13 results about "Indoline" patented technology

This invention belongs to the field of organic synthetic chemistry technology, specifically relating to a selenium-based indoloquinazoline derivative, its preparation method, and its application, comprising: in an organic solvent, using aromatic amine compounds, malononitrile, and diselenoether as raw materials, in the presence of a palladium catalyst and an organic base, at 90°C... o The reaction was carried out under C conditions with stirring to obtain a selenyl indoline quinazoline derivative. This method features mild reaction conditions, simple operation, high yield, and good functional group compatibility, conforming to the principles of green chemistry. Furthermore, the selenyl indoline quinazoline derivative provided by this invention exhibits good inhibitory activity against Plasmodium, providing a drug lead compound for the development of novel antimalarial drugs and holding significant importance for the prevention and / or treatment of malaria.

This invention discloses a method for preparing spirocyclic indolineone compounds, belonging to the field of organic synthesis. The method, under the action of a palladium catalyst, utilizes the combined action of ligands and additives to react in an organic solvent at a temperature of 60-130°C to generate the corresponding spirocyclic indoline compounds, which are then oxidized to spirocyclic indolineone compounds under the action of an oxidant. This invention uses readily available C3-alkynyl-branched indole derivatives as raw materials, achieving rapid construction of spirocyclic indolineone compounds through a two-step process involving the formation of one ring and three chemical bonds. The reaction conditions are mild, the operation is simple, and it has advantages such as readily available reactants, broad substrate applicability, and easy separation of the target product.

The present application relates to the technical field of pharmaceutical intermediates, and in particular to a synthesis method of chiral indanamine, which comprises the following steps: taking indanone as a raw material, using a chiral biphosphine catalyst of ruthenium to synthesize chiral indanamine in a cis form with high yield and high stereoselectivity, and then obtaining chiral indanamine in a trans form through a transposition process.The reaction process is as follows: the chiral indanamine in the trans form has a content of greater than 99%, 98% ee and a total yield of greater than 90%, the catalyst is convenient and easy to obtain, the operation is simple, the raw material is easy to obtain, the three-waste pollution is small, the energy consumption is low, and the method is suitable for industrial production.

The present disclosure provides crystalline forms, solvates, and hydrates of (R)-5-fluoro-2-methyl-1-((R)-5-(pyridin-2-yl)-2,3-dihydro-1H-inden-2-carbonyl)indoline-6-sulfonamide and methods of preparation.

The present application relates to a kind of small molecule probes and its preparation method and application, the chemical structure of the probe is as shown in the following formula: Wherein, R1 is 1-propyl sulfonic acid or 1-butyl sulfonic acid;R2 independently selected from trifluoromethyl or sulfur pentafluoride group, the substitution position of R2 is the ortho, para or meta of hydroxyl on benzene ring;Preparation method is by the condensation reaction of salicylaldehyde containing fluorine substituent group and indoline, directly introduce containing fluorine substituent group into the spiro-pyran molecule structure with pH response, prepared with 19 F MRI and fluorescence imaging pH-responsive bimodal imaging small molecule probe.Compared with the prior art, the small molecule probe of the present application exhibits significantly different 19 F NMR chemical shift and fluorescence intensity, high-resolution 19 F MRI imaging and fluorescence imaging, greatly improve the sensitivity and accuracy of imaging, has important application prospect in the field of biosensing, cell imaging, medical diagnosis etc.

This invention discloses an indoline fused heterocyclic compound, its preparation method, and its applications, belonging to the field of pharmaceutical synthesis technology. The method includes the following steps: using quinone imine monoketal and α,β-unsaturated cycloalkenyl ether as raw materials, and employing a Brønsted acid-phosphonic acid catalyst, a Brønsted acid-catalyzed [3+2] tandem cyclization reaction is carried out to obtain the indoline fused heterocyclic compound. The method provided by this invention features readily available raw materials and mild conditions, while also exhibiting high regioselectivity, chemoselectivity, and atom economy. The product can be efficiently separated by column chromatography, providing an excellent pathway for the large-scale preparation of this type of compound. Furthermore, the indoline fused heterocyclic compound provided by this invention has a significant inhibitory effect on the growth of human cervical cancer cells (HeLa), demonstrating good antitumor biological activity, which is of great positive significance for promoting the development of antitumor drugs.

