4-Functionally-substituted 3-heterylpyrazoles: XVI. 3-(3-Arylpyrazol-4-yl)propyonic acids

Bromination of 3-(3-arylpyrazol-4-yl)acrylic acids led to the formation of 2-bromo-3-(3-arylpyrazol-4-yl)acrylic acids that were converted into 3-(3-arylpyrazol-4-yl)propynoic acids by treatment of potassium hydroxide with an alcoholic solution.     

4-Functionally-substituted 3-heterylpyrazoles: XVII. 3-Aryl-1-phenyl-4-pyrazolmethylsulfanyl(sulfinyl, sulfonyl)acetic acids

3-Aryl-1-phenyl-4-mercaptomethylpyrazoles reacted with monochloroacetic acid to give 3-aryl-1-phenyl-4-pyrazolylmethylsulfanylacetic acids whose oxidation with hydrogen peroxide in acetone or acetic acid solution led to 3-aryl-1-phenyl-4-pyrazolylmethylsulfinyl-and sulfonylacetic acids, respectively.     

Regioselective synthesis of 1-aryl-3,4-substituted/annulated-5-(methylthio)pyrazoles and 1-aryl-3-(methylthio)-4,5-substituted/annulated pyrazoles

[reaction: see text] Highly efficient and regioselective synthesis of 1-aryl-3,4-substituted/annulated-5-(methylthio)pyrazoles and 1-aryl-3-(methylthio)-4,5-substituted/annulated pyrazoles has been reported via cyclocondensation of arylhydrazines with either alpha-oxoketene dithioacetals or beta-oxodithioesters.     

Polyfunctional pyrazoles. 1. Synthesis of 3-aryl-1-(2-cyanoethyl)-4-formylpyrazoles and their 3-(5-methylfur-2-yl)-substituted analog

Previously unknown substituted pyrazoles were obtained by the reaction of the 2-cyanoethylhydrazones of aryl methyl ketones and 5-methylfur-2-yl methyl ketone with the Vilsmeier-Haack reagent.Bukovina State Medical Academy, Chernovtsy. Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Kiev, Ukraine. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1219–1221, September, 1999.     

Polyfunctional pyrazoles. 4. Synthesis of 3-[3-aryl-1-(2-ethoxycarbonyl)-4-pyrazolyl]acrylic and-propionic acids

3-(3-Aryl-4-formyl-1-pyrazolyl)propionic acids are converted by Knoevenagel condensation under conditions of microwave activation into 3-[3-aryl-1-(2-ethoxycarbonyl)-4-pyrazolyl]acrylic acids. Reduction of the latter with hydrazine hydrate in the presence of Raney nickel gives 3-[3-aryl-1-(2-ethoxycarbonyl)-4-pyrazolyl]propionic acids. __________ Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 686–690, May, 2006.     

Regioselective synthesis of 3(or 5)-styryl-/(4-aryl-1,3-butadienyl)-/(6-aryl-1,3,5-hexatrienyl)-5(or 3)-(methylthio)isoxazoles and pyrazoles via α-oxoketene dithioacetals

The regioselective synthesis of the title isoxazoles and pyrazoles through cyclocondensation of oxoketene dithioacetals with either hydroxylamine or hydrazine hydrate under controlled conditions is reported.     

Highly regioselective synthesis of 1-aryl-3 (or 5)-alkyl/aryl-5 (or 3)-(N-cycloamino)pyrazoles

[Reaction: see text]. An efficient highly regioselective protocol for the synthesis of isomeric 1,3-diaryl (or 1-aryl-3-alkyl) and 1,5-diaryl (or 1-aryl-5-alkyl)-5 (or 3)-(N-cycloamino)pyrazoles has been reported by cyclocondensation of common alpha-oxoketene N,S-acetal precursors with arylhydrazines by variation of reaction conditions.     

Polyfunctional pyrazoles. 3.* Synthesis of 3-(3-aryl-4-formyl-1-pyrazolyl)propionic acids and their amides

3-(3-Aryl-4-formyl-1-pyrazolyl)propionic acids were synthesized by the reaction of 3-aryl-1-(2-cyanoethyl)-4-formylpyrazoles with concentrated hydrochloric acid. They were converted into the corresponding amides by the carbodiimide method.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1483–1486, October, 2004.For Communication 2, see [1].     

