Article
Chemistry, Physical
Vyacheslav I. Supranovich, Alexander D. Dilman
Summary: A protocol for the coupling of potassium xanthogenates with alpha-(trifluoromethyl)styrenes in the presence of triethyl phosphite is reported, where the reaction is carried out under blue light irradiation in the presence of organic photocatalyst 3DPAFIPN. The reaction proceeds via formation of alkyl radicals from readily available xanthogenate salts through oxidative desulfurization and cleavage of the carbon-oxygen bond assisted by triethyl phosphite.
Review
Chemistry, Organic
Fang Zhao, Wenjing Ye, Kai Wang
Summary: The study of chiral monophosphorous ligands, especially chiral mono-phosphites ligands and mono-phosphoramidites ligands, has attracted widespread attention since the 21st century. These ligands are widely used in various asymmetric catalytic reactions for their ease of synthesis and excellent stability, activity, and enantioselectivity. The diverse common monodentate phosphonites, phosphites, and phosphoramidites ligands and their applications in asymmetric hydrogenations have made significant progress over the past two decades.
CHINESE JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Biochemistry & Molecular Biology
Bence Varga, Levente Buna, Daniella Vincze, Tamas Holczbauer, Bela Matravolgyi, Elemer Fogassy, Gyorgy Keglevich, Peter Bagi
Summary: A library of 1-adamantyl arylthiophosphonates was synthesized, and a chiral separation method using (S)-1-phenylethylamine as the resolving agent was developed. Three out of five arylthiophosphonates were obtained in enantiopure form (ee > 99%). The subsequent desulfurization reaction retained the enantiomeric purity of the optically active arylthiophosphonates (ee = 95-98%), providing an alternative method for the preparation of 1-adamantyl aryl-H-phopshinates. The absolute configuration of (S)-1-adamantyl phenylphosphonothioic acid was determined using single-crystal XRD, and the organocatalytic applicability of (S)-1-adamantyl phenylphosphonothioic acid as a P-stereogenic Bronsted acid was evaluated.
Article
Chemistry, Multidisciplinary
Yang Gao, Simin Yang, Minwei She, Jianhong Nie, Yanping Huo, Qian Chen, Xianwei Li, Xiao-Qiang Hu
Summary: We report a practical route for the synthesis of valuable 3-aryl anthranils from readily available anthranils and simple arenes using electrophilic aromatic substitution (EAS) strategy. The method shows good compatibility with a wide range of arenes and delivers various structurally diversified 3-aryl anthranils in good yields and high regioselectivity. The synthesized 3-aryl anthranils are proven to be a highly robust platform for accessing biologically active compounds, drug derivatives, and organic optoelectronic materials.
Review
Biochemistry & Molecular Biology
Nikoletta Harsagi, Gyorgy Keglevich
Summary: This review summarizes examples of the acidic and alkaline hydrolysis, as well as dealkylation of phosphinates and phosphonates. Despite being a challenging task, the optimized reaction conditions for the hydrolysis of P-esters have not yet been fully explored in most cases. The field of P-esters hydrolysis is still in need of further research.
Article
Chemistry, Organic
Nasim Tajaddini, Mohammad Anary-Abbasinejad, Marziyeh Mohammadi
Summary: An effective protocol for the synthesis of new vicinal diamine derivatives using arylglyoxals and aniline derivatives is reported. The reaction is promoted by triethyl phosphite as a reductive coupling reagent and carried out in ethanol at room temperature. The structures of all products are confirmed using 1H and 13C NMR, IR spectroscopy, and elemental analysis.
TETRAHEDRON LETTERS
(2023)
Review
Chemistry, Multidisciplinary
Xi-Jie Dai, Chen-Chen Li, Chao-Jun Li
Summary: Construction of new carbon-carbon bonds is essential in organic chemistry, with organometallic reagents being versatile nucleophiles for this purpose. However, the classical organometallic reactions are limited by the dependence on stoichiometric quantities of metals and organic halides, leading to copious amounts of metal halide waste.
CHEMICAL SOCIETY REVIEWS
(2021)
Article
Chemistry, Organic
Dongming Zhang, Bin Lv, Pan Gao, Xiaodong Jia, Yu Yuan
Summary: An efficient Cu-catalyzed strategy for the direct C–H amination of arenes in high yields using N-hydroxyphthalimide as the amidyl radical precursor under air is reported. A possible mechanism is proposed that proceeds via a radical reaction in the presence of CuBr and triethyl phosphite.
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Biochemistry & Molecular Biology
Hyun Ji Han, Suh Youn Park, So Eun Jeon, Jae Seok Kwak, Ji Hye Lee, Ashok Kumar Jaladi, Hyonseok Hwang, Duk Keun An
Summary: In this study, a green hydroboration protocol was developed for the reduction of esters, nitriles, and imines at room temperature using pinacolborane as the reducing agent and a commercially available Grignard reagent as the catalyst. This method eliminates the need for complex ligand systems and elevated temperatures, providing an effective method for the reduction at room temperature.
Article
Chemistry, Multidisciplinary
Giuseppe Dilauro, Francesco Messa, Fabio Bona, Serena Perrone, Antonio Salomone
Summary: A simple cobalt complex, Co(phen)Cl₂, has been found to be a highly efficient and cost-effective precatalyst for various cross-coupling reactions involving aromatic and aliphatic organoaluminum reagents with aryl, heteroaryl, and alkyl bromides. New C(sp²)-C(sp²) and C(sp²)-C(sp³) bonds can be formed in good to excellent yields and high chemoselectivity under mild reaction conditions.
