- Method for preparing indole and derivatives thereof
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The invention discloses a method for preparing indole and derivatives of indole. The method for preparing indole and the derivatives of indole is characterized by comprising the following two steps that (1) a catalyst, a ligand and alkali are added in a reaction tube, under the protection of nitrogen, beta-hydroxy ketone or ester is reacted with a mixed solution of o-nitro aryl halides for 3 to 8h in an oil bath pan at the temperature of 90 to 120 DEG C, and then cooled to room temperature after reaction, and extracted, washed, dried and subjected to chromatography to obtain a product of o-nitro alpha-aryl ketone or ester; (2) o-nitro alpha-aryl ketone or ester obtained in the step (1), a reducing agent system and a solvent are added to the reaction tube, and reacted for 3 to 8h at the temperature of 60 to 100 DEG C, and then extracted, washed, dried and subjected to chromatography after being reacted to obtain a target product of indole and the derivatives of indole. Reaction raw materials, the catalyst, the ligand, the alkali and the solvent used in the invention are all industrial commodities, and simple and readily available, wide in sources, cheap in price, and further very stable in performances, and with no need for special storage conditions; in addition, the method for preparing indole and the derivatives of indole disclosed by the invention has the characteristics of low cost, high yield, simple process, less pollution and the like.
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Paragraph 0053-0056; 0058
(2017/08/24)
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- Divergent synthesis of indoles, oxindoles, isocoumarins and isoquinolinones by general Pd-catalyzed retro-aldol/α-arylation
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Divergent synthesis of indoles, oxindoles, isocoumarins and isoquinolinones is described in this report by using a general Pd-catalyzed tandem reaction of β-hydroxy carbonyl compounds with aryl halides bearing an ortho-nitro, -ester or -cyano substituent. A key retro-aldol/α-arylation reaction is involved that merges classic Pd cross-coupling chemistry with novel Pd-promoted retro-aldol C-C activation to produce α-arylated ketones or esters. Subsequent intramolecular condensation of the carbonyl with the ortho-synthon gives target heterocycles. The use of common, commercially available and cheap substrates and catalyst system adds additional synthetic advantages to the conceptual significance.
- Zhang, Song-Lin,Yu, Ze-Long
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supporting information
p. 10511 - 10515
(2016/11/18)
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- Synthesis of Indoles by Palladium-Catalyzed Reductive Cyclization of β-Nitrostyrenes with Carbon Monoxide as the Reductant
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An efficient catalytic cyclization of β-nitrostyrenes to indoles was developed. The reaction was applied to the synthesis of 3-arylindoles and 2-alkylindoles. Given that in the latter case the starting β-nitrostyrenes can be easily obtained by a Henry reaction, the present method allows indoles to be obtained in a two-step sequence starting from cheap reactants.
- Ferretti, Francesco,El-Atawy, Mohamed A.,Muto, Stefania,Hagar, Mohamed,Gallo, Emma,Ragaini, Fabio
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supporting information
p. 5712 - 5715
(2015/09/15)
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- NOVEL PYRIMIDINE DERIVATIVES, PREPARATION THEREOF, AND PHARMACEUTICAL USE THEREOF AS AKT(PKB) PHOSPHORYLATION INHIBITORS
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The present invention relates to novel chemical compounds derived from pyrimidines, to the method for preparing same, to the novel intermediates obtained, to the use thereof as drugs, to the pharmaceutical compositions containing same, and to the therapeutic use thereof as AKT inhibitors.
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Paragraph 1393-1398
(2013/10/22)
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- PIPERIDINYLHYDROXYETHYLPIPERIDINES AS MODULATORS OF CHEMOKINE RECEPTORS
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The present invention relates to a compound of the formula (I), or a pharmaceutically acceptable salt thereof, wherein R1-R8 and X, m, and n are defined. Compounds and compositions of the present invention are useful the treatment of atherosclerosis.
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Page/Page column 22
(2009/05/28)
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- Process for producing indole compound
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There is provided a novel process for producing an indole derivative which comprises cyclizing 2-nitrobenzylcarbony compound in the presence of a catalyst comprising a Group VIII metal of the Periodic Table, characterized by conducting the cyclization in a gas atmosphere containing carbon monoxide. The process enables an indole compound to be selectively produced in a high yield from 2-nitrobenzylcarbonyl compound, and hardly yields an indoline compound as a reduction by-product that has been a problem in the catalytic hydrogenation method employing a noble metal catalyst. The indole derivative produced by the present process is useful for various fine chemical intermediates including compounds and physiologically active substances such as pharmaceuticals and agrochemicals.
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Page/Page column 9
(2008/06/13)
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- PROCESSES FOR PRODUCTION OF INDOLE COMPOUNDS
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[PROBLEMS] To provide processes for the production of indole compounds. [MEANS FOR SOLVING PROBLEMS] A process for the production of indole compounds represented by the general formula (2)(wherein R2 is H) by reducing a 2-nitrobenzylcarbonyl compound represented by the general formula (1) with a metal and an acid, characterized in that the reduction is carried out in the presence of an acylating agent and a base; a process for the production of indole compounds represented by the general formula (2) (wherein R2 is halogeno), characterized by reacting an indole compound represented by the general formula (2) (wherein R2 is H) with a hydrohalic acid and a sulfoxide; and a process for the production of sulfamoyltriazoles by reacting an indole compound represented by the general formula (2) (wherein R2 is halogeno) directly with 1-(N,N-dimethylsulfamoyl)-3-chlorosulfonyl-1,2,4-tri- azole in the presence of a phase transfer catalyst and a base.
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Page/Page column 18-19; 21
(2008/06/13)
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- In pursuit of non narcotic analgetic and antiinflammatory agents. 1 carboxyalkyl 3 acylindoles
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The synthesis and study of different carboxyalcoyl 1 acyl 3 indoles has led to molecules endowed with analgesic properties associated with an anti inflammatory action of variable importance. In particular carboxymethyl 1 p chlorobenzoyl 3 methoxy 6 indole (RU 3959) has a strong analgesic activity and a remarkable tolerance which have been confirmed in clinical trials.
- Allais,Meier,Mathieu,et al.
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p. 187 - 199
(2007/10/08)
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