33results about How to "High chemoselectivity" patented technology

The invention belongs to the field of organic synthesis, and relates to a synthesis method of N-(2-cyanoethyl)-caprolactam. According to the method, a double-base co-catalysis system is adopted, and epsilon-caprolactam and acrylonitrile are subjected to an addition coupling reaction to synthesize N-(2-cyanoethyl)-caprolactam. The method has the characteristics of easily available raw materials, high catalyst activity, simple operation, mild reaction conditions, high chemical selectivity and the like. The N-(2-cyanoethyl)-caprolactam prepared by the invention can be used for preparing organic strong base 1, 8-diazabicyclo [5, 4, 0] undecene (DBU) with important application value through hydrogenation and dehydration condensation.

The invention discloses a synthesis preparation method of octacosanol, which comprises the following steps of: esterifying octacosanoic acid serving as a raw material under the catalysis of acid by using monohydric alcohol as a reaction solvent to obtain octacosanoic acid ester, reducing the octacosanoic acid ester into an octacosanol crude product by using a reducing agent, dissolving the octacosanol crude product in a low-polarity organic solvent according to a certain proportion, and reacting to obtain the octacosanol. And recrystallizing by utilizing selective precipitation of the solvent to obtain refined octacosanol. The invention provides a simple, practical and brand-new synthesis route for synthesizing octacosanol, the chemical selectivity is good, and the product purity is high; a hydrogen source is replaced by a reducing agent, so that the safety is greatly improved; the adopted catalyst is also a strong acid which is low in price and easy to obtain, and the used solvent can be recycled, so that the method has very strong market competitiveness and popularization and application value.

The application discloses a method for synthesizing high-concentration furfuryl alcohol by using a double-enzyme coupling method, and the method comprises the following steps: mixing alcohol dehydrogenase freeze-dried bacterial powder and glucose dehydrogenase freeze-dried bacterial powder to serve as a catalyst, using furfural as a substrate, using glucose as a co-substrate, using NADP + or NAD + as a coenzyme, using a buffer solution with a pH value of 4-9 as a reaction medium to form a reaction system, and reacting completely under the condition of 20-50 DEG C and 400 rpm, then separating and purifying the reaction liquid to obtain furfuryl alcohol. The biological catalytic system is suitable for furfural with a concentration higher than 500 mM, and 100% conversion of 500 mM can be realized within 10 hours. The substrate continuous flow process is further used to eliminate the inhibition of aldehyde substrates on the biological catalyst, the concentration of the product can reach 1500 mM, and the highest space-time yield can reach 235 g / (L.d).

The invention discloses a novel synthesis method of a 3, 5-disubstituted pyridazine compound, which comprises the following steps: adding an N-tert-butoxy substituted acylhydrazone compound, a propiophenone compound, a catalyst, an oxidizing agent, a ligand, an acid additive and an alkali additive into an organic solvent N, N-dimethylformamide, heating to 130 DEG C under an air condition, reacting, and separating to obtain the 3, 5-disubstituted pyridazine compound. And reacting for 12 hours, and after the reaction is completed, carrying out post-treatment to obtain the corresponding 3, 5-disubstituted pyridazine compound. According to the invention, simple and easy-to-synthesize N-tert-butoxy substituted acylhydrazone and propiophenone are directly used as reaction substrates, and the construction of the 3, 5-disubstituted pyridazine compound is realized in one step through direct dehydrogenation coupling between C (sp3)-H bonds promoted by copper and subsequent cyclization reaction. The reaction has the advantages of being easy and convenient to operate, good in substrate application range and functional group compatibility, excellent in chemical selectivity and step economy and the like.

The invention discloses a preparation method of oxilafluorine, which comprises the following steps: taking 2-(octadecyl amino)-ethanol and halogenated propylene as raw materials, and directly preparing oxilafluorine by a one-pot method through catalytic coupling reaction, addition reaction and hydrofluoric acid salifying reaction under the action of a copper catalyst. According to the synthesis method, the total reaction yield reaches up to 95%, the chemical selectivity of each step of reaction is high, no by-product is generated, and the catalyst can be repeatedly used; the separation and purification method is simple and efficient, and large-scale industrial production is realized; and a novel synthesis method is provided for the oxilafluorine and similar compounds.

