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Nickel Carbodicarbene Catalyzes Kumada Cross-Coupling of Aryl Ethers with Grignard Reagents through C-O Bond Activation

Articles from Wiley - 26 luglio, 2019 - 00:00

Nickel carbodicarbene catalyzes cross-coupling reactions between aryl ethers and Grignard reagents to afford biaryl compounds through C-O bond cleavage. The method shows broad functional group tolerance for naphthyl methyl ethers, anisoles and Grignard reagents.

[Full Papers]
Ram Ambre, Hsuan Yang, Wen-Ching Chen, Glenn P. A. Yap, Titel Jurca, Tiow-Gan Ong
doi.org/10.1002/ejic.201900692

Synthesis of Chiral Tetrahydrofuran Building Blocks from Pantolactones: Application in the Synthesis of Empagliflozin and Amprenavir Analogs

Articles from Wiley - 26 luglio, 2019 - 00:00

Chiral 4,4-dimethyl tetrahydrofurans were synthesized using a chiral pool approach starting from both pantolactones. The synthesized building blocks are substituted with azide, amine, or alcohol groups making them interesting for applications in medicinal chemistry. Two of the synthesized building blocks were utilized for the synthesis of new analogs of amprenavir (protease inhibitor - anti HIV) and empagliflozin (SGLT2 inhibitor - anti-diabetic).

[Communications]
Paresh R. Athawale, Neeta Kumari, Monica R. Dandawate, K. Kashinath, D. Srinivasa Reddy
doi.org/10.1002/ejoc.201900718

Dehydrative Coupling of Benzylic Alcohols Catalyzed by Brønsted Acid/Lewis Base

Articles from Wiley - 26 luglio, 2019 - 00:00

A combination of Brønsted acid and Lewis base catalyses two dehydrative transformations of benzylic alcohols: homocoupling and hydroarylation.

[Communications]
Marlene Böldl, Ivana Fleischer
doi.org/10.1002/ejoc.201900965

Synthesis and Characterization of Azine-[5]Helicene Hybrids

Articles from Wiley - 26 luglio, 2019 - 00:00

A systematic study on the synthesis and properties of novel azine-[5]helicene hybrids is reported. To discern the effect of merging an azine moiety within a helical skeleton, the X-ray structures, UV/Vis absorption spectra, and cathodic and anodic electrochemistry of the helicene hybrids were investigated and compared to that of the parent [5]helicene.

[Full Papers]
Anna V. Gulevskaya, Daria I. Tonkoglazova, Andrey S. Guchunov, Alexander D. Misharev
doi.org/10.1002/ejoc.201900818

Valorisation of Cashew Nut Shell Liquid Phenolics in the Synthesis of UV Absorbers

Articles from Wiley - 26 luglio, 2019 - 00:00

The synthesis of aromatic UV absorbers from the bio-renewables, cardanol and anacardic acid is described

[Full Papers]
Kennedy J. Ngwira, Jonas Kühlborn, Quintino A. Mgani, Charles B. de Koning, Till Opatz
doi.org/10.1002/ejoc.201900743

Cu-Mediated Synthesis of Indolines and Dihydroisoquinolinones through Arylperfluoroalkylation of Unactivated Alkenes

Articles from Wiley - 26 luglio, 2019 - 00:00

The copper-mediated fluroalkylation/cyclization of N-allyl anilines has been described with unactivated double bonds as the radical acceptor. The reaction provides an efficient and direct access to 3-fluoroalkyl indolines in moderate to good yields. This protocol combines a simple experimental procedure with low-costing fluoroalkylated sources and excellent functional group tolerance.

[Full Papers]
Dandan Li, Yan Wang, Zhenzhen Jia, Zhaocheng Ou, Yongrui Dong, Cunjie Lv, Guangbin Fu, Deqiang Liang
doi.org/10.1002/ejoc.201900680

Asymmetric Organocatalytic Conjugate Addition of Electron-Rich Phenols and 1,3-Dicarbonyls to Arylsulfonyl Indoles in an Oil-Water Biphasic System

Articles from Wiley - 26 luglio, 2019 - 00:00

The asymmetric conjugate addition of electron-rich phenols and 1,3-dicarbonyls with arylsulfonyl indoles catalyzed by bifunctional organocatalysts have been established. The chiral 3,3-disubstituted oxindoles derivatives were obtained in good to high yields (up to 99 % yield) with high enantioselectivies (up to 98 % ee). This study showed that oil-water biphasic system contributed to the high efficiency and stereoselectivity.

[Full Papers]
Jeng-Liang Han, Yu-Ting Liao, Chia-Hao Chang
doi.org/10.1002/ejoc.201900962

The Interconnection of Two Positive Charges by Conjugation and Cross-Conjugation in Bis-Quinolinium Ethynyls

Articles from Wiley - 26 luglio, 2019 - 00:00

Series of diquinolinium salts separated by spacers were prepared which possess cationic charges in conjugation and cross-conjugation as well as combinations thereof. The spectroscopic differences (13C NMR, IR, Raman, UV/Vis) of 2,2-, 3,3-, 4,4-, 3,2- and 3,4-interconnections of positive charges are studied experimentally and by DFT calculations.

[Full Papers]
Sviatoslav Batsyts, Eike G. Hübner, Jan C. Namyslo, Andreas Schmidt
doi.org/10.1002/ejoc.201900816

<i>N</i>-[ω-(Purin-6-yl)aminoalkanoyl] Derivatives of Chiral Heterocyclic Amines as Promising Anti-Herpesvirus Agents

Articles from Wiley - 26 luglio, 2019 - 00:00

Novel purine and 2-aminopurine conjugates with chiral heterocyclic amines attached at C-6 via ω-aminoalkanoyl fragment were synthesized. The obtained compounds exhibited inhibitory activity against both herpes simplex virus type 1 (HSV-1) and acyclovir-resistant HSV-1 strains. Anti-herpesvirus activity of the synthesized compounds depends on their stereo configuration.

