Alternative synthetic methodology for the direct installation of sulfonamide functionality is a highly desirable goal within the domain of drug discovery and development. The formation of synthetically valuable N-sulfonyl imines from a range of aldeh...
The reactions of bis(cyclopentadienyl)titanium(IV)/zirconium(IV) dichloridewith a series of imine-oxime ligands (LH2), derived by condensing benzil-α-monoxime and2-phenylenediamine, 4-phenylenediamine, 4-methyl-2-phenylenediamine, 2,6-diamino-pyridin...
The search for active, inexpensive, and stable heterogeneous catalysts to produce desired imines in fine chemistry presents an ongoing challenge for both academia and industry. This work reports the utilization of Co nanoparticles supported on TiO2 d...
Fe3O4/CeO2 nanocomposites were synthetized by coating magnetite seeds of different morphologies (hexagonal, spheroidal, quasi-spherical) with ceria, in ethylene glycol as solvothermal solvent. The synthesis was performed in the presence of microwave...
Saccharopine reductase from Magnaporthe grisea, an NADPH-containing enzyme in the α-aminoadipate pathway, catalyses the formation of saccharopine, a precursor to L-lysine, from the substrates glutamate and α-aminoadipate-δ-semialdehyde. Its catalytic...
The reaction of organic molecules mediated by a metal center (template synthesis) can result in a final connectivity that may differ from the one obtained in the absence of the metal. The condensation of carbonyl fragments with primary amines form C=...
An electrochemical initiated tandem reaction of anilines with 2-formyl benzonitrile has been developed. Thus, unprecedented 3-N-aryl substituted isoindolinones have been conveniently achieved by constant current electrolysis in a divided cell using c...
This paper thoroughly explores the formation of Schiff bases derived from salicylaldehydes and a conformationally restricted amino alcohol (1-amino-2-indanol), as well as the generation of 1,3-oxazolidines, a key heterocyclic core present in numerous...
Through-bond conjugation (TBC) and/or through-space conjugation (TSC) determine the photophysical properties of organic luminescent compounds. No systematic studies have been carried out to understand the transition from aromatic TBC to non-aromatic...
Carbapenems are important antibacterials and are both substrates and inhibitors of some β-lactamases. We report studies on the reaction of the unusual carbapenem biapenem, with the subclass B1 metallo-β-lactamases VIM-1 and VIM-2 and the cl...
Candida infections have been always a serious healcare related problem. The present study reports the preparation of hydrogels and formulations based on piperonyl-imino-chitosan derivatives and Amphotericin B drug for the treatment of Candida infecti...
Membrane-based processes are taking a more and more prominent position in the search for sustainable and energy-efficient gas separation applications. It is known that the separation performance of pure polymers may significantly be improved by the d...
Nitrile imine cycloaddition to hydantoins containing an exocyclic C=C double bond has been previously described in a very limited number of examples. In this work, regioselective synthesis of spiro-pyrazoline-imidazolidine-2,4-diones based on a 1,3-d...
A bio-derived dihydroxylimine hardener, Van2HMDA, for the curing of epoxy resin was prepared from vanillin (Van) and hexamethylene-1,6-diamine (HMDA) by Schiff base formation. The epoxy resin of diglycidyl ether of bisphenol A was cured with Van2HMDA...
In this work, reactions between 6,7-dichloropyrido[1,2-a]benzimidazole-8,9-diones with different benzohydrazides were studied. Nucleophilic substitution at C(6) was followed by isomerization and led to α-hydroxy-p-quinone imine derivatives. Syn...
Non-isocyanate polyurethanes (NIPUs) incorporating dynamic imine linkages were developed via UV-induced photopolymerization of methacrylated monomers. The system combines a non-isocyanate urethane (NIU) precursor derived from cyclic carbonate chemist...
Excited-State Intramolecular Photon Transfer (ESIPT) is known for the geometry-related phenolic and imine groups. The Schiff bases formed upon condensation of salicyl aldehyde and glycine led to the formation of ESIPT models. A series of alkali metal...