The invention relates to a method for synthesizing trans-isopentenyl substituted indolone under the catalysis of transition metal nickel. Specifically, a metal nickel catalyst (Ni (cod) 2) and tricyclohexylphosphine (PCy3) are used as ligands, C3 unsubstituted indolone is used as a nucleophilic reagent to react with isoprene, and a trans-isopentenyl substituted indolone product is obtained. And then taking the product as a reaction raw material, and carrying out nucleophilic substitution reaction on the product and halogenated alkane under an alkaline condition to obtain the 3, 3-disubstituted indolone with divergent functional groups. According to the invention, isoprene is used as a reaction precursor, a trans-isopentenyl substituted indolone product is obtained with high activity and selectivity, a nucleophilic substitution reaction is relayed, and a new strategy is provided for flexibly and conveniently introducing functional groups with different steric hindrances and electrical properties.

This invention discloses a phosphonothiolated binaphthol derivative and its synthetic method. Using readily available binaphthioonium salts as starting materials, secondary phosphine oxides as coupling agents, and a base as a promoter, a series of phosphonothiolated binaphthol derivatives are generated. This invention features simple raw material preparation, very mild synthetic reaction conditions, convenient experimental operation, high reaction efficiency, and diverse functional groups.

The invention relates to the technical field of organic synthesis, in particular to a deuterated quinoxalinone diaryl methane compound as well as a synthesis method and application thereof. According to the invention, hydrogen transfer of quinoxalinone N = Csp2-H and proton coupling electron transfer of p-methenone are induced by bromine free radicals, and a free radical-free radical cross coupling pathway is established between imine free radicals and diaryl methane free radicals, so that a series of quinoxalinone diaryl methane intermediates are synthesized; and carrying out selective H / D exchange on the site of a tert-benzyl C-H bond of the intermediate through a bromine free radical to obtain a series of highly deuterated quinoxalinone diaryl methane derivatives. A one-pot method is adopted to continuously construct a carbon-carbon bond and a carbon-deuterium bond, the deuterated quinoxalinone diaryl methane derivative which has potential drug activity and can be used for preparing antitumor drugs is obtained, the advantages of high reaction efficiency and atom and step economy are manifested, and the problems of metal residues and the like caused by the use of a transition metal catalyst are avoided.

In the presence of an acidic reagent and an oxidizing agent, 2-indolone and indole are used as raw materials for one-step reaction to prepare the symmetric and asymmetric indole [2, 3-a] carbazole derivatives, the used raw materials, the acidic reagent and the oxidizing agent are cheap and easy to obtain, the reaction system is simple, the operation is simple, and the reaction steps are short (one-step reaction); the method has the advantages of wide substrate applicability, good functional group compatibility, mild reaction conditions, fast reaction speed, good chemical selectivity, realization of industrial production, and substantial economic and social benefits.

The invention relates to the technical field of biological medicine, and discloses a trifluoromethyl substituted quinazolinone compound as well as a preparation method and application thereof. According to the method, quinazolinone and trifluoromethyl alkyne are adopted as reaction substrates, no transition metal catalyst is needed, and the trifluoromethyl substituted quinazolinone compound can be prepared only through conventional cheap inorganic base catalysis; the reaction yield can reach medium to excellent, the chemical selectivity and regioselectivity of the reaction are excellent, the reaction condition is mild, and the application range of the substrate is wide; the method is simple and convenient to operate, low in cost, few in side reaction, high in product purity, convenient to separate and purify and suitable for large-scale preparation; the obtained product has a very good application prospect in the field of biological medicines, and particularly has relatively good anti-tumor activity.

The invention discloses a brand-new synthesis method of a pyrrolidine structural unit compound, high-yield and high-selectivity synthesis is realized by utilizing an efficient cross-coupling reaction of a Ni catalyst and a 1, 6-diene compound, the method takes the diene compound as a raw material, and through a simple cyclization reaction, the pyrrolidine structural unit compound is obtained. The pyrrolidine structural unit compound can be obtained in one step under mild conditions. Compared with a traditional synthesis method, the method has the advantages of simple steps, high yield, cheap and easily available raw materials, environmental friendliness and the like; by adjusting the structural formula of the diene compound, multiple pyrrolidine structural unit compounds with different substituent groups can be synthesized, and the compounds have wide application potential in multiple fields of drug research and development, pesticide manufacturing, material science and the like; the synthesis method provided by the invention not only simplifies tedious steps of a traditional synthesis method, but also greatly reduces the production cost, provides powerful support for large-scale production of pyrrolidine compounds, and provides an important raw material source for development of heterocyclic drug molecules.