This invention discloses a method for synthesizing trifluoromethylated polycyclic indole derivatives using visible light photocatalysis, belonging to the field of organic synthesis technology. This invention is the first to disclose a method for synthesizing trifluoromethylated polycyclic indole derivatives under visible light photocatalysis via CF3Br and... N This invention relates to a method for the one-step preparation of trifluoromethylated polycyclic indole derivatives, namely 2,3-dihydropyrrolo[1,2-a]indole and 5,6-dihydroindole[2,1-a]isoquinoline derivatives, through a free radical cyclization reaction of alkenyl indole derivatives. This invention is the first to use CF3Br as a trifluoromethylating agent, via CF3Br reacting with... N The radical cyclization reaction of α-alkenyl indole derivatives successfully constructed trifluoromethylated 2,3-dihydropyrrole[1,2-a]indole and 5,6-dihydroindole[2,1-a]isoquinoline derivatives. Compared with other trifluoromethylating reagents used in the prior art, CF3Br has the advantages of low cost, easy availability and high atom utilization. Compared with the existing synthetic methods, the method provided by this invention greatly reduces the synthesis cost and has a high possibility of large-scale production.

The application discloses a five-membered double-spiro indoline derivative and a preparation method and application thereof, and a structure formula of the five-membered double-spiro indoline derivative is shown as formula (III); wherein, R 1 is selected from hydrogen, an alkyl group or halogen; R 2 is selected from hydrogen, an alkyl group, an allyl group, a benzyl group or a benzoyl group; R 3 is selected from a phenyl group, a naphthyl group, a biphenyl group, a thienyl group, a furanyl group, an alkylphenyl group, a halogenphenyl group, an alkoxyphenyl group, a nitrophenyl group or a trifluoromethylphenyl group; R 4 is selected from an alkylphenyl group, a halogenphenyl group or a nitrophenyl group. The five-membered double-spiro indoline derivative of the application is synthesized by a one-step method, high atom economy and high yield, not only simplifying a synthesis route, but also reducing production cost, and because of the green chemical characteristics, reducing the influence on the environment. The five-membered double-spiro indoline derivative is found to have an antifungal and antibacterial effect.

The present application relates to the technical field of stereoselective monofluoroolefination of indolines at C7 position, in particular to a method for stereoselective C-H bond monofluoroolefination of indolines at C7 position catalyzed by ruthenium, comprising the following steps: under the action of a ruthenium catalyst and a base, carrying out C-H bond monofluoroolefination reaction of indolines represented by formula (I) with gem-difluoroalkenes represented by formula (II) or 3-(2,2-difluorovinyl)thiophene or 4-(2,2-difluorovinyl)benzo[d][1,3]dioxole to prepare compounds represented by formula (III). The present application uses inexpensive ruthenium catalyst, and through C-H bond activation / C-F bond cleavage, a series of Z-type alpha-monofluoroolefination pyridine indolines are obtained, and the method has strong site and stereoselectivity, is efficient and low in cost. In addition, the target compounds obtained by synthesis have certain antibacterial activity, and can provide a basis for the development of such lead compounds.

The application provides a synthesis method of phosphonated spirocyclic indoline derivatives, catalyst, electrolyte, 3-substituted indole derivatives, diaryl phosphine oxide and triethylamine are added into an electrolytic solvent, an electrode is inserted, and after air replacement, electric stirring reaction is carried out under the condition of room temperature and inert gas protection to obtain phosphonated indoline derivatives; the application also discloses application of the phosphonated spirocyclic indoline derivatives in preparation of anticancer drugs. The application synthesizes the phosphonated spirocyclic indoline derivatives through electrochemistry, does not need to add an oxidant, is green and environment-friendly, has mild reaction conditions, simple operation, high atom economy, and the yield can reach 58%-88%, is suitable for large-scale industrial production, and is expected to be used in development of anticancer products.

This invention discloses a modified cathode polymer material, its preparation method, and its application. The preparation method of the modified cathode polymer material includes the following steps: using 5,11-dihydroindolo[3,2-b]carbazole, Pd2(dba)3, Xphos, and sodium tert-butoxide as raw materials, mixing the raw materials and a first solvent until homogeneous to obtain a first system; mixing the first system and a dispersion containing carbon nanotubes at 120-125°C until homogeneous to obtain a second system; mixing the second system and a third system until homogeneous, stirring and reacting at 120-125°C under a nitrogen or inert gas atmosphere for 24-48 h, cooling to room temperature, post-treatment, and drying to obtain the modified cathode polymer material. The third system includes 1,4-dibromobenzene and a third solvent. This invention uses an in-situ composite method to firmly combine the indolo[3,2-b]carbazole-based polymer and carbon nanotubes, reducing the molecular plane angle between the carbazole molecule and the coupled benzene ring, improving the output voltage, and resulting in superior battery performance.