91 results about "Aryl halide" patented technology

The invention provides a lithium metal battery electrolyte, a preparation method thereof and a lithium metal battery. The lithium metal battery electrolyte comprises an organic solvent, a diluent and a lithium salt, the diluent is selected from at least one of aryl halide and R1-O-R2, and R1 and R2 independently comprise at least one of H, C, N, O, F and P elements. According to the lithium metal battery electrolyte, the preparation method thereof and the lithium metal battery provided by the embodiment of the invention, the high-concentration electrolyte can have lower viscosity and better wettability, and the stability of a solvation structure of an electrolyte system is improved, so that the coulombic efficiency and the number of cycles of the lithium metal battery can be effectively improved.

The invention relates to the technical field of water treatment, in particular to a method for treating degradation-resistant organic pollution underground water based on a micro-interface strengthening technology. According to the technical scheme, the method comprises the steps that an underground water sample is collected and subjected to pollution characteristic analysis, composite material slurry is injected into a water-containing layer to construct an interface-enhanced in-situ reaction system, and the slurry is composed of nanoscale iron-based metal particles, graphene oxide derivatives, modified biochar, a surfactant and the like; meanwhile, a low-pressure gas injection system is arranged to form a micro-aerobic environment so as to improve the interface reaction efficiency, dominant microbial communities are synchronously injected, a slow-release carbon source carrier is added so as to strengthen the biological synergistic degradation effect, and the operation state of the system is regulated and controlled through multi-parameter monitoring. According to the method, a micro-interface synergistic system integrating physical adsorption, chemical reduction and biological metabolism is constructed, refractory organic pollutants such as aryl halide and polycyclic aromatic hydrocarbon in underground water can be efficiently and stably removed, and the method has the advantages of being high in remediation efficiency, high in operation stability and wide in environmental adaptability.

The invention relates to the field of organic chemical synthesis, in particular to a quinazolinone compound synthesized by carbon dioxide and a preparation method of the quinazolinone compound. According to the preparation method for synthesizing the quinazolinone compound from carbon dioxide, carbon dioxide, a 2-aminobenzamide compound and aryl halide are taken as raw materials, and are subjected to a heating reaction in the presence of a palladium metal catalyst, a ligand, a reducing agent, alkali and an organic solvent to generate the quinazolinone compound. The mechanism is as follows: carbon dioxide forms an intermediate A under the conditions of alkali and a reducing agent, aryl halide and the intermediate A form a carbonyl metal compound B under the action of a palladium metal catalyst, and then the carbonyl metal compound B reacts with a 2-aminobenzamide compound under the action of the alkali and the reducing agent to obtain the quinazolinone compound. The catalyst system has universality to various types of 2-aminobenzamide and derivatives and aryl halides thereof, the raw materials are wide in source, cheap and easy to obtain, and the reaction process is simple and controllable.

The invention discloses a method for dehalogenation reduction of electron-rich aryl halide, which comprises the following step: by taking aryl halide as a raw material, carrying out heating reaction in the presence of phosphorous acid, elemental iodine and a solvent to prepare a corresponding aromatic compound. According to the method, the defect that expensive transition metal catalysts and equivalent metal reagents need to be used for participation in current mainstream methods is directly avoided, the electron-rich aryl halide is subjected to one-step dehalogenation reduction to obtain the corresponding aromatic hydrocarbon by taking low-cost, low-toxicity and relatively stable phosphorous acid as a reducing agent and taking the iodine elementary substance as a catalyst, and the method has the advantages of no metal participation, simple operation, low cost and the like. The method has the advantages of simple operation, low cost, environmental protection and the like, avoids the use of a metal reagent and the limitation that special equipment is not easy to amplify production, after the phosphorous acid reaction is finished, byproducts are generally phosphoric acid and corresponding phosphorus salts thereof and can be quickly removed by washing, the post-treatment is simple, and the method is beneficial to industrial production.