The invention discloses a method for synthesizing a gem-difluoroolefin compound through conversion of alkane under catalysis of acridine. The gem-difluoroolefin is a multifunctional fluorine-containing synthon and is a core unit structure for improving performance in the fields of medicines, pesticides and materials. According to the method, an alpha-trifluoroolefin compound and various alkanes are taken as raw materials, and gem-difluoroallylation is directly realized under the conditions of acridine, alkali and illumination. The method has the advantages of simple preparation operation and wide substrate applicability, and contains various electron-withdrawing or electron-donating groups and various cyclic heterocyclic or non-heterocyclic alkanes. The method is mild in reaction condition, relatively high in yield and simple in subsequent treatment, and is a green chemical synthesis method with a relatively good application prospect.

The invention relates to a photo-initiated synthetic aminophenol compound method and application, and belongs to the technical field of organic synthesis. The synthesis method comprises the following steps: deprotonating a 1-hydroxybenzotriazole compound under an alkaline condition, and carrying out cracking reaction under the excitation of visible light to generate a high-activity biradical intermediate which is unstable and can be rapidly tautomerized into a more stable nitrosobenzene anion intermediate; the intermediate further reacts with cyclohexenone substances to synthesize the aminophenol derivative in one step. The method is simple and efficient, simple and convenient to operate, free of transition metal and additional oxidizing agents, simple and easily available in raw material reagent, high in product yield and capable of realizing large-scale synthesis, and a new method is provided for rapidly synthesizing the aminophenol compound. The synthesized aminophenol compound has good antibacterial activity, and especially has huge potential in the aspect of preventing and treating anthracnose of tea trees.

The invention relates to a preparation method of a (Z)-beta-sulfonamide-alpha, beta-unsaturated carbonyl series compound, which comprises the following steps of: carrying out high-selectivity C (sp2)-H bond direct amination reaction on a compound containing alpha, beta-unsaturated carbonyl and N-fluoro diaryl sulfonamide serving as reaction substrates under the combined action of a cheap and easily available copper catalyst and alkali, thereby obtaining the (Z)-beta-sulfonamide-alpha, beta-unsaturated carbonyl series compound. (Z)-beta-sulfamido-alpha, beta-unsaturated carbonyl series compounds are prepared with high efficiency and high stereoselectivity. According to the method, the (Z)-type olefin derivative can be directionally obtained. The method has the advantages of high reaction chemical, regional and stereoselectivity, wide substrate applicability, simple reaction operation, mild reaction conditions, short reaction time, extremely low cost, simple operation and low requirements on equipment, and is suitable for large-scale preparation.

The invention relates to the technical field of organic chemical synthesis, and discloses a beta-chiral tertiary amine compound and a preparation method thereof. The compound has the following structure: # imgabs0 #, Ar is a heterocyclic group or an aryl group, the Ar contains N, O, S, Si, B or halogen, and the Ar contains 6-18 carbon atoms. Starting from an aryl diazo or aryl hydrazone compound and tertiary amine, a series of beta-chiral tertiary amine compounds are synthesized through excellent selectivity and enantioselectivity carbene C (sp3)-H alkylation catalyzed by axial chiral iridium porphyrin, and the para-position of aryl tertiary amine is not blocked by a large-steric-hindrance group or N-methyl is not activated aliphatic tertiary amine. A complex natural product, a drug molecule and the like containing an N-methyl structure can also be well modified to obtain a target product with high diastereoselectivity, for example, the natural product dicentrine is also suitable for the method, and a favorable method is provided for modification of the natural product containing an N-methyl tertiary amine structure due to high diastereoselectivity.

