12 results about "Aryne" patented technology

The invention is directed to a process for the preparation of an aromatic acid or a phenolic compound, said process comprising reacting a dienophile and a furanic compound comprising an acetal moiety in a Diels-Alders reaction to obtain an aromatic compound comprising said acetal moiety, followed by hydrolysis and oxidation of said acetal moiety into a hydroxide or carboxylate moiety to form the aromatic acid or phenolic compound, wherein said dienophile is selected from the group consisting of alkylenes, acetylenes, acrylates, maleates, fumarates, maleimides, propiolates, acetylene dicarboxylates, and benzynes and wherein said acetal moiety is bound directly to the 2-position of the furanic compound.

The invention relates to a synthesis method of an aminoacridine compound, and belongs to the technical field of organic synthesis. The synthesis method of the amino acridine compound comprises the following steps: reacting an aryne precursor derivative, polysubstituted o-aminobenzonitrile and fluorinion in the environment of acetonitrile and inert gas to obtain an aromatic diamine derivative, mixing the aromatic diamine derivative with a solvent, and reacting to obtain the amino acridine compound. And carrying out cyclization reaction under the action of acid to obtain the aminoacridine compound. The amino acridine compound is prepared by adopting a one-pot method, the process steps are simple, the experimental process is simplified, the raw materials are cheap and easy to obtain, and the product is easy to purify.

The application provides a method for simultaneously synthesizing thioether compounds and nitrile compounds, and belongs to the technical field of organic synthesis; the thioamide compound, fluoride and acetonitrile are mixed, then a phenylacetylene precursor is added, so that the thioether compound and the nitrile compound are simultaneously synthesized at room temperature; the method is simple and fast, does not need transition metal catalysis, has a wide substrate range, the fluoride source used is cheap and easy to obtain, and does not cause environmental pollution; the method has the advantages of simple process, mild reaction condition, good universality and the like, and the yield of the synthesized thioether compound and nitrile compound is very high, the thioether compound and the nitrile compound can reach 98% at most, and has extremely high industrial popularization value.

The invention provides a method for synthesizing a benzimidazobenzothiazole compound, and belongs to the technical field of fine chemical synthesis. The preparation method comprises the following steps: mixing a 2-mercapto benzimidazole compound, fluoride, alkali, an additive, a molecular sieve and dichloromethane, then adding a benzyne precursor into the mixture, and synthesizing the benzimidazobenzothiazole compound at 110 DEG C; the method has the advantages of simplicity, convenience, rapidness, no need of transition metal catalysis, wide substrate range, cheap and easily available fluorine source, no environmental pollution and the like; the method has the advantages of being simple in process, good in universality and the like, the yield of the synthesized benzimidazobenzothiazole compound is as high as 90%, and the method has extremely high industrial popularization value.

The invention discloses a method for synthesizing a benzofuran derivative through copper-catalyzed alkynylation reaction, and relates to the technical field of organic synthetic chemistry and medicinal chemistry. According to the method, halogenated anisole and terminal alkyne are used as raw materials, under the combined action of a copper catalyst and alkali, ethanol is used as a green solvent, an aryne intermediate is generated in situ through a Sonogashira coupling reaction, then an electrophilic reagent R-Se-X1 is directly added to induce cyclization without separation and purification, and a benzofuran skeleton is efficiently constructed. Compared with a traditional palladium catalysis system, the method has the advantages that the copper catalyst which is low in cost and easy to obtain is adopted, the problems of high cost and difficult recovery of precious metal (such as palladium) are solved, meanwhile, the use of cocatalysts of heavy metal (such as lead and antimony) is eliminated, and the economical efficiency and the environmental protection property of the process are remarkably improved. In addition, the reaction for synthesizing the aryne intermediate does not need inert gas protection, and the reaction conditions (heating and room temperature) are mild. In addition, the method provided by the invention also has excellent substrate universality.