4-Functionally-substituted 3-Heterylpyrazoles: XV. 3-Aryl(heteryl)-1-phenyl-4-pyrazolylmethylamines and Heterocumulenes Obtained Therefrom

By reduction of 3-aryl(heteryl)-1-phenyl-4-azidomethyl-pyrazoles in the presence of Raney nickel or by hydrazinolysis of N-[3-aryl(heteryl)-1-phenyl-4-pyrazolylmethyl]phthalimides 4-pyrazolylmethylamines were obtained that in reaction with bis(trichloromethyl) carbonate afforded 3-aryl-(heteryl)-1-phenyl-4-pyrazolylmethyl isocyanates, and with carbon disulfide furnished 3-aryl-(heteryl)-1-phenyl-4-pyrazolylmethyl isothiocyanates.__________Translated from Zhurnal Organicheskoi Khimii, Vol. 41, No. 2, 2005, pp. 247–251.Original Russian Text Copyright © 2005 by Bratenko, Panimarchuk, Mel’nichenko, Vovk.     

2-芳基-3-N-丙酰基-5-(4-溴苯基)-1,3,4-噁唑啉类化合物的合成

噁唑啉类化合物是重要的杂环族化合物,在农药化学和医药化学中应用及其广泛。在现有的文献中已报道的大多是3-N乙-酰基-1,3,4噁-唑啉类化合物的合成[1-6],而3-N乙-酰基-1,3,4噁-唑啉类化合物的合成却很少见。为了深入研究同一分子中聚集不同骨架杂环化合物的合成以及开发新型高     

Reductive transformations of 3-alkyl- and 3-aryl-5-(4-pyridyl)-2-isoxazolines

The reactions of 3-R-(4-pyridyl)-2-isoxazolines and the products of their hydrogenolysis over Raney Ni/AlCl₃ with NaBH₄ and KBH(s-Bu)₃ as the reducing agents were studied. New polyhydroxyprostanoids were synthesized.Institute of Bioorganic Chemistry, National Academy of Sciences of Belarus, 220141 Minsk; Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 252–258, February, 1999.     

Polyfunctional pyrazoles 5*. preparative synthesis of 1-aryl-4-formylpyrazole- 3-carboxylic acids

Treatment of methyl pyruvate N-arylhydrazones with the Vilsmeier-Haack reagent gave methyl 1-aryl-4-formylpyrazole-3-carboxylates, basic hydrolysis of which yielded the corresponding acids.     

4-(5-aryl-2-oxazolyl)phthalic anhydrides

4-(5-Aryl-2-oxazolyl)-substituted phthalic anhydrides were synthesized from 4-chloroformylphthalic anhydride and various -aminomethyl aryl ketones. The spectral-luminescence properties of solutions of the products in toluene and 5% NaOH solution were investigated. It is shown that the introduction of substituents with different electronic natures in the 5-phenyl ring of 4-(5-phenyl-2-oxazolyl) phthalic anhydride has a significant effect on the spectral-luminescence characteristics of the synthesized compounds.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 35–37, January, 1979.     

Synthesis of 1-aryl-3-(3-pyrrolyl)-5-oxopyrazoles

1-Aryl-3-(2,4-dimethyl-5-ethoxycarbonyl-3-pyrrolyl)-5-oxopyrazoles were obtained by condensation of ethyl -(2,4-dimethyl-5-ethoxycarbonyl-3-pyrrolyl)--ketopropionate with arylhydrazines. Electron-donor substituants in the aromatic ring of the arylhydrazines accelerate the cyclization of the intermediate hydrazones, whereas electron-acceptor substituents hinder cyclization.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1076–1081, August, 1983.     

Synthesis of 4-Acyl-5-aryl-3-hydroxy-1-(3-picolyl)-3-pyrroline-2-ones

Russian Journal of General Chemistry - Reaction of methyl esters of acylpyruvic acids with a mixture of aromatic aldehyde and 3-picolylamine gave...     

3-芳基-5-(2-呋喃基)-4, 5-二氢吡唑衍生物的合成及其生物活性评价

二氢吡唑类化合物是一类具有良好生物活性的五元杂环化合物。本文以2-呋喃甲醛和4-氟苯乙酮为原料,经羟醛缩合和取代反应生成4’-二甲氨基呋喃查尔酮(2)后,与水合肼环化得到二氢吡唑中间体(3),再酰化得到9个未见报道的5-(2-呋喃基)-3-芳基-4, 5-二氢-1H-吡唑衍生物(4a-4i),其结构经IR、₁H NMR和₁₃C NMR确证。分别采用小鼠巨噬细胞Raw264.7模型和DHHP法初步测试了目标化合物的体外抗炎活性和抗氧化活性,结果表明,部分化合物具有潜在的抗炎活性和清除自由基活性,特别是化合物4b和4c的抗炎活性与阳性对照药地塞米松活性相当(IC₅₀值分别为7.84μM和10.52μM),而化合物3、4b、4c和4d在浓度为4mg/mL时对DPPH自由基的清除率均超过90%。