Article
Chemistry, Organic
Chunling Blue Lan, Karine Auclair
Summary: Amide bonds are commonly constructed through lactone aminolysis, and this study presents 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD) as an effective catalyst for this reaction under mild conditions. The methodology is compatible with a wide range of lactones and amines (>50 examples), including natural products and pharmaceuticals, and it is applicable to the synthesis of bioactive molecules. Mechanistic studies reveal the involvement of acyl-TBD as the reactive intermediate in this reaction.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Medicinal
Yun-Han Hsieh, Hiroki Iwasaki, Yumina Iwai, Yuki Tanabe, Rinako Taketomo, Suzuna Yamanishi, Yuichiro Tanaka, Naoto Kojima, Masayuki Yamashita
Summary: The study investigates reactions starting from 3-oxa-2-oxobicyclo[4.2.0]oct-4-ene-1-carboxylate and dimethylsulfoxonium methylide, resulting in the formation of two products. The products were characterized using various techniques and a possible reaction mechanism was discussed. This reaction was further applied to derivatives to assess its generality.
CHEMICAL & PHARMACEUTICAL BULLETIN
(2021)
Article
Chemistry, Organic
D. Srinivas Reddy, Beduru Srinivas, Kavitha Rachineni, Bharatam Jagadeesh, Ariel M. Sarotti, Debendra K. Mohapatra
Summary: This manuscript describes a convenient, mild, and highly stereoselective method for the allylation of delta-hydroxy-alpha,beta-unsaturated ketones using allyltrimethylsilane mediated by BF3 center dot OEt2, resulting in 2,4-diallyl-2-methyl-6-aryltetrahydro-2H-pyran ring systems with quaternary carbon stereogenic centers. The isolation of TMS-protected lactol as an intermediate strongly supports the proposed mechanistic pathway.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Geosciences, Multidisciplinary
Byeongkwan Ko, Stella Chariton, Vitali Prakapenka, Bin Chen, Edward J. Garnero, Mingming Li, Sang-Heon Shim
Summary: This study investigates the exchange of water and carbon between the mantle and core, and finds that water can extract carbon from the core in the form of diamond, while the core gains hydrogen. This suggests a link between Earth's deep water and carbon cycles, and extracted core carbon can explain a portion of mantle carbon.
GEOPHYSICAL RESEARCH LETTERS
(2022)
Article
Chemistry, Multidisciplinary
Ziyu Zeng, Gabriele Kociok-Kohn, Timothy J. Woodman, Michael G. Rowan, Ian S. Blagbrough
Summary: The through-space H-1 NMR effect of steric compression by the lone-pair electrons of O- and N-atoms leads to a significant increase in the chemical shift of the compressed proton. The intensity of this deshielding effect is related to the proximity and overlap of the lone-pair or compressing atom. Steric compression decreases when the lone-pair electrons of the heteroatom and the compressed proton are not directly overlapped.
Article
Chemistry, Medicinal
Fernando Novillo, Estela Velasco-Barrios, Antonio Nieto-Camacho, Fabiola A. Lopez-Huerta, Carlos A. Mendez Cuesta, Maria Teresa Ramirez-Apan, Maria Isabel Chavez, Esteban M. Martinez, Tzasna Hernandez-Delgado, Francisco J. Espinosa-Garcia, Guillermo Delgado
Summary: A new anti-inflammatory compound was isolated from the leaves of Sapium lateriflorum, showing significant anti-inflammatory activity similar to indomethacin, with possible molecular mechanisms identified through docking studies. This compound has potential for treating inflammatory conditions.
Article
Oceanography
Adrienne Silver, Avijit Gangopadhyay, Glen Gawarkiewicz, Magdalena Andres, Glenn Flierl, Jenifer Clark
Summary: Gulf Stream Warm Core Rings (WCRs) play a significant role in the New England Shelf and marine ecosystems. The study utilizes a 10-year WCR dataset to track the rings' movement and characteristics. The dataset reveals a specific path along which the rings travel, with a speed of 5.9 cm/s. Long-lived rings are found west of the New England Seamount Chain, while short-lived rings are more widely distributed. The analysis of WCR vertical structures suggests different formation processes for rings formed east and west of the seamount chain.