The invention relates to a silicon-hydrogen-terminated silicon-containing aryne resin and a preparation method and application thereof, the structural formula of the silicon-hydrogen-terminated silicon-containing aryne resin is as follows: in the formula, R1 and R2 are respectively and independently CH3, CH2 = CH, H or phenyl; n is equal to 1-9. The preparation method comprises the following steps: firstly, carrying out Grignard reaction on 1, 3-diacetylene benzene and a Grignard reagent to obtain a compound 1 as shown in a formula I; carrying out polymerization reaction on the compound 1 and a compound 2 as shown in a formula II to obtain a compound 3 as shown in a formula III; and then carrying out reduction reaction on the compound 3 and lithium aluminum hydride to obtain the silicon-hydrogen-terminated silicon-containing aryne resin. Compared with the prior art, the silicon-hydrogen-terminated silicon-containing aryne resin prepared by the invention has excellent heat resistance, has extremely high thermal decomposition temperature of 5% of cured substance weight loss in nitrogen and air, has excellent processability and has an extremely wide processable temperature window.

To provide a novel combination therapy that exhibits excellent antitumor effects. [Solution] An antitumor agent containing futivatinib or a salt thereof as the active ingredient (not containing pembrolizumab as the active ingredient) administered in combination to cancer patients with an immune checkpoint inhibitor (excluding CD155 / TIGIT pathway antagonists) and at least one other antitumor agent.

Provided is a novel combination therapy that exhibits an excellent antitumor effect and combines an FGFR-inhibiting compound with an MEK inhibitor.　An antitumor agent contains (S)-1-(3-(4-amino-3-((3,5-dimethoxyphenyl)ethynyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)pyrrolidin-1-yl)prop-2-en-1-one or a salt thereof as an effective ingredient and is administered in combination with an MEK inhibitor.

The application belongs to the field of catalysts, and particularly relates to a chiral quaternary nitrogen guanidine salt derived from an amino acid, a preparation method thereof and application thereof. The application provides a compound shown in formula I and a preparation method thereof. The compound has good catalytic performance in asymmetric alkylation reaction and / or arylization reaction. Experiments show that the catalytic performance of the compound in asymmetric arylization reaction participated by benzene alkyne is superior to that of existing chiral quaternary ammonium salt catalysts or chiral quaternary phosphonium salt catalysts. Therefore, the application has good application prospect.

A method for producing a biaryl compound, including the steps of: generating a benzyne compound from a precursor of the benzyne compound; generating a fused ring compound containing a 1,4-epoxy-1,4-dihydrobenzene ring by subjecting the benzyne compound and a furan compound to a Diels-Alder reaction; and generating a biaryl compound by subjecting the fused ring compound and a halogenated aryl compound to a cross-coupling reaction.

The invention provides silicon aryne resin and a preparation method thereof. The silicon aryne resin is prepared from the following raw material components in parts by weight: 12 to 16 parts of magnesium chips, 60 to 65 parts of bromoethane, 30 to 36 parts of diacetylene benzene, 0.5 to 1.0 part of vinyl trichlorosilane, 18 to 21 parts of methyl vinyl dichlorosilane, 172 to 198 parts of methyl tetrahydrofuran, 18 to 21 parts of acetic acid and 250 to 350 parts of deionized water. The invention also provides a silicon aryne resin composite material and a preparation method thereof, and the silicon aryne resin composite material is prepared by alternately arranging quartz glass fiber yarns and hollow quartz glass fiber yarns on a yarn collecting frame at intervals according to the quantity ratio of 1: 1, and then sequentially dewaxing, dipping in a silicon aryne resin solution, baking and curing. The molecular structure of the silicon aryne resin contains aromatic rings, silane, alkynyl and other structural groups, and the resin can form a spatial network structure with high aromatic ring content after being cured, and has excellent high temperature resistance.

The invention discloses a preparation method of m-dibutylaminophenol, and relates to the technical field of carbocyclic compound preparation, the m-dibutylaminophenol comprises the following raw materials: 2-chlorophenol, 2, 6-di-tert-butyl-4-methylphenol, zinc chloride, tetrabutylammonium bromide, sodium amide, potassium tert-butoxide, an activated 3A molecular sieve, di-n-butylamine and triethylamine; according to the invention, 2-chlorophenol is used as a core reaction substrate, the structure arrangement of ortho-position chlorine atoms and hydroxyl is highly adaptive, hydrogen chloride can be accurately removed under the action of strong alkali to generate a benzyne intermediate, and a stable benzene ring skeleton is provided for a target product; through the synergistic effect of the activated 3A molecular sieve, the 2, 6-di-tert-butyl-4-methylphenol and the potassium tert-butoxide, the total impurity content is greatly reduced, the product purity and color are remarkably optimized, and the synchronous improvement of the reaction efficiency and the product quality is realized.