[Full Papers]
Victor P. Krasnov, Vera V. Musiyak, Olga A. Vozdvizhenskaya, Georgiy A. Galegov, Valeria L. Andronova, Dmitry A. Gruzdev, Evgeny N. Chulakov, Alexey Yu. Vigorov, Marina A. Ezhikova, Mikhail I. Kodess, Galina L. Levit, Valery N. Charushin
doi.org/10.1002/ejoc.201900727

Clariant in turmoil after joint venture talks with Sabic collapse

Chemical News - 25 luglio, 2019 - 23:27
Setback occurs following CEO's resignation; firm now plans to sell its masterbatch business instead of including it in the joint venture

Civica Rx signs generic drug manufacturing pact with Hikma

Chemical News - 25 luglio, 2019 - 02:18
The 14 products included in the deal are expected to launch later this year

5 US cities leak lots of methane

Chemical News - 25 luglio, 2019 - 02:09
New study finds northeast urban areas emit much more natural gas than EPA figures suggest

France to double check studies involving confidential data

Chemical News - 25 luglio, 2019 - 02:07
Independent group will apply same methodology and certify reproducibility

ATP Inhibits the Transcription Factor STAT5b

Articles from Wiley - 25 luglio, 2019 - 00:00

A different side of ATP: ATP is the primary energy carrier of the cell and a co-substrate for protein kinases. Unexpectedly, ATP also inhibits the protein-protein interaction domain of the tumor-relevant transcription factor STAT5b at physiologically relevant concentrations.

[Communications]
Angela Berg, Bianca Sperl, Prof. Dr. Thorsten Berg
doi.org/10.1002/cbic.201900173

Transient <i>N</i><sup>4</sup>-Acyl-DNA Protection against Cleavage by Restriction Endonucleases

Articles from Wiley - 25 luglio, 2019 - 00:00

Programmable defences: N4-Acyl-deoxycytidine triphosphates are efficiently incorporated into DNA and provide transient protection to the modified DNA against cleavage by restriction endonucleases. If necessary, N4-acylated DNA can be easily demodified through a one-pot procedure, resulting in a fully natural DNA that is no longer resistant to restriction enzymes.

[Full Papers]
Jevgenija Jakubovska, Dr. Daiva Tauraitė, Prof. Dr. Rolandas Meškys
doi.org/10.1002/cbic.201900280

Physicochemical Characterization of Polymer-Stabilized Coacervate Protocells

Articles from Wiley - 25 luglio, 2019 - 00:00

It′s a lot like life: The physicochemical characterization of polymer-stabilized coacervate protocells (such as macromolecular diffusion and buffering capacity within the core, structure and permeability of the polymer membrane) were explored, thus establishing this system as an attractive platform for investigating biochemical processes and enzymatic reactions in stable, tunable, and increasingly cell-like environments.

[Full Papers]
Dr. N. Amy Yewdall, Bastiaan C. Buddingh, Wiggert J. Altenburg, Suzanne B. P. E. Timmermans, Daan F. M. Vervoort, Prof. Loai K. E. A. Abdelmohsen, Dr. Alexander F. Mason, Prof. Jan C. M. van Hest
doi.org/10.1002/cbic.201900195

Simultaneous High Conversion and Selectivity in Olefin Oxidation with Oxygen Through Solid/Liquid/Gas Three-Phase Interface Design

Articles from Wiley - 25 luglio, 2019 - 00:00

O, O, O! Simultaneous enhancement of conversion and selectivity in olefin oxidation with oxygen can be achieved under ambient pressure by solid/liquid/gas three-phase interface design through creating superaerophilic surface.

[Communications]
Zhaohua Li, Dr. Changyan Cao, Zhongpeng Zhu, Prof. Lei Jiang, Prof. Weiguo Song
doi.org/10.1002/cctc.201900918

Thiamine Diphosphate Dependent KdcA-Catalysed Formyl Elongation of Aldehydes

Articles from Wiley - 25 luglio, 2019 - 00:00

Mighty enzymes: Nucleophilic and electrophilic formyl elongation of aromatic and aliphatic aldehydes is catalysed by thiamine diphosphate dependent 2-keto acid decarboxylase. The presence of unstable aromatic mandelic aldehyde in aqueous solution could be proved indirectly via LC-MS/MS analysis.

[Communications]
Philipp Germer, Dr. Ekaterina Gauchenova, Dr. Lydia Walter, Prof. Dr. Michael Müller
doi.org/10.1002/cctc.201900712

Near UV-Irradiation of CuO<sub>x</sub>-Impregnated TiO<sub>2</sub> Providing Active Species for H<sub>2</sub> Production Through Methanol Photoreforming

Articles from Wiley - 25 luglio, 2019 - 00:00

Always the sun! CuO active species undergo in situ dynamic nanostructuring, through dissolution and photodeposition, changing both oxidation state and size distribution

[Full Papers]
Dr. Giuseppe Vitiello, Dr. Laura Clarizia, Dr. Wael Abdelraheem, Dr. Serena Esposito, Prof. Barbara Bonelli, Dr. Nicoletta Ditaranto, Prof. Alessandro Vergara, Prof. Mallikarjuna Nadagouda, Prof. Dionysios D. Dionysiou, Prof. Roberto Andreozzi, Prof. Giuseppina Luciani, Prof. Raffaele Marotta
doi.org/10.1002/cctc.201900818

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