JOURNAL OF GEOPHYSICAL RESEARCH-OCEANS
(2022)
Article
Chemistry, Organic
Kyu Ree Lee, Subin Ahn, Sang-gi Lee
Summary: The study presents a novel method for the synthesis of monocyclic nine-membered N,O-heterocycles through a synergistic palladium/rhodium dual catalytic cycloaddition of vinylpropylene carbonates with N-sulfonyl-1,2,3-triazoles. Furthermore, the resulting oxazonines can be transformed into cis-fused [4.3.0] bicyclic compounds via a transannular Alder-ene rearrangement.
Article
Polymer Science
Nadya Vasileva Dencheva, Joana Filipa Barros Braz, Zlatan Zlatev Denchev
Summary: This study presents a facile method for synthesizing pure, hybrid, and copolymeric microparticulate materials for additive manufacturing via anionic ring-opening polymerization in solution. The synthesized materials demonstrate different characteristics based on reaction time and temperature, with the potential for use in additive manufacturing processing. The materials show promising mechanical properties, indicating their suitability for applications in the additive manufacturing industry.
JOURNAL OF APPLIED POLYMER SCIENCE
(2022)
Article
Chemistry, Organic
Yong-Cheng Yang, Te-Ri-Gen Bao, Shu-Yi Zhu, Lu-Qi Liu, Guo-Qing Long, Zi-Feng Guo, Xuan-Li Liu, Xiao-Xu Gao, Jing-Ming Jia, An-Hua Wang
Summary: Chinorlactone A (1), along with two SNTs schisdilactones V and W (2 and 3), were isolated from Schisandra chinensis. Extensive spectroscopic analyses and single-crystal X-ray diffraction confirmed their structures and absolute configurations. A hypothetical biosynthetic pathway for 1 was proposed.
ORGANIC CHEMISTRY FRONTIERS
(2022)
Article
Chemistry, Physical
Olga V. Ryzhikova, Kseniya N. Sedenkova, Sergey V. Kositov, Victor A. Tafeenko, Yuri K. Grishin, Elena B. Averina
Summary: In this study, a series of hydroxyalkyltriazoles with a cyclooctane core were synthesized by reacting azidoalcohols or diazidodiols with phenylacetylene. It was found that one of the obtained compounds can act as an effective ligand for CuAAC reactions. X-ray diffraction analysis revealed that this compound forms a complex with copper ions by coordinating only one N-atom of the triazole ring.
Article
Polymer Science
Panittha Damsongsang, Shin-ichi Yusa, Voravee P. Hoven
Summary: In this study, the synthesis and in situ formation of diblock copolymers of PPFPMA and PMPC were achieved using polymerization-induced self-assembly. The nanostructures formed were mostly spherical and their morphology depended on the solid concentration and the relative length of the two blocks. Post-polymerization modification was also explored to functionalize the nanostructures, making them potentially useful as biocompatible and non-fouling nanocarriers and nanosensors.
EUROPEAN POLYMER JOURNAL
(2022)
Article
Chemistry, Inorganic & Nuclear
Marzena Fandzloch, Tomasz Jedrzejewski, Liliana Dobrzanska, Gines M. Esteban-Parra, Joanna Wisniewska, Agata Paneth, Piotr Paneth, Jerzy Sitkowski
Summary: Three half-sandwich organometallic ruthenium(II) complexes containing purine analogs have been synthesized and characterized. The most active complex, [(eta(6)-p-cym)Ru(HmtpO)Cl-2], showed high cytotoxicity against HeLa cells and lower toxicity to normal fibroblast cells. This complex also exhibited antimetastatic activity and high antiparasitic effect, making it a promising candidate for further research.