Catalyst-free multicomponent reactions of mixed alkylzinc reagents with Michael acceptors and aldehydes, ketones or activated imines are described. Primary, secondary and tertiary alkylzinc reagents, pre-generated in acetonitrile from the correspondi...
The oxidative photocyclization of aromatic Schiff bases was investigated as a potential method for synthesis of phenanthridine derivatives, biologically active compounds with medical applications. Although it is possible to prepare the desired phenan...
A chiral derivatizing agent (CDA) with the aldehyde function has been widely used in discriminating chiral amines because of the easy formation of imines under mild conditions. There is a preference for the use of cyclic aldehydes as a CDA since thei...
As a continuation of our previous investigations aimed at the synthesis of novel nitrogen-containing heterocycles and their metal complexes, we have now prepared two series of compounds incorporating a phthalazine ring at the position C2 of 4,5-dihyd...
The emission of hydrogen cyanide (HCN) from formaldehyde (CH2O) during ammonia-assisted selective catalytic reduction (NH3-SCR) remains a critical challenge for aftertreatment of bio-hybrid fuel combustion exhaust. The mechanistic details of HCN form...
Dynamic chitosan-based hydrogels with enhanced antioxidant activity were synthesized through the formation of reversible imine linkages with 5-methoxy-salicylaldehyde. These hydrogels exhibited a porous structure and swelling capacity, influenced by...
Chemistry of Schiff base (SB) ligands began in 1864 due to the discovery made by Hugo Schiff (Schiff, H., Justus Liebigs Ann. der Chemie 1864, 131 (1), 118–119). However, there is still a vivid interest in coordination compounds based on imine...
α-Alkoxynitrile 1 in the presence of tris(methylthio)methyllithium 2 at –78ºC gave the dimer 5 instead of the expected C1-elongated product 3. The formation of compound 5 is explained in terms of anion formation and self-condensation, a variant of th...
The hypervalent iodine-mediated formation of steroidal 5/5-spiroiminals and 5/5-spiroaminals from steroidal amines is presented. Under the influence of excess PhI(OAc)2 and iodine in acetonitrile at 0 °C, steroidal amines smoothly underwent cycli...
Air oxidation of PEI is a Free Radical Chain Autoxidation process, described as a process following the Basic Autoxidation Scheme with Initiation, Propagation and Termination as discriminating steps. Molecular Modeling was able to identify the most i...
This work describes an uncommon new case of imine hydrolysis, leading to the formation of a carboxylate group. The conditions of the media that favor this conversion, which seem to be mediated by the presence of DyIII, are analyzed. The process bring...
Biomineralization of calcium carbonate has interesting characteristics of intricate morphology formation with controlled crystal polymorphs. In particular, modification of calcite morphology with diverse additives has been the focus of many biomimeti...
Nanoscale tungsten bronze can convert near-infrared light into thermal energy. For a chemical synthesis, intermediate products and processes are potentially positive or negative to an end product. In this study, (NH4)2SO4 was added into the hydrother...
This study presents the development of a diglycidyl monomer containing two imine groups that can act as dynamic and reversible bonds. During the curing of the monomer with two different amine hardeners, we confirmed the formation of new imine groups...
In this manuscript, we present the synthesis and structural identification of two novel glycodrugs derived from benzocaine and procaine. D-galactose was converted into a substrate suitable for the introduction of amino derivatives at the C6 position....
The condensation reactions of 4,4′-(ethane-1,2-diylbis (oxy)) bis(3-methoxybenzaldehyde) (VV) with cystamine, 1,6-hexamenthylene diamine, and a dimer diamine (PriamineTM 1075) produced three types of vanillin-derived imine-and disulfide-contain...
This note describes a sequence converting an oxime-substituted pyrrolidine into a trisubstituted pyrrole structure. The synthetic route is based on a double chlorination of the pyrrolidine substrate followed by the base induced formation of both an i...
