Extracurricular laboratory:new discovery of Oxazolidin-2-one

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Efficient CuI/1,10-phen-catalyzed three-component cascade reaction of propargylic alcohols, CO2, and 2-aminoethanols has been firstly developed for the thermodynamically favourable preparation of 2-oxazolidinones. In the presence of commercially available CuI, 1,10-phen (1,10-phenanthroline) and t-BuOK, the cascade reaction afforded the desired products in good to excellent yields with a broad substrate scope (14 examples). The predicted copper complex Cu2I2(phen)2 in situ formed from CuI and 1,10-phen could activate the triple bond through coordination. The isolation of alpha-alkylidene cyclic carbonate as the reaction intermediate suggests that the carboxylative cyclization of propargylic alcohol with CO2, followed by ring-opening reaction, is involved in the one-pot three-component cascade reaction.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H743NO – PubChem

 

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A simple combination of copper(II) acetate (Cu(OAc)2) and an appropriate base could promote oxidative cross-coupling of H-phosphonates and amides using air as a terminal oxidant. The substrate scope was broad with respect to both dialkyl H-phosphonates and nitrogen nucleophiles (including oxazolidinone, lactam, pyrrolidinone, urea, indole, and sulfonamide derivatives), giving the corresponding P-N coupling products in moderate to high yields.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H665NO – PubChem

 

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A compound represented by Formula [I]: or pharmaceutically acceptable salt thereof, wherein each symbol is as defined in the description.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H150NO – PubChem

 

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Silylating agents, such as 3-alkylsilyl-2-oxazolidinones, are useful for the preparation of penicillins and cephalosporins at low temperatures and in a short time. The process for preparing these compounds comprises reacting 2-oxazolidinone or 5-methyl-2-oxazolidinone with trimethylchlorosilane, dimethylchlorosilane or triethylchlorosilane, in the presence of an organic tertiary base acting as a hydrogen chloride removal agent.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H192NO – PubChem

 

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(Chemical Equation Presented) The yields of ynamides using Hsung’s second generation protocol depend substantially on the quality of K3PO 4. Samples of K3PO4 from different suppliers were investigated by various techniques, revealing that the use of pure and anhydrous K3PO4 provides higher ynamide yields in comparison to samples contaminated with hydrates (K3PO 4·1.5H2O and K3PO4· 7H2O). With high quality K3PO4, a number of ynamides were synthesized in yields of 52-91%. In addition, we report that ynamides can undergo regioselective hydroamination with carbamates.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H500NO – PubChem

 

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2-Oxazolidinone or N-substituted derivatives thereof are reacted with aromatic amine hydrochlorides at elevated temperatures to produce 1,2-ethanediamines.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H200NO – PubChem

 

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Using the C2-symmetric bis-oxazoline copper(II) catalyst 6f as a chiral Lewis acid, alpha?-phosphoric enones 2 undergo 1,3-dipolar cycloaddition with nitrones 3 to provide isoxazolidines 4 with very high enantioselectivity and endo/exo selectivity.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H749NO – PubChem

 

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2,6-Disubstituted anilines are readily prepared from the direct reaction between amides and diaryliodonium salts. As demonstrated for 24 different examples, the reaction is of unusually broad scope with respect to the sterically congested arene and the nitrogen source, occurs without the requirement for any additional promoter, and proceeds through a direct reductive elimination at the iodine(III) center. The efficiency of the coupling procedure is further demonstrated within the short synthesis of a chemerin binding inhibitor.

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Oxazolidine – Wikipedia,
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The present invention is directed to certain novel compounds represented by structural formula I: STR1 or a pharmaceutically acceptable salt thereof, wherein R 3, R 6, R 7, R 8, R 11, R 12, R 13, m, n and the dashed lines are defined herein. The invention is also concerned with pharmaceutical formulations comprising these novel compounds as active ingredients and the use of the novel compounds and their formulations in the treatment of certain disorders. The compounds of this invention are tachykinin receptor antagonists and are useful in the treatment of inflammatory diseases, pain or migraine, asthma and emesis.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H111NO – PubChem

 

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The intermolecular diastereoselective and enantioselective synthesis of pyrrolo[1,2-a]indoles is developed through a [3+2] cycloaddition between silyl-indole derivatives and alpha,beta-unsaturated N-acyl oxazolidinones by merging photocatalysis and Lewis acid catalysis.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H405NO – PubChem