DALTON TRANSACTIONS
(2021)
Article
Engineering, Biomedical
Rui Chen, Ruyi Zhou, Jiyan Qiao, Yanan Yang, Xingfan Zhou, Ru Bai, Yuqian Wang, Liang Yan, Chongming Wu
Summary: In this study, a series of silica-coated bismuth sulfide core-shell nanomaterials were synthesized and compared with traditional barium sulfate contrast agents. The results showed that these nanomaterials exhibited superior contrast performance and elimination efficacy in gastrointestinal CT imaging, with minimal impact on the gut microbiota in mice.
MATERIALS TODAY BIO
(2022)
Article
Engineering, Electrical & Electronic
T. Wallace, M. Spear, A. Privat, J. Neuendank, G. Irumva, D. Wilson, I. Sanchez Esqueda, H. J. Barnaby, M. Turowski, E. Mikkola, D. Hughart, M. J. Marinella, J. Brunhaver, Amos Gutierrez, R. Von Niederhausern, S. Holloway, D. Beltran, J. L. Taggart
Summary: An apparent layout dependence for the total ionizing dose (TID) susceptibility in a commercial 12-nm FinFET technology has been discovered. The drain current scales with the width-to-length ratio before irradiation, but after exposure, the layout location becomes the dominant factor in TID response. TCAD simulations suggest that the sub-fin doping concentration can greatly impact the drain current after TID exposure, indicating the heavy dependence of the overall TID response on the doping level in the sub-fin region.
IEEE TRANSACTIONS ON NUCLEAR SCIENCE
(2023)
Article
Chemistry, Organic
Bulat T. Sharipov, Anna N. Davidova, Farid A. Valeev
Summary: Chiral 2-trichloromethyloxazolines were synthesized from levoglucosenone and annulated to a carbohydrate fragment. The compounds were converted to 4-substituted 3-amino-1,6-anhydro-3-deoxy-beta-D-marmopyranoses by acid hydrolysis. Intramolecular amination of allyl trichloroacetimidates was used to construct the oxazoline ring. It was found that trichloroacetimidates with an epoxide ring undergo recyclization to form the oxazoline ring spontaneously.
CHEMISTRY OF HETEROCYCLIC COMPOUNDS
(2022)
Article
Chemistry, Organic
B. T. Sharipov, A. N. Davydova, F. A. Valeev
Summary: 3,9-dialkyl-substituted 1,8-cineole derivatives were synthesized through Diels-Alder reactions. The methylated adducts of levoglucosenone with isoprene and butadiene underwent different intramolecular oxacyclization reactions.
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Liliya Kh. Faizullina, Yuliya A. Khalilova, Liliya Sh. Karamysheva, Shamil M. Salikhov, Farid A. Valeev
Summary: This study investigated the utilization of Cyrene for the synthesis of trichothecene sesquiterpenoids modified in the central moiety. The reactions and products under different conditions were explored.
MENDELEEV COMMUNICATIONS
(2022)
Article
Chemistry, Multidisciplinary
Liliya Kh. Faizullina, Yuliya S. Galimova, Yuliya A. Khalilova, Artur R. Tagirov, Shamil M. Salikhov, Farid A. Valeev
Summary: Conditions for highly regioselective reduction of specific keto groups in the Michael adduct of levoglucosenone and cyclohexanone have been developed. Reduction of the keto group in cyclohexanone was achieved using lithium metal in NH3/THF system, while reduction of the keto group in the carbohydrate residue was accomplished microbiologically or by refluxing with NaBH(OAc)3 in benzene.
MENDELEEV COMMUNICATIONS
(2022)
Article
Chemistry, Multidisciplinary
Liliya Kh. Faizullina, Artur R. Tagirov, Shamil M. Salikhov, Farid A. Valeev
Summary: Diels-Alder adducts of levoglucosenone with isoprene, butadiene and piperylene can smoothly react with acetaldehyde or benzaldehyde in the presence of AlCl3, resulting in the formation of products of the ene reaction, with the hydroxy group of the primary intermediates participating in the formation of semiketal moiety. The yields of the reaction products are influenced by both the Lewis acid used (AlCl3, BF3.Et2O, ZnBr2, SnCl(4) or EtAlCl2) and the nature of the substrate.
