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Sulfonamide-directed gold-catalyzed [2+2+2]-cycloadditions of nitriles with two discrete ynamides to construct 2,4-diaminopyridine cores

Gold-catalyzed [2+2+2]-cycloadditions of two discrete ynamides and one nitrile afford 2,4-diaminopyridine derivatives that are not readily prepared from typical low-valent-metal catalysts. Our mechanistic analysis reveals that the reaction chemoselectivity is controlled by the types of sulfonamides of ynamides.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H431NO – PubChem

 

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Design and synthesis of 4-heteroaryl 1,2,3,4-tetrahydroisoquinolines as triple reuptake inhibitors

A series of 4-bicyclic heteroaryl 1,2,3,4-tetrahydroisoquinoline inhibitors of the serotonin transporter (SERT), norepinephrine transporter (NET), and dopamine transporter (DAT) was discovered. The synthesis and structure-activity relationship (SAR) of these triple reuptake inhibitors (TRIs) will be discussed. Compound 10i (AMR-2), a very potent inhibitor of SERT, NET, and DAT, showed efficacy in the rat forced-swim and mouse tail suspension models with minimum effective doses of 0.3 and 1 mg/kg (po), respectively. At efficacious doses in these assays, 10i exhibited substantial occupancy levels at the three transporters in both rat and mouse brain. The study of the metabolism of 10i revealed the formation of a significant active metabolite, compound 13.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H765NO – PubChem

 

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Copper(II)-catalysed oxidative carbonylation of aminols and amines in water: A direct access to oxazolidinones, ureas and carbamates

Copper(II) chloride catalyses the oxidative carbonylation of aminols, amine and alcohols to give 2-oxazolidinones, ureas and carbamates. Reaction proceeds smoothly in water under homogeneous conditions (Ptot = 4 MPa; PO2 = 0.6 MPa, PCO), at 100C in relatively short reaction times (4 h) and without using bases or any other additives. This methodology represents an economic and environmentally benign non-phosgene alternative for the preparation of these three important N-containing carbonyl compounds.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H406NO – PubChem

 

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Synthesis of urea derivatives from amines and CO2 in the absence of catalyst and solvent

Urea derivatives are obtained in mild to good yield from the reactions of primary aliphatic amines with CO2 in the absence of any catalysts, organic solvents or other additives. To optimize reaction conditions, experimental variables including temperature, pressure, the concentration of amine, reaction time etc. were studied. Satisfactory yields were obtained at the optimized conditions that are comparable to the presence of catalyst and solvent. The preliminary investigation of the reaction mechanism showed that alkyl ammonium alkyl carbamate was quickly formed as the intermediate, and then the final product was formed by the intramolecular dehydration.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H1137NO – PubChem

 

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Thiazole, imidazole and oxazole compounds and treatments of disorders associated with protein aging

Provided are, among other things, compounds of formula I or IA, 1. Also provided are methods of treatment with such compounds.

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Oxazolidine – Wikipedia,
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Intramolekulare Allylsilan-Addition an chirale Alkyliden-1,3-dicarbonylverbindungen zur Synthese enantiomerenreiner trans-1,2-disubstituierter Cyclopentane und Cyclohexane

Keywords: Allylsilane; Asymmetrische Synthesen; Cyclohexane; Cyclopentane; Cyclisierungen

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H1058NO – PubChem

 

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Chemoselective debezylation of the N-1-phenylethyl group in 2-oxazolidinones by the anisole-methanesulfonic acid system

The chemoselective removal of N-1-phenylethyl group in 2-oxazolidinones by the anisole-methanesulfonic acid system was investigated. Optically active 4,5-cis- and 4,5-trans-diphenyl-2-oxazolidinones (1a-d) were easily synthesized from dl-stilbene oxides (trans- and cis-7a) using this debenzylation.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H1030NO – PubChem

 

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gem-cyclodialkylation A facile synthetic route to N-substituted heterocycles

N-alkylated and N-arylated pyrroles, pyrrolidines, and piperidines are synthesized in high yield by the reaction between cyclic ethers and primary amines over a heterogeneous titania catalyst.

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Oxazolidine – Wikipedia,
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alpha,omega-Di(vinylene carbonate) telechelic polyolefins: Synthesis by metathesis reactions and studies as potential precursors toward hydroxy-oxazolidone-based polyolefin NIPUs

Current polyurethane (PU) industrial and academic research aims at developing non-isocyanate PUs, referred to as NIPUs. Within this context, we report herein the synthesis of original vinylene carbonate (VC) compounds, subsequently used as chain-transfer agents (CTAs) towards the preparation of alpha,omega-di(VC) telechelic (co)polyolefins from the tandem ring-opening metathesis polymerization (ROMP)/cross-metathesis (CM) of cyclic olefins. Thus, (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl acrylate (VC1), bis((5-methyl-2-oxo-1,3-dioxol-4-yl)methyl) fumarate (VC2), and bis((5-methyl-2-oxo-1,3-dioxol-4-yl)methyl) (E)-hex-3-enedioate (VC3) were synthesized from 4-(hydroxymethyl)-5-methyl-1,3-dioxol-2-one (DMDO-OH). Among these, only VC3 successfully and selectively afforded well-defined. alpha,omega-di(vinylene carbonate) telechelic polyolefins, namely di(VC3)-PCOE and di(VC3)-P(NB-co-CDT), from the ROMP/CM of COE, and norbonene (NB)/trans,trans,cis-1,5,9-cyclododecatriene (CDT), respectively, using Grubbs? 2nd-generation ruthenium catalyst (G2) under mild operating conditions (CH2Cl2, 40 C, 3 h). Preliminary investigations on the reactivity of a model VC, namely 4,5-dimethyl-1,3-dioxol-2-one (DMDO), towards nucleophiles such as a primary or secondary amines, promisingly showed the formation of hydroxy-oxazolidone compounds 1 and 2, and oxo-urethane 3 species, respectively. Yet, the ultimate reaction of di(VC3)-PCOE with 2,2?-(ethylenedioxy)bis(ethylamine) (EDR-148) did not give the expected poly(di(hydroxy-oxazolidone)polyolefin)s polyaddition type of NIPUs; competing amidation and/or dehydration or urea formation reactions evidenced by detailed NMR, FTIR and MS analyses, were proposed to account for this inefficiency.

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Oxazolidine – Wikipedia,
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Haloalkylaminomethyl-2-nitro-1H-imidazoles

The present invention is novel nitroimidazoles useful as radiosensitizing or chemosensitizing agents in the treatment of hypoxic tumor cells. Also, the present invention is a novel process for preparing both known and novel nitroimidazoles having novel intermediates. The process advantageously reduces the number of process steps, provides increased yield with both greater safety and greater control of stereo-isomerism in the products.

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Reference:
Oxazolidine – Wikipedia,
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