This invention discloses a method for preparing alkenyl triazole compounds. Under the action of a base, alkynyl sulfonium salts and triazole compounds are reacted in an organic solvent at room temperature and pressure for 2–5 h to obtain alkenyl triazole compounds. This invention utilizes a diamine reaction at room temperature, requiring no additional catalyst or oxidant, exhibiting excellent functional group tolerance and broad substrate applicability, while also demonstrating good chemoselectivity, regioselectivity, and stereoselectivity. The reaction system is free of toxic metal catalysts, simple to operate, and demonstrates excellent functional group tolerance and broad substrate applicability. The raw materials used are inexpensive and readily available, exhibiting good atom economy and step economy, providing a new strategy for the synthesis of triazole series compounds. The entire reaction process is mild, with high product selectivity, simple operation, and environmental friendliness, conforming to the principles of green chemistry.

This application discloses an asymmetric photocatalytic spirocyclic synthesis method for constructing chiral spirocyclic amines, belonging to the field of organic synthesis. This method utilizes a dual-catalyst system composed of chiral phosphoric acid (CPA) and fac-Ir(ppy)3 photosensitizer. Under visible light irradiation, using alkenylsulfonyl oximes I and vinyl azide II substituted with imine-nitro-aromatic hydrocarbons as starting materials, a series of imine-nitro-nitro-aromatic hydrocarbon-functionalized spirocyclic amines were synthesized in high yield and with high enantioselectivity. The key innovation of this invention lies in using a sulfonyl group to replace the traditional ester group to protect the nitrogen atom of the oxime. This improvement promotes the energy transfer (EnT) mechanism rather than the single electron transfer (SET) mechanism. In this way, the reaction efficiency is significantly improved, while providing an ideal reaction environment for chiral hydrogen bonding catalysis.

This invention discloses a method for synthesizing 4,6-bis(trifluoromethyl)-1,3,5-triazabicyclo[3.1.0]hex-2-ene compounds. Using nitrile compounds and diacaridine as raw materials, the method utilizes photo-induced decomposition of diacaridine to efficiently construct the target azabicyclo skeleton. This method features mild reaction conditions and a simple synthetic route. Furthermore, it exhibits broad functional tolerance, mild reaction conditions, high yield, and simple post-processing, making it a promising green chemical synthesis method. The novel skeleton can serve as a novel bioisostere, overcoming the bottlenecks of limited existing skeleton structures and high synthetic difficulty, providing technical support for drug molecule optimization and new drug development.

The invention discloses a reaction composition and a method for constructing a gamma-amino acid skeleton by photopromoted CO2 immobilization. The composition comprises a 1, 1-stilbene compound, an alpha-silicon-based carbazole compound, a photocatalyst, alkali and carbon dioxide. The method comprises the following steps: under visible light irradiation and a carbon dioxide atmosphere, carrying out desiliconization on an alpha-silicon-based carbazole compound to generate alpha-amino carbon free radicals by utilizing a photooxidation reduction catalytic mechanism, and then carrying out addition on a 1, 1-stilbene compound and capturing carbon dioxide, so as to construct a gamma-amino acid skeleton. According to the method, a silicon-based activation strategy is utilized, the use of high temperature, high pressure and a metal catalyst is avoided, the method has the advantages of mild reaction conditions, strong substrate universality, high chemical selectivity and the like, and efficient and green synthesis of the carbazole-containing unnatural amino acid is realized.

The application discloses a kind of methods for the depth separation of indium, belong to nonferrous metallurgy technical field.The method for the depth separation of indium of the application, in view of the problems such as low efficiency of indium separation and extraction in strong acidic, multi-ion coexisting system, poor selectivity and insufficient stability of traditional adsorption material, based on the specific coordination chemical behavior of indium, design and synthesize the organic building unit of indium selectivity, and construct the covalent organic framework material with high crystallinity and high specific surface area by reversible covalent bond self-assembly.Relying on the functional groups uniformly distributed in ordered pore, the material has high-density active sites, excellent chemical stability and multi-level pore structure characteristics, can produce specific recognition and strong coordination effect on indium ions, realize efficient, depth separation and recovery of indium ions under the condition of strong acidity, multi coexisting ions.

The invention discloses a synthesis method of chiral cyclic ether, chiral cyclic ether and application thereof, and the synthesis method comprises the following step: in the presence of a catalyst, reacting a compound as shown in a structural formula I with hydrogen to obtain the chiral cyclic ether as shown in a structural formula II. The synthesis method is simple in reaction system, easy to operate and high in economic benefit.

