beilstein J. Org. Chem. 2016, 12, 674–683, doi:10.3762/bjoc.12.68

• , Brazil Laboratoire de Pharmacognosie UMR/CNRS 8638 COMETE, Université Paris Descartes, Sorbonne Paris Cité, Faculté des Sciences Pharmaceutiques et Biologiques, 4 Avenue de l’observatoire 75006 Paris, France Laboratory of Molecular Parasitology, Department of Microbiology, Hellenic Pasteur Institute, 127

Recent advances in metathesis-derived polymers containing transition metals in the side chain

• Ileana Dragutan,
• Valerian Dragutan,
• Bogdan C. Simionescu,
• Albert Demonceau and
• Helmut Fischer

Beilstein J. Org. Chem. 2015, 11, 2747–2762, doi:10.3762/bjoc.11.296

• of Eu-containing copolymers by a ROMP-based route. Acknowledgements The authors gratefully acknowledge support from the Romanian Academy and Ministry of Education and Research, as well as from Wallonie–Bruxelles International (WBI), the Direction générale des Relations extérieures de la Région

Synthesis and photophysical characteristics of polyfluorene polyrotaxanes

• Aurica Farcas,
• Giulia Tregnago,
• Ana-Maria Resmerita,
• Pierre-Henri Aubert and
• Franco Cacialli

Beilstein J. Org. Chem. 2015, 11, 2677–2688, doi:10.3762/bjoc.11.288

• University College London, Gower Street, London WC1E 6BT, UK Laboratoire de Physicochimie des Polymères et des Interfaces (EA 2528), Institut des Matériaux, Université de Cergy-Pontoise, F-95031 Cergy-Pontoise Cedex, France 10.3762/bjoc.11.288 Abstract Two alternating polyfluorene polyrotaxanes (3·TM-βCD

Efficient synthesis of π-conjugated molecules incorporating fluorinated phenylene units through palladium-catalyzed iterative C(sp²)–H bond arylations

• Fatiha Abdelmalek,
• Fazia Derridj,
• Safia Djebbar,
• Jean-François Soulé and
• Henri Doucet

Beilstein J. Org. Chem. 2015, 11, 2012–2020, doi:10.3762/bjoc.11.218

• Fatiha Abdelmalek Fazia Derridj Safia Djebbar Jean-Francois Soule Henri Doucet Institut des Sciences Chimiques de Rennes, UMR 6226 CNRS-Université de Rennes 1 "Organométalliques, Matériaux et Catalyse", Campus de Beaulieu, 35042 Rennes, France Département de Chimie, UMMTO, University, BP 17 RP

Effective ascorbate-free and photolatent click reactions in water using a photoreducible copper(II)-ethylenediamine precatalyst

• Redouane Beniazza,
• Natalia Bayo,
• Florian Molton,
• Carole Duboc,
• Stéphane Massip,
• Nathan McClenaghan,
• Dominique Lastécouères and
• Jean-Marc Vincent

Beilstein J. Org. Chem. 2015, 11, 1950–1959, doi:10.3762/bjoc.11.211

• Redouane Beniazza Natalia Bayo Florian Molton Carole Duboc Stephane Massip Nathan McClenaghan Dominique Lastecoueres Jean-Marc Vincent Université de Bordeaux, Institut des Sciences Moléculaires, UMR-CNRS 5255, 351 Crs de la Libération, 33405 Talence, France Univ. Grenoble Alpes, DCM UMR-CNRS 5250

Asymmetric 1,4-bis(ethynyl)bicyclo[2.2.2]octane rotators via monocarbinol functionalization. Ready access to polyrotors

• Cyprien Lemouchi and
• Patrick Batail

Beilstein J. Org. Chem. 2015, 11, 1881–1885, doi:10.3762/bjoc.11.202

• Supporting Information File 288: Experimental section. Acknowledgments C. L. thanks the Région des Pays de la Loire for a Post-Doctoral fellowship. Work and Angers was supported by the CNRS and the Region des Pays de la Loire Grant MOVAMOL.