The application discloses a kind of using cobalt catalyst by unreported double migration coupling strategy, realizes migration asymmetric nitrogen hetero Nozaki-Hiyama-Kishi (aza-NHK) reaction, and the selective preparation α-chiral (E)-allyl amine starting from simple and easy to obtain ortho halogen phenyl ethylene or corresponding E / Z-alkyl bromide or its mixture belongs to the field of organic chemistry and medicinal chemistry.The application under the action of metal cobalt source, ligand, organic additive, inorganic additive etc., makes cyclic sulfonamide and ortho alkenyl substituted aryl halide or alkenyl halide react in organic solvent, to obtain a series of polysubstituted olefins with excellent regioselectivity, stereoselectivity and good yield, which can be used as active drug molecules and important synthetic intermediates.The application uses cheap transition metal cobalt as catalyst, and uses ortho alkenyl substituted aryl iodine and cyclic sulfonamide as raw material, and the reaction condition is warm, simple operation, and good functional group compatibility.

The invention provides a benzo-silicon hybrid eight-membered ring compound with a stereo axis, which is constructed based on palladium-catalyzed alkyne insertion / C-H activation / ring expansion. According to the method, aryl halide, alkyne and silacyclobutane which are simple and easy to obtain are used as initial raw materials and are stirred to react in an organic solvent at the temperature of 40-120 DEG C under the action of a palladium catalyst, a phosphine ligand and alkali, and the benzo-silicon hybrid eight-membered ring compound can be obtained. The method has the advantages of cheap and easily available raw materials, mild reaction conditions, simple preparation process, good regioselectivity, wide substrate application range, easy amplification and the like.

This invention discloses a migration C(sp²)-H / C(sp³)-H cross-coupling reaction achieved using metal / photoredox catalysis, belonging to the fields of organic chemistry and medicinal chemistry. Under the action of a nickel source, photocatalyst, ligands, base, and additives, this invention enables the reaction of alkanes with ortho-alkenyl-substituted aryl halides or ortho-pyridine-substituted aryl halides in an organic solvent under light irradiation, yielding a series of polysubstituted olefins or polysubstituted aromatic compounds with excellent regioselectivity, stereoselectivity, and good yields, which can serve as active pharmaceutical molecules. This invention uses inexpensive transition metal nickel as a catalyst, readily available alkanes and haloaromatics as raw materials, and features mild and simple conditions, good functional group compatibility, and easy operation.

The invention relates to a cross electrophilic coupling reaction method of aryl sulfone compounds and aryl halides. A series of (hetero) biaryl structure compounds are obtained. The reaction does not need anhydrous and anaerobic protection, is driven by electrochemistry at room temperature, takes a nickel bromide (II) diethylene glycol dimethyl ether compound as a catalyst, takes 2, 2 '-bipyridine or 2, 2'-bipyridine-5, 5 '-dimethyl phthalate as a ligand, takes lithium bromide as an electrolyte, takes a stainless steel sheet or a zinc sheet as an anode, takes foamed nickel as a cathode, and takes nickel hydroxide as a cathode. The preparation method comprises the following steps: placing an aryl sulfone compound and aryl halide in N, N-dimethylformamide, respectively electrifying a positive electrode and a negative electrode for 10 hours, and carrying out column chromatography purification by using an automatic column chromatography machine to obtain the biaryl compound. By adopting the method, not only can a series of important drug molecules be synthesized, but also electrochemical polymerization reaction can be performed.

This application relates to the field of organic chemical synthesis, specifically to a method for synthesizing quinazolinone compounds from carbon dioxide and its preparation. The method uses carbon dioxide, 2-aminobenzamide compounds, and aryl halides as raw materials, and reacts under heating in the presence of a palladium metal catalyst, a ligand, a reducing agent, a base, and an organic solvent to generate quinazolinone compounds. The mechanism is as follows: carbon dioxide forms intermediate A under alkaline and reducing conditions; the aryl halide reacts with intermediate A under the action of a palladium metal catalyst to form a carbonyl metal compound B, which then reacts with the 2-aminobenzamide compound under the action of an alkaline and reducing agent to obtain the quinazolinone compound. This catalyst system is universally applicable to various types of 2-aminobenzamides and their derivatives, as well as aryl halides; the raw materials are widely available, inexpensive, and readily available; and the reaction process is simple and controllable.

The present invention discloses a synthetic method for constructing a new C-C bond by the copper-catalyzed cross-coupling reaction of arylsulfonium salts with arylsilanes. The method uses arylsulfonium salts and arylsilanes as reaction raw materials, arylsulfonium salts as electrophilic reagents, and arylsilanes as nucleophilic