CHEMICAL COMMUNICATIONS
(2021)
Article
Chemistry, Organic
Jinghua Tang, Liang Ling, Shuqing Yuan, Meiming Luo, Xiaoming Zeng
Summary: We describe the coupling of aryl phosphine derivatives by cleaving unactivated C(aryl)-P bonds with chromium catalysis, which allows the reaction to proceed with alkyl bromides and arylmagnesium reagents under mild conditions. Mechanistic studies indicate that catalytic cleavage of unactivated C(aryl)-P bonds is achieved through in situ formed reactive Cr, followed by transmetalation and coupling with alkyl bromides.
Review
Chemistry, Organic
Zhan-Yong Wang, Qi Guo, Shaohong Xu, Kai-Kai Wang
Summary: This review thoroughly discusses and summarizes the reactions of P(O)-H compounds with various unsaturated compounds, as well as coupling reactions. The focus is on their reactions with a wide range of organic substances.
SYNTHESIS-STUTTGART
(2021)
Article
Chemistry, Inorganic & Nuclear
Megan E. Herdman, Melissa Werrett, Philip C. Andrews
Summary: The study focused on the structure activity relationships of di-aryl bismuth phosphinates and their antibacterial activity and cytotoxicity. The results showed that the bismuth-bound aryl groups significantly influenced the activity, with some complexes exhibiting strong antibacterial activity.
DALTON TRANSACTIONS
(2022)
Article
Chemistry, Multidisciplinary
Krishna P. Yadavalli, Johannah E. Cummines, Chace J. Carlisle, Salvatore D. Lepore
Summary: The addition of bulky H-phosphinates to beta,beta-disubstituted alkenyl ketones under the action of a phase transfer-catalyst resulted in the formation of a new class of phosphinates with carbon quaternary centers, exhibiting unprecedented control over the relative configuration of the adjacent carbon and phosphorous chiral centers, with high diastereoselectivity in most cases.
CHEMICAL COMMUNICATIONS
(2022)
Article
Chemistry, Multidisciplinary
Jan-Falk Kannengiesser, Max Briesenick, Dennis Meier, Volker Huch, Bernd Morgenstern, Guido Kickelbick
Summary: Novel representatives of organosilanols were synthesized in this study by hydrolysis of alkoxy- or chlorosilanes, with aromatic substituents applied to study their structure and reactivity. Si-29 NMR and H-1 NMR spectroscopy revealed electronic situations induced by substitution patterns and strong intermolecular hydrogen bonds, while X-ray crystallography showed interactions between aromatic systems and hydrogen bonding in silanol structures.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Article
Biology
Michal Sobecki, Karim Mrouj, Alain Camasses, Nikolaos Parisis, Emilien Nicolas, David Lleres, Francois Gerbe, Susana Prieto, Liliana Krasinska, Alexandre David, Manuel Eguren, Marie-Christine Birling, Serge Urbach, Sonia Hem, Jerome Dejardin, Marcos Malumbres, Philippe Jay, Vjekoslav Dulic, Denis L. J. Lafontaine, Robert Feil, Daniel Fisher
Article
Multidisciplinary Sciences
Ewelina Krzywinska, Chahrazade Kantari-Mimoun, Yann Kerdiles, Michal Sobecki, Takayuki Isagawa, Dagmar Gotthardt, Magali Castells, Johannes Haubold, Corinne Millien, Thomas Viel, Bertrand Tavitian, Norihiko Takeda, Joachim Fandrey, Eric Vivier, Veronika Sexl, Christian Stockmann
NATURE COMMUNICATIONS
(2017)
Article
Multidisciplinary Sciences
Ewelina Krzywinska, Amelie Cornillon, Nerea Allende-Vega, Dang-Nghiem Vo, Celine Rene, Zhao-Yang Lu, Christine Pasero, Daniel Olive, Nathalie Fegueux, Patrick Ceballos, Yosr Hicheri, Michal Sobecki, Jean-Francois Rossi, Guillaume Cartron, Martin Villalba
Article
Cell Biology
Michal Sobecki, Charbel Souaid, Jocelyne Boulay, Vincent Guerineau, Daan Noordermeer, Laure Crabbe
Article
Multidisciplinary Sciences
Karim Mrouj, Nuria Andres-Sanchez, Geronimo Dubra, Priyanka Singh, Michal Sobecki, Dhanvantri Chahar, Emile Al Ghoul, Ana Bella Aznar, Susana Prieto, Nelly Pirot, Florence Bernex, Benoit Bordignon, Cedric Hassen-Khodja, Martin Villalba, Liliana Krasinska, Daniel Fisher
Summary: Ki-67, while not necessary for cell proliferation, plays a crucial role in tumor initiation, growth, and metastasis. Its absence leads to changes in the transcriptome and immune response, making cancer cells more susceptible to drugs and immune attacks.
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA
(2021)
Article
Multidisciplinary Sciences
Michal Sobecki, Ewelina Krzywinska, Shunmugam Nagarajan, Annette Audige, Khanh Huynh, Julian Zacharjasz, Julien Debbache, Yann Kerdiles, Dagmar Gotthardt, Norihiko Takeda, Joachim Fandrey, Lukas Sommer, Veronika Sexl, Christian Stockmann
Summary: During skin injury and infection, NK cells through HIF-1α provide a balance between antimicrobial defense and subsequent wound healing.
NATURE COMMUNICATIONS
(2021)
Article
Oncology
Michal Sobecki, Karim Mrouj, Jacques Colinge, Francois Gerbe, Philippe Jay, Liliana Krasinska, Vjekoslav Dulic, Daniel Fisher
