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N-chlorosulfonyloxazolidin-2-ones: Synthesis, structure, and reactivity toward aminoesters

Synthesis, structure, and reactivity of chiral N-chlorosulfonyloxazolidin-2-ones are described. Their synthesis were easily carried out starting from the corresponding chiral oxazolidin-2-ones and sulfuryl chloride to afford the title compounds 1 in high yields.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H348NO – PubChem

 

Awesome and Easy Science Experiments about Oxazolidin-2-one

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Recent advances in the chemical fixation of carbon dioxide: A green route to carbonylated heterocycle synthesis

Carbon dioxide produced by human activities is one of the main contributions responsible for the greenhouse effect, which is modifying the Earth?s climate. Therefore, post-combustion CO2 capture and its conversion into high value-added chemicals are integral parts of today?s green industry. On the other hand, carbon dioxide is a ubiquitous, cheap, abundant, non-toxic, nonflammable and renewable C1 source. Among CO2 usages, this review aims to summarize and discuss the advances in the reaction of CO2, in the synthesis of cyclic carbonates, carbamates, and ureas appeared in the literature since 2017.

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Reference£º
Oxazolidine – Wikipedia,
Oxazolidine | C3H465NO – PubChem

 

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Developing neolignans as proangiogenic agents: Stereoselective total syntheses and preliminary biological evaluations of the four guaiacylglycerol 8-O-4′-coniferyl ethers

Stereoselective total syntheses of the four stereoisomeric forms of guaiacylglycerol 8-O-4′-coniferyl ether, viz., compounds 1, ent-1, 2, and ent-2, have been established. The key step involves an Evans/Seebach auxiliarycontrolled and syn-selective aldol process followed, in the reaction sequences leading to the anti-compounds, by a Mitsunobu reaction involving a benzylic alcohol residue. The proangiogenic properties of the synthetic materials were evaluated in a human microvascular endothelial cell tubule formation assay, thus revealing that they are all active, with the 8S-configured compounds 1 and 2 being the most potent.

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Reference£º
Oxazolidine – Wikipedia,
Oxazolidine | C3H381NO – PubChem

 

Final Thoughts on Chemistry for Oxazolidin-2-one

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Photoinduced, copper-catalyzed alkylation of amides with unactivated secondary alkyl halides at room temperature

The development of a mild and general method for the alkylation of amides with relatively unreactive alkyl halides (i.e., poor substrates for S N2 reactions) is an ongoing challenge in organic synthesis. We describe herein a versatile transition-metal-catalyzed approach: in particular, a photoinduced, copper-catalyzed monoalkylation of primary amides. A broad array of alkyl and aryl amides (as well as a lactam and a 2-oxazolidinone) couple with unactivated secondary (and hindered primary) alkyl bromides and iodides using a single set of comparatively simple and mild conditions: inexpensive CuI as the catalyst, no separate added ligand, and C-N bond formation at room temperature. The method is compatible with a variety of functional groups, such as an olefin, a carbamate, a thiophene, and a pyridine, and it has been applied to the synthesis of an opioid receptor antagonist. A range of mechanistic observations, including reactivity and stereochemical studies, are consistent with a coupling pathway that includes photoexcitation of a copper-amidate complex, followed by electron transfer to form an alkyl radical.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H497NO – PubChem

 

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Iridium catalysts for the asymmetric hydrogenation of olefins with nontraditional functional substituents

Chiral iridium catalysts have now been used in the asymmetric hydrogenation of largely unfunctionalized olefins for a decade. Recently, they have also been applied to substrates with more exotic functional groups, including non-coordinating ones. These, unlike coordinating substituents, cannot direct asymmetric hydrogenation by rhodium- or ruthenium-based catalysts. This review discusses several classes of these less familiar substrates, outlines the progress that has been made toward their stereoselective hydrogenation, and highlights the role of iridium complexes in this emerging field. We hope this will inspire researchers to consider iridium-catalyzed asymmetric hydrogenation as a potential route to a broad range of chiral compounds.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H443NO – PubChem

 

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Preparation of 2-aminoalkanesulfonic acid

The invention is a process for the preparation of the metal salt of 2-aminoalkanesulfonic acid which comprises contacting a 2-oxazolidinone with a water-soluble metal sulfite or a water-soluble metal hydrogen sulfite in aqueous solution under conditions such that a metal salt of 2-aminoethanesulfonic acid is prepared.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H124NO – PubChem

 

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Photo-oxidation of Oxazolidones and Hydantoins in the Presence of Benzophenone

Irradiation in the presence of benzophenone and oxygen of nitrogen-containing heterocycles having an NCO group yields products arising out of regioselective oxidation alpha to the nitrogen atom.Direct irradiation (in the absence of benzophenone and oxygen) of 5-methyl- and 5,5-dimethyl-hydantoins yields allophanates.The first step of this reaction involves the homolysis of the C(4) – C(5) bond of the hydantoin.

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Reference£º
Oxazolidine – Wikipedia,
Oxazolidine | C3H568NO – PubChem

 

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Regioselective Hydroamination Using a Directed Nucleopalladation/Protodepalladation Strategy

Alkene hydroamination is an attractive approach for converting alkenes into structurally complex amine products. Several different strategies have been pursued over the past few decades to achieve this historically challenging reaction. One of the key issues associated with this transformation is control of regioselectivity, which is particularly difficult for internal non-conjugated alkenes. Our group has recently found success using a removable bidentate auxiliary to control regioselectivity and stabilize the key nucleopalladated intermediate in a palladium(II)-catalyzed alkene hydroamination with N-H nucleophiles. This article describes the historical context for this work, the underlying conceptual logic, our results to date, and the future outlook.

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Reference£º
Oxazolidine – Wikipedia,
Oxazolidine | C3H579NO – PubChem

 

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Tandem chain extension-Mannich reaction: An approach to beta-proline derivatives

A zinc carbenoid-initiated chain extension reaction provides access to an organometallic intermediate, which can be used to capture activated imines. Deprotection of the nitrogen and reduction provides access to racemic derivatives of beta-proline. The relative stereochemistry of the beta-proline can be controlled through use of different activating groups on the imine nitrogen.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H652NO – PubChem

 

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COMPOUNDS AND THEIR METHODS OF USE

The present invention is directed to, in part, fused heteroaryl compounds and compositions useful for preventing and/or treating a disease or condition relating to aberrant function of a voltage-gated, sodium ion channel, for example, abnormal late/persistent sodium current. Methods of treating a disease or condition relating to aberrant function of a sodium ion channel including Dravet syndrome or epilepsy are also provided herein.

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Reference£º
Oxazolidine – Wikipedia,
Oxazolidine | C3H209NO – PubChem