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Vol 60, No 9 (2024)
Articles
Synthesis and Transformation into 4,5-Dihydroisoxazole Derivatives of Methyl(hetarylalkyl)-N-allyl-N-phenylcarbamates
Abstract
By alkylation of aromatic carbamates with allyl bromide under liquid-liquid phase transfer catalysis, the corresponding N-allyl derivatives of aryl carbamates were obtained in 63–71% yields. It has been established that the cycloaddition of arene carbonitrile N-oxides, generated in situ from the corresponding oximes in the presence of chloramine T, to the allylic fragment upon boiling in ethanol leads to the production of the corresponding 4,5-dihydroisoxazole derivatives in 89–96% yields.
953-961
New Chemical Transformation of Substituted Dinitroacetonitrile in the Reaction with Isoquinoline in Presence of Acetylene Dicarboxylic Acid Dimethyl Ester
Abstract
The reaction of substituted dinitroacetonitrile with isoquinoline in the presence of acetylene dicarboxylic acid dimethyl esters results in the formation of 1,3-dipolar cycloaddition products — a mixture of diastereomeric dimethyl-2-dinitromethyl-1,1вH-pyrimido[2,1-a]isoquinoline-3,4-dicarboxylates. The obtained compounds can be considered as promising synthons with potential antituberculosis and fungicidal activity.
962-966
Synthesis of Ethyl Ester of 11-Deoxy-13,14-didehydro-17-methyl-20-norprostaglandin B1_Analog of Misoprostol
Abstract
By 1,2-addition to the keto group ethyl-(5-oxocyclopent-1-enyl)heptenoate lithium acetylenide from 4-hydroxy-4,5-dimethylheptin-1, followed by oxidative isomerization of the resulting adduct with PCC was obtained ethyl ester 11-deoxy-13,14-didehydro-17-methyl-20-nor-prostaglandin B1.
967-972
Activation of Phenyl-N-(triflyl)imino-λ3-iodane by Metal Salts in Reactions with Alkenes
Abstract
The reactions of alkenes with phenyl-N-(triflyl)imino-λ3-iodane PhI=NTf 1 under different conditions were studied. Optimization of the reaction conditions of 1 with styrenes in the presence of copper (I) chloride leads to aziridine and bis(triflamidation) products in different ratios. The use, in the same reaction, of silver nitrate as a catalyzing additive leads to 1-phenyl-2-(triflamido)ethyl nitrate. Involvement of camphene as substrate and varying the catalyzing additive under oxidizing conditions can lead to isomeric acetamidines. The possible biological activity for the obtained compounds was evaluated.
973-983
Synthesis of 5-Aryl-4-thioxo-2,3,4,5,6,8-hexahydro-7H-pyrido[3,2-e][1,3]thiazine-7-ones
Abstract
Upon interaction of N-methylmorpholinium 4-aryl-5-cyano-2-oxo-1,2,3,4-tetrahydropyridine-6-thiolates with hydrogen sulfide and formaldehyde in ethanol 5-aryl-4-thioxo-2,3,4,5,6,8-hexahydro-7H-pyrido[3,2-e][1,3]thiazine-7-ones were obtained. The molecular and crystal structures of N-methylmorpholinium 5-cyano-4-(3,4,5-trimethoxyphenyl)-2-oxo-1,2,3,4-tetrahydropyridine-6-thiolate were studied using X-ray diffraction analysis.
984-991
992-996
997-1000