The invention discloses a simple and efficient synthesis method of triaromatic amine compounds, comprising the steps of: adding 8-quinolyl substituted benzamide compounds, benzohydroxamic acid compounds, nickel catalysts, bis-diphenylphosphine ligands, potassium adamantanecarboxylate, and silver phosphate to an organic solvent N, N-dimethylformamide, heating to 130 DEG C under nitrogen conditions to react, reacting for 15h, and after the reaction is complete, post-processing (extraction and column chromatography separation) obtains the corresponding triaromatic amine compounds. In the present invention, directly using simple, easy to prepare, stable benzohydroxamic acid as aminating reagent, one-pot preparation of triaromatic amine compounds can be achieved via nickel-catalyzed inert carbon-hydrogen bond amination reaction. The conversion operation is simple, reactive, atom economy is good, substrates are widely used, and functional group compatibility is good, providing a kind of efficient synthetic route for the preparation of triaromatic amine compounds.

Thioester compounds, as an important generation intermediate, are widely present in bioactive molecules. They are usually used to generate bioactive molecules such as peptides and amino acids. They can also be used in food chemistry and materials science, and play a key role in the regulation and metabolism of cell functions closely related to life. In addition, thioesters can also be used as generation intermediates to generate compounds such as ketones, ethers, alcohols, and amides. Therefore, the generation of thioesters has received widespread attention from chemists. In 2019, we synthesized a new reagent, monothiooxalate, and achieved the thiocarbonylation reaction of halides by palladium catalysis (Org. Lett. 2019, 21, 9521). However, due to the relatively simple structure of halides, the types of thioester compounds synthesized by halides are relatively scarce. In view of this problem, the present invention uses C-H bond functionalization to obtain a wide range of sulfonium salt raw materials, and the sulfonium salt structure type is more novel and diverse. More thioester compounds with different functional groups and more complex structures can be synthesized and prepared, and by this method, the thiocarbonylation reaction of sulfonium salts of different drug molecules can be achieved, and a method is provided for further modification of drug molecules, so the present invention has certain innovation. The present invention provides a new method for preparing thioester compounds by using aryl sulfonium salts as raw materials. Through the reaction characteristics of excited state palladium catalysis, the generation of thioester compounds is carried out under room temperature illumination conditions. The method provided by the present invention can achieve high-efficiency catalytic conversion under room temperature illumination conditions, mild reaction conditions, simple operation, high atomic utilization efficiency, meet the requirements of green environmental friendly chemistry, and the substrate range and functional group compatibility have universality and high chemical selectivity. And the method can be successfully applied to functional group modification of drug molecules to optimize the generation strategy of some drug molecules, improve generation efficiency, reduce reaction costs, and in the form of C-H bond functionalization, the sulfonium salt raw materials obtained are widely available, with good industrial generation value prospects.

The invention relates to the technical field of high polymer materials, and discloses polyarylsulfone and a preparation process thereof. The preparation process of the polyarylsulfone comprises the following steps: adding di-(4-chlorodiphenyl sulfone), water and an alkaline compound into a solvent to form a mixed solution; under a protective atmosphere, controlling the temperature of the mixed solution to be 130-150 DEG C, and reacting for 4-6 hours to obtain an intermediate product; adding di-(4-chlorodiphenyl sulfone) and a solvent into the intermediate product, controlling the temperature to be 160-220 DEG C, and reacting for 4-8 hours to prepare a polyarylsulfone solution; the polyarylsulfone solution is filtered, smashed, washed and dried, and polyarylsulfone is prepared. According to the technical scheme, a heavy metal catalyst does not need to be used, the cost is effectively reduced, and the problems of environmental pollution and equipment corrosion are avoided. And the whole reaction process has high chemical selectivity and few side reactions, and the prepared polyarylsulfone product has high yield and purity.

The invention belongs to the technical field of synthesis of cephalosporin compounds, and particularly relates to a cephalosporin compound as well as a preparation method and application thereof. The cephalosporin compound is a compound as shown in the following structural general formula, an optical isomer and a pharmaceutically available salt, wherein R is selected from aryl, substituted aryl, 5-to 8-membered heteroaryl, 3-to 8-membered aliphatic ring and bicyclic monoterpene ketone group; the number of substituent groups of the substituted aryl is 1 to 5; substituent groups of the substituted aryl groups are independently selected from C1-C6 alkyl groups, substituted C1-C6 alkyl groups, halogen and cyano groups; the substituent of the substituted C1-C6 alkyl is selected from halogen. According to the invention, the cephalosporin compound and the sulfonyl chloride are used as raw materials for modifying the cephalosporin antibiotics for the first time, so that the antibacterial and anti-inflammatory dual functions are realized, and the effects of inhibiting bacteria and regulating inflammatory response are synchronously exerted.

