41109-94-8Relevant academic research and scientific papers
One-Pot Synthesis of γ-Azidobutyronitriles and Their Intramolecular Cycloadditions
Ivanov, Konstantin L.,Tukhtaev, Hamidulla B.,Tukhtaeva, Feruza O.,Bezzubov, Stanislav I.,Melnikov, Mikhail Ya.,Budynina, Ekaterina M.
, p. 3356 - 3373 (2020/09/15)
Efficient gram-scale, one-pot approaches to azidocyanobutyrates and their amidated or decarboxylated derivatives have been developed, starting from commercially available aldehydes and cyanoacetates. These techniques combine (1) Knoevenagel condensation,
Search for Antimicrobial Activity Among Fifty-Two Natural and Synthetic Compounds Identifies Anthraquinone and Polyacetylene Classes That Inhibit Mycobacterium tuberculosis
Pollo, Luiz A. E.,Martin, Erlon F.,Machado, Vanessa R.,Cantillon, Daire,Wildner, Leticia Muraro,Bazzo, Maria Luiza,Waddell, Simon J.,Biavatti, Maique W.,Sandjo, Louis P.
, (2021/02/12)
Drug-resistant tuberculosis threatens to undermine global control programs by limiting treatment options. New antimicrobial drugs are required, derived from new chemical classes. Natural products offer extensive chemical diversity and inspiration for synthetic chemistry. Here, we isolate, synthesize and test a library of 52 natural and synthetic compounds for activity against Mycobacterium tuberculosis. We identify seven compounds as antimycobacterial, including the natural products isobavachalcone and isoneorautenol, and a synthetic chromene. The plant-derived secondary metabolite damnacanthal was the most active compound with the lowest minimum inhibitory concentration of 13.07 μg/mL and a favorable selectivity index value. Three synthetic polyacetylene compounds demonstrated antimycobacterial activity, with the lowest MIC of 17.88 μg/mL. These results suggest new avenues for drug discovery, expanding antimicrobial compound chemistries to novel anthraquinone and polyacetylene scaffolds in the search for new drugs to treat drug-resistant bacterial diseases.
Synthesis of (E)-α,β-unsaturated carboxylic esters derivatives from cyanoacetic acid via promiscuous enzyme-promoted cascade esterification/Knoevenagel reaction
Wilk, Monika,Trzepizur, Damian,Koszelewski, Dominik,Brodzka, Anna,Ostaszewski, Ryszard
, (2019/02/25)
A new enzymatic protocol based on lipase-catalyzed cascade toward (E)-α,β-unsaturated carboxylic esters is presented. The proposed methodology consists of elementary organic processes starting from acetals and cyanoacetic acid leading to the formation of desired products in a cascade sequence. The combination of enzyme promiscuous abilities gives a new opportunity to synthesize complex molecules in the one-pot procedure. Results of studies on the influence of an enzyme type, solvent, and temperature on the cascade reaction course are reported. The presented methodology provides meaningful qualities such as significantly simplified process, excellent E-selectivity of obtained products and recycling of a biocatalyst.
Aza-Wittig Reaction with Nitriles: How Carbonyl Function Switches from Reacting to Activating
Tukhtaev, Hamidulla B.,Ivanov, Konstantin L.,Bezzubov, Stanislav I.,Cheshkov, Dmitry A.,Melnikov, Mikhail Ya.,Budynina, Ekaterina M.
supporting information, p. 1087 - 1092 (2019/02/19)
Transformations of α-EWG-substituted (electron-withdrawing group, EWG) γ-azidobutyronitriles proceeding via unusual aza-Wittig reactions between the phosphazene and nitrile functions and affording pyrrole-derived iminophosphazenes were developed. α-EWGs w
Lewis Acid Triggered Vinylcyclopropane-Cyclopentene Rearrangement
Ivanova, Olga A.,Chagarovskiy, Alexey O.,Shumsky, Alexey N.,Krasnobrov, Vasiliy D.,Levina, Irina I.,Trushkov, Igor V.
, p. 543 - 560 (2018/01/27)
We report a mild Lewis acid induced isomerization of donor-acceptor cyclopropanes, containing an alkenyl moiety and diverse electron-withdrawing group(s) at the adjacent positions, into substituted cyclopentenes. We have found that 1,1,2-trisubstituted cy
Prospecting for cytotoxic and antiprotozoal 4-aryl-4H-chromenes and 10-aryldihydropyrano[2,3-f]chromenes
Martin, Erlon F.,Mbaveng, Armelle T.,de Moraes, Milene H.,Kuete, Victor,Biavatti, Maique W.,Steindel, Mario,Efferth, Thomas,Sandjo, Louis P.
, (2018/09/10)
Different studies reported that genetic predisposition or metabolic dysfunction are the risk factors for cancer. Infectious parasitic diseases were listed among factors that predispose to cancer. Because of the resemblance between the life cycle of cancer
An acidic layered clay is combined with a basic layered clay for one-pot sequential reactions
Motokura, Ken,Fujita, Noriaki,Mori, Kohsuke,Mizugaki, Tomoo,Ebitani, Kohki,Kaneda, Kiyotomi
, p. 9674 - 9675 (2007/10/03)
A Ti4+-exchanged montmorillonite (Ti4+-mont) and a hydrotalcite (HT) are strong solid Bronsted acid and base, and these two clay catalysts could be used in a single reactor without neutralization of active sites. Because the Ti4+-mont have active acid site in the narrow interlayers, the base sites of large HT particles show no interaction with the acid sites. A variety of acid and base reactions, such as esterification, acetalization, deacetalization, aldol reaction, Michael reaction, and epoxidation, proceeded using both the Ti4+-mont and the HT in a single reactor. Copyright
Natural phosphate doped with potassium fluoride and modified with sodium nitrate: Efficient catalysts for the Knoevenagel condensation
Sebti, Sa?d,Smahi, Abdellatif,Solhy, Abderrahim
, p. 1813 - 1815 (2007/10/03)
A high yield synthesis of activated alkenes is described using the inexpensive natural phosphate alone, doped with potassium fluoride or modified by sodium nitrate. The Knoevenagel condensation was carried out in mild conditions at room temperature in met
Fluorapatite/sodium nitrate as a solid support for the Knoevenagel reaction
Sebti,Nazih,Tahir,Saber
, p. 993 - 999 (2007/10/03)
The Knoevenagel reaction is assisted by sodium nitrate/fluorapatite in heterogeneous media. The reaction is carried out between an activated methylene and an aldehyde at room temperature without a solvent. The yields obtained are very high.
Phosphate Naturel et Phosphate Trisodique : Nouveaux Catalyseurs Solides de la Condensation de Knoevenagel en Milieu Heterogene
Sebti, Said,Saber, Ahmed,Rhihil, Abdallah
, p. 9399 - 9400 (2007/10/02)
The Knoevenagel condensation of aldehydes with active methylene compounds was carried out at room temperature, on a heterogenous media, in the absence of solvent or in the methanol, using phosphate ore or sodium phosphate as new catalysts.
