- Solvent-free 2-p-nitrophenyl-3-aryl propionitrile and preparation method thereof
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The invention discloses a solvent-free 2-p-nitrophenyl-3-aryl propionitrile and a preparation method thereof. The preparation method comprises the following steps: adding 4-nitrophenylacetonitrile, aromatic aldehyde, alkali and dihydropyridine ester into a reaction test tube and performing stirring reaction; performing column chromatography to obtain the product 2-p-nitrophenyl-3-aryl propionitrile, wherein the stationary phase used according to the column chromatography is a silica gel column. The problems that the solvent in the prior art is not economic and is not environmentally friendly and the reaction time is long are solved, and the technical gap that the 2-p-nitrophenyl-3-aryl propionitrile is prepared by taking the dihydropyridine ester as a hydrogen source under the solvent-free condition is remedied; by a one-pot method, Knoevenagel and reduction two-step reaction are connected in series, the reaction steps are simplified, and a target product can be obtained efficiently. The dihydropyridine ester serves as the hydrogen source, so compared with the traditional hydrogen source, the hydrogen source has the advantages of no toxicity, mild reaction condition and high chemical selectivity.
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Paragraph 0058-0062
(2018/04/01)
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- A selective reduction 4 - nitrophenyl b nitrile and aldehyde condensation reaction product of
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The invention discloses a method for selectively reducing a 4-nitrophenylacetonitrile/aldehyde condensation reaction product, which comprises the following steps: adding 4-nitrophenylacetonitrile, aldehyde, potassium carbonate and dihydropyridine ester into 2mL of water, heating to 60-100 DEG C, and stirring to react for 12-24 hours, wherein the mole ratio of the aldehyde to the 4-nitrophenylacetonitrile to the dihydropyridine is 1:1.2:1.2, and the mole ratio of the aldehyde to the potassium carbonate is 1:0.2-1:2; adding an organic solvent into the obtained solution in a volume ratio of 2:5 to extract at least three times; and merging the product organic layers, drying, distilling under reduced pressure, and carrying out column chromatography to obtain the reduction product. The method solves the problems of low economy and no environment friendliness when the organic solvent is used. The one-pot process simplifies the reaction steps, and can efficiently obtain the target product. By using the dihydropyridine ester as the hydrogen source, the method has the advantages of no toxicity, mild reaction conditions and high chemical selectivity.
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Paragraph 0059; 0060; 0061
(2017/08/04)
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- Base-Promoted Cascade Approach for the Preparation of Reduced Knoevenagel Adducts Using Hantzsch Esters as Reducing Agent in Water
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A cascade Knoevenagel condensation-reduction approach, which was carried out in water, has been reported. Using Hantzsch esters as reducing agent, under the promotion of base, a variety of reduced Knoevenagel adducts could be easily prepared by direct alkylation of malononitrile, ethyl 2-cyanoacetate, and 2-(4-nitrophenyl)acetonitrile, respectively. Meanwhile, a gram-scale synthesis of the protocol was also realized with excellent isolated yield.
- He, Tao,Shi, Ronghua,Gong, Yimou,Jiang, Guangyou,Liu, Ming,Qian, Shan,Wang, Zhouyu
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supporting information
p. 1864 - 1869
(2016/07/16)
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- Catalyst-free chemoselective reduction of the carbon-carbon double bond in conjugated alkenes with Hantzsch esters in water
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A simple, efficient and green protocol for chemoselective reduction of carbon-carbon double bond in conjugated alkenes with Hantzsch esters is described. Without any additional catalysts, a series of conjugated alkenes with strong electron-withdrawing groups were reduced in water with excellent yield. Functional groups such as nitrile, ester, nitro, fluoro, chloro, bromo, furanyl and benzyl are all tolerated by the reaction conditions employed. The Royal Society of Chemistry.
- He, Qi,Xu, Zhihong,Jiang, Dehong,Ai, Wensi,Shi, Ronghua,Qian, Shan,Wang, Zhouyu
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p. 8671 - 8674
(2014/03/21)
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- Direct amino acid-catalyzed cascade reductive alkylation of arylacetonitriles: High-yielding synthesis of ibuprofen analogs
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A novel approach for a one-pot, three-component reductive alkylation (TCRA) reaction of arylacetonitriles-containing electron-withdrawing groups with aldehydes/ketones and 1,4-dihydropyridine via iminium-catalysis has been developed. Many TCRA reaction products have direct applications in agricultural and pharmaceutical chemistry.
- Ramachary, Dhevalapally B.,Shiva Prasad
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scheme or table
p. 5246 - 5251
(2010/11/03)
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