MENDELEEV COMMUNICATIONS
(2023)
Article
Chemistry, Organic
Liliya Kh. Faizullina, Liliya Sh. Karamysheva, Yuliya A. Khalilova, Shamil M. Salikhov, Farid A. Valeev
Summary: The influence of hydroxy, methyl, and benzyloxy groups in corresponding phenol derivatives on the Michael addition to levoglucosenone in the presence of AlCl3 or FeCl3 was investigated. The reaction between phenols containing hydroxyl and methyl groups in the ortho position with levoglucosenone results in spontaneous ketalization of the carbohydrate keto group. The obtained compounds show promise for studying their structure-activity relationship.
CHEMISTRY OF HETEROCYCLIC COMPOUNDS
(2023)
Article
Polymer Science
Lyaysan R. Latypova, Gulsum S. Usmanova, Liliya Ya. Vasilova, Anastasia N. Andriianova, Samil M. Salikhov, Vladimir V. Zorin, Akhat G. Mustafin
Summary: Polyaniline derivatives containing alkyl and alkenyl fragments were synthesized and characterized. The chemical structures of the polymers were analyzed using NMR, UV-Vis, and FT-IR. SEM images showed different shapes and surface morphology of the polymers. The N-alkenyl PANIs exhibited higher stability and better antibacterial activities against both gram-positive and gram-negative bacteria, making them potential candidates for biomedical applications.
JOURNAL OF POLYMER RESEARCH
(2023)
Article
Chemistry, Multidisciplinary
Lyaysan R. Latypova, Gulsum S. Usmanova, Shamil M. Salikhov, Akhat G. Mustafin
Summary: This study investigates the application of dimethyl sulfoxide and thionyl chloride in organic reactions and explores the effect of carbon chain structure on the types of products formed. The findings provide valuable guidance for organic synthesis.
MONATSHEFTE FUR CHEMIE
(2023)
Article
Materials Science, Multidisciplinary
Gulsum S. Usmanova, Lyaysan R. Latypova, Anastasiia N. Andriianova, Shamil M. Salikhov, Akhat G. Mustafin
Summary: Polymers containing fragments of aniline and indole were synthesized by chemically modifying copolymers of ClPA with Ani of different composition. Their structures and compositions were determined using IR, NMR, UV-spectroscopy, and elemental analysis methods. Morphology, electrochemical characteristics, photoluminescence, thermal stability, and photoconductive properties were evaluated. The modified polymers showed improved thermal stability and the structural changes were observed by electron microscopy. The increase in the photoconductivity of polymer films with a larger number of indole-containing units indicates their potential use in modern electronics.
MATERIALS TODAY COMMUNICATIONS
(2023)
Article
Chemistry, Multidisciplinary
Lyaysan R. Latypova, Gulsum S. Usmanova, Shamil M. Salikhov, Akhat G. Mustafin
Summary: Dimethyl sulfoxide (DMSO) is a commonly used organic solvent in many organic reactions, and it has been found that the DMSO/SOCl2 system is efficient for the intramolecular cyclization of 2-alkenylanilines. The interaction between N-tosyl derivatives and thionyl chloride in the DMSO/SOCl2 system was studied, and the structure of the obtained products was found to depend on the structure of the alkenyl fragment and the reaction conditions. The new compounds were confirmed by IR, heteronuclear NMR spectroscopy, and high resolution mass spectrometry.
MONATSHEFTE FUR CHEMIE
(2023)
Article
Chemistry, Multidisciplinary
Lilia Kh Faizullina, Artur R. Tagirov, Shamil M. Salikhov, Farid A. Valeev
Summary: This study investigates the reactions of acetaldehyde with low-valence Diels-Alder adducts and reveals the mechanism and product formation. The results demonstrate that acetaldehyde adds to the acetal center and opens the anhydro bridge to form products.
MENDELEEV COMMUNICATIONS
(2022)