Cross metathesis of unsaturated epoxides for the synthesis of polyfunctional building blocks

• Meriem K. Abderrezak,
• Kristýna Šichová,
• Nancy Dominguez-Boblett,
• Antoine Dupé,
• Zahia Kabouche,
• Christian Bruneau and
• Cédric Fischmeister

Beilstein J. Org. Chem. 2015, 11, 1876–1880, doi:10.3762/bjoc.11.201

• UMR6226 CNRS, Institut des Sciences Chimiques de Rennes, Université de Rennes 1, Organometallics: Materials and Catalysis, Centre for Catalysis and Green Chemistry, Campus de Beaulieu, 35042 Rennes Cedex, France Charles University in Prague, Faculty of Science, Department of Physical and Macromolecular

Deproto-metallation of N-arylated pyrroles and indoles using a mixed lithium–zinc base and regioselectivity-computed CH acidity relationship

• Mohamed Yacine Ameur Messaoud,
• Ghenia Bentabed-Ababsa,
• Madani Hedidi,
• Aïcha Derdour,
• Floris Chevallier,
• Yury S. Halauko,
• Oleg A. Ivashkevich,
• Vadim E. Matulis,
• Laurent Picot,
• Valérie Thiéry,
• Thierry Roisnel,
• Vincent Dorcet and
• Florence Mongin

Beilstein J. Org. Chem. 2015, 11, 1475–1485, doi:10.3762/bjoc.11.160

• Mohamed Yacine Ameur Messaoud Ghenia Bentabed-Ababsa Madani Hedidi Aicha Derdour Floris Chevallier Yury S. Halauko Oleg A. Ivashkevich Vadim E. Matulis Laurent Picot Valerie Thiery Thierry Roisnel Vincent Dorcet Florence Mongin Equipe Chimie et Photonique Moléculaires, Institut des Sciences

• Chimiques de Rennes, UMR 6226, CNRS-Université de Rennes 1, Bâtiment 10A, Case 1003, Campus de Beaulieu, 35042 Rennes, France Laboratoire de Synthèse Organique Appliquée, Faculté des Sciences, Université d’Oran 1 Ahmed Ben Bella, BP 1524 El M’Naouer, 31000 Oran, Algeria UNESCO Chair of Belarusian State

• , Centre de Diffractométrie X, Institut des Sciences Chimiques de Rennes, UMR 6226, CNRS-Université de Rennes 1, Bâtiment 10B, Campus de Beaulieu, 35042 Rennes, France 10.3762/bjoc.11.160 Abstract The synthesis of N-arylated pyrroles and indoles is documented, as well as their functionalization by

New palladium–oxazoline complexes: Synthesis and evaluation of the optical properties and the catalytic power during the oxidation of textile dyes

• Rym Hassani,
• Mahjoub Jabli,
• Yakdhane Kacem,
• Jérôme Marrot,
• Damien Prim and
• Béchir Ben Hassine

Beilstein J. Org. Chem. 2015, 11, 1175–1186, doi:10.3762/bjoc.11.132

• Rym Hassani Mahjoub Jabli Yakdhane Kacem Jerome Marrot Damien Prim Bechir Ben Hassine Laboratoire de Synthèse Organique, Asymétrique et Catalyse Homogène (11URES56), Faculté des sciences de Monastir, Avenue de l’Environnement, 5019 Monastir, Tunisia, Tel: 0021673500279, Fax: 0021673500278

• University of Versailles Saint-Quentin-en-Yvelines, Institut Lavoisier de Versailles, UMR CNRS 8180, 45, avenue des Etats-Unis, 78035 Versailles, France 10.3762/bjoc.11.132 Abstract The present paper describes the synthesis of new palladium–oxazoline complexes in one step with good to high yields (68–95

Azobenzene-based inhibitors of human carbonic anhydrase II

• Leander Simon Runtsch,
• David Michael Barber,
• Peter Mayer,
• Michael Groll,
• Dirk Trauner and
• Johannes Broichhagen

Beilstein J. Org. Chem. 2015, 11, 1129–1135, doi:10.3762/bjoc.11.127

• grateful to the Studienstiftung des deutschen Volkes for a Ph.D. fellowship. M.G. and D.T. thank the Munich Centre for Integrated Protein Science (CIPSM) as well as the Deutsche Forschungsgemeinschaft SFB749 for financial support. D.T. acknowledges support of the European Research Council for an Advanced

Tuning the size of a redox-active tetrathiafulvalene-based self-assembled ring

• Sébastien Bivaud,
• Sébastien Goeb,
• Vincent Croué,
• Magali Allain,
• Flavia Pop and
• Marc Sallé

Beilstein J. Org. Chem. 2015, 11, 966–971, doi:10.3762/bjoc.11.108

• crystallographic data CCDC 1043205. Acknowledgements The authors gratefully acknowledge the CNRS, the Région des Pays de la Loire and the MENRT for PhD grants (SB and VC), the PIAM (Univ. Angers) and the CRMPO (Univ. Rennes) technical platforms for their assistance in spectroscopic analyses. An access to the

Orthogonal dual-modification of proteins for the engineering of multivalent protein scaffolds