The invention discloses a preparation method of high-purity dihydrooat alkaloid, which comprises two continuous reaction stages of nucleophilic substitution and electrophilic addition and a post-treatment stage of separation and purification, and comprises the following steps: under the condition of nitrogen protection, carrying out nucleophilic substitution reaction on p-hydroxyphenylpropionic acid and carbonyl diimidazole to generate an N-acyl imidazole active intermediate; dropwise adding into an organic solvent of o-aminobenzoic acid without separation to complete electrophilic addition reaction, so as to generate a dihydrooat alkaloid solution with high selectivity; after the reaction is finished, cooling to room temperature, extracting, separating and concentrating an organic phase to separate out a crude product or concentrating a reaction solution until the reaction solution is dry and separating out a crude product in an acidic aqueous solution, and recrystallizing to obtain the high-purity dihydrooat alkaloid. The one-pot process strategy of step-by-step activation and controllable addition is adopted, the reaction has the advantages of being high in chemical selectivity, mild in reaction condition, high in raw material conversion rate and simple and convenient in aftertreatment, phenolic hydroxyl protection is avoided, the problem of high-selectivity amidation is solved, and the preparation cost is effectively reduced.

The invention discloses a method for organic catalytic synthesis of a beta-amido azole compound, which comprises the following steps: in an argon atmosphere, adding a copper metal catalyst and pyridine organic small molecules into a solvent, stirring at room temperature to react for 0.5 hour, and gradually changing the color of the system from colorless to red; then, sequentially adding reaction substrates, namely fluoro-bis (benzenesulfonyl) imide, an olefin compound and an azolylation substrate into the system, and stirring and reacting at room temperature for 6 hours; and after the reaction is finished, draining the solvent to obtain a crude product, and carrying out column chromatography separation and purification on the crude product to obtain the beta-aminoazole compound. According to the invention, one-step synthesis of the beta-amido azole compound is realized, and the adopted reaction raw materials are wider, so that the substrate range of the synthesized product is further expanded.

The invention provides a synthesis method of a dialkyl selenide compound, which comprises the following step: by taking olefin and sodium selenide as raw materials and acid as an additive, reacting in an organic solvent under the protection of inert gas to obtain the dialkyl selenide compound. Compared with a traditional process, the method has the advantages of cheap and easily available raw materials, mild conditions, simple operation, high atom economy, excellent chemical selectivity, good functional group compatibility, wide substrate universality and the like, and is suitable for industrial production of the dialkyl selenide compounds, especially complex organic selenium compounds containing multiple functional groups.

The invention provides a method for synthesizing a benzenesulfonamide compound by taking substituted benzene and NFSI as raw materials and directly heating in the presence or absence of a solvent. Compared with the existing synthesis method of the benzenesulfonamide compound, the method has the advantages that the used reagent raw materials are simple and easy to obtain, any catalyst and additive are not needed, even the sulfonamide reaction of the electron-rich aromatic ring can be realized by a one-step method under the solvent-free condition, and the production cost is greatly saved; the range of reaction substrates is wide, and benzene with various substituent groups can react smoothly; the reaction efficiency is high, and corresponding products can be almost obtained at high yield in most reactions.

The invention discloses a method for synthesizing an organic silicon stabilizer through a one-pot three-step reaction, which is carried out under simple and easy-to-control conditions, trichlorosilane (compound I) is used as a raw material, one-time addition reaction and two-time substitution reaction are carried out by means of a one-pot three-step strategy, further purification is not needed in the process, and the organic silicon stabilizer is synthesized through a one-pot three-step method. Finally, the 3-(2-methyl formate) aminopropyl trimethoxy silane is converted into the 3-(2-methyl formate) aminopropyl trimethoxy silane (compound V). The synthesis of the product can be realized through a one-pot three-step method, and the provided synthesis method has the advantages of high atom economy, high reaction activity, excellent chemical selectivity and the like, so that the preparation method has a wide application prospect.