Synthesis of a new monocyclic β-lactam containing a sugar moiety at its N1 position via [2+2] cycloaddition reaction of ketene and imine is described. Reaction of achiral phenoxy ketene with chiral aldimine derived from chiral 2, 3, 4, 6-tetra-O-acet...
Indirect reductive amination of aldehydes, catalyzed by polymer supported triphenylphosphine-palladium acetate complex PS-TPP-Pd(OAc)2 catalyst have been developed. The imine is prepared with molecular sieves in the first stage, followed by reduction...
The formation of a N,1,1-triaryl imine derived from (2-chlorophenyl)-bis-(4-fluorophenyl)methanol is reported. The title compound is formed from a consecutive process which involves a nucleophilic substitution and subsequent Schmidt reaction. A descr...
A fibrillar hydrogel was obtained by covalent crosslinking via Diels–Alder reaction of two types of cellulose nanocrystals (CNCs) with furan and maleimide groups. Gelation has been studied at various ratios of components and temperatures in the...
The pyrrolo[2,3-d]pyrimidine (7-deazapurine) scaffold is a unique heterocyclic system included in the composition of most nucleotides. In this study, series of the pyrrolo[2,3-d]pyrimidine-imines and 3-halo-substituted pyrrolo[2,3-d]pyrimidines were...
Five newly synthesized gossypol imine derivatives were characterized by matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOF MS). Positive and negative ion mode mass spectra were recorded using 2,4,6-trihydroxyaceto...
Imine or Schiff base formation is considered as a key event in the catalytic mechanisms of many enzymes and in certain biological transformations, including glycation. In this process, less stable amino-acid-derived Schiff bases rearrange into more s...
Pseudoproline derivatives such as Thr(ΨPro)-OH are commonly used in peptide synthesis to reduce the likelihood of peptide aggregation and to prevent aspartimide (Asi) formation during the synthesis process. In this study, we investigate notable b...
The stereocontrolled synthesis of 1-substituted homotropanones, using chiral N-tert-butanesulfinyl imines as reaction intermediates, is described. The reaction of organolithium and Grignard reagents with hydroxy Weinreb amides, chemoselective N-tert-...
Methylaluminoxane (MAO) is the most commonly used co-catalyst for transition metal-catalyzed olefin polymerization, but the structures of MAO species and their catalytic functions remain topics of intensive study. We are interested in MAO-assisted po...
A study on the reactivity of 3-amino α,β-unsaturated γ-lactam derivatives obtained from a multicomponent reaction is presented. Key features of the substrates are the presence of an endocyclic α,β-unsaturated amide moiety...
Two different classes of fluorescent dyes were prepared as a turn off/on sensor system for aldehydes. Amino derivatives of a boron dipyrromethene (BDP) fluorophore and a xanthene-derived fluorophore (rosamine) were prepared. Model compounds of their...
An experimental and theoretical study of the reactivity and mechanism of the non-catalyzed and catalyzed Povarov reaction for the preparation of a 4-ethoxy-2,3,4,4a-tetrahydro-2-phenylquinoline as a biological active quinoline derivative has been per...
An operationally convenient Zn-catalyzed synthesis of alcohols by the reduction of aldehydes, ketones, and α,β-unsaturated aldehydes/ketones is reported. It is a rare example of using mild and sustainable HBpin as a reductant for catalytic...
Under neutral conditions the reactions between 4-amino-1,2,4-triazole and cyano-substituted benzaldehyde derivatives yield stable hemiaminals. Addition of small amounts of acid catalyst promotes further step of dehydration resulting in formation of...
Benzoxazoles are recognized as significant building blocks in organic synthesis and materials science. This work observed the formation of benzoxazole from o-aminophenol and o-hydroxybenzaldehyde using online 1H NMR (continuous flow cell, 80 MHz). Th...
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