• Michaela Mühlberg,
• Michael G. Hoesl,
• Christian Kuehne,
• Jens Dernedde,
• Nediljko Budisa and
• Christian P. R. Hackenberger

Beilstein J. Org. Chem. 2015, 11, 784–791, doi:10.3762/bjoc.11.88

• 2021), the Fonds der Chemischen Industrie (FCI), the Einstein Foundation, the Boehringer-Ingelheim Foundation (Plus 3 award) and the Studienstiftung des deutschen Volkes. We thank Lukas Artner, Robert Vallée and Chris Weise for experimental contributions and helpful discussions. Nina Bach and Katja

Discrete multiporphyrin pseudorotaxane assemblies from di- and tetravalent porphyrin building blocks

• Mirko Lohse,
• Larissa K. S. von Krbek,
• Sebastian Radunz,
• Suresh Moorthy,
• Christoph A. Schalley and
• Stefan Hecht

Beilstein J. Org. Chem. 2015, 11, 748–762, doi:10.3762/bjoc.11.85

• authors thank the Deutsche Forschungsgemeinschaft for generous financial support (SFB 765). L.v.K. is grateful to the Studienstiftung des Deutschen Volkes for a Ph.D. fellowship. S.M. acknowledges the Alexander-von-Humboldt foundation for a postdoctoral fellowship.

Trifluoromethyl-substituted tetrathiafulvalenes

• Olivier Jeannin,
• Frédéric Barrière and
• Marc Fourmigué

Beilstein J. Org. Chem. 2015, 11, 647–658, doi:10.3762/bjoc.11.73

• Olivier Jeannin Frederic Barriere Marc Fourmigue Institut des Sciences Chimiques de Rennes, UMR 6226 CNRS-Université de Rennes I, Campus de Beaulieu, 35042 Rennes, France 10.3762/bjoc.11.73 Abstract A series of tetrathiafulvalenes functionalized with one or two trifluoromethyl electron

• des Substances Naturelles (ISCN), Gif/Yvette (France). MALDI-TOF MS spectra were obtained from a Bruker Biflex-IIITM equipped with a 337 nm laser. Syntheses Preparation of EDT-TTF(CONH2)(CF3) (7): EDT-TTF(CO2Me)(CF3) (2bc) [17] (0.2 g, 0.47 mmol) was added to a MeOH solution (20 mL) saturated with

NAA-modified DNA oligonucleotides with zwitterionic backbones: stereoselective synthesis of A–T phosphoramidite building blocks

• Boris Schmidtgall,
• Claudia Höbartner and
• Christian Ducho

Beilstein J. Org. Chem. 2015, 11, 50–60, doi:10.3762/bjoc.11.8

• compounds 7, 8, 11, 16, 18, 20, 21, 24–28, 30, and 31. Acknowledgements We thank the Deutsche Forschungsgemeinschaft (DFG, grant DU 1095/2-1) and the Fonds der Chemischen Industrie (FCI, Sachkostenzuschuss) for financial support. B. S. is grateful for a doctoral fellowship of the Studienstiftung des

Synthesis of antibacterial 1,3-diyne-linked peptoids from an Ugi-4CR/Glaser coupling approach

• Martin C. N. Brauer,
• Ricardo A. W. Neves Filho,
• Bernhard Westermann,
• Ramona Heinke and
• Ludger A. Wessjohann

Beilstein J. Org. Chem. 2015, 11, 25–30, doi:10.3762/bjoc.11.4

• Ms. Anja Ehrlich for HRMS and HPLC support, repectively. M.C.N.B and R.A.W.N.F. thank the Brazilian National Research Council (CNPq) for Ph.D. fellowships; R.H. gratefully acknowledges support by the Studienstiftung des Deutschen Volkes.

Synthesis of divalent ligands of β-thio- and β-N-galactopyranosides and related lactosides and their evaluation as substrates and inhibitors of Trypanosoma cruzi trans-sialidase

• María Emilia Cano,
• Rosalía Agusti,
• Alejandro J. Cagnoni,
• María Florencia Tesoriero,
• José Kovensky,
• María Laura Uhrig and
• Rosa M. de Lederkremer

Beilstein J. Org. Chem. 2014, 10, 3073–3086, doi:10.3762/bjoc.10.324

• Buenos Aires, Argentina, Fax: (+) 541145763346 Laboratoire de Glycochimie, des Antimicrobiens et des Agroressources (LG2A)-CNRS FRE 3517, Université de Picardie Jules Verne, 33 rue Saint Leu, 80039 Amiens Cedex, France 10.3762/bjoc.10.324 Abstract In this work we describe the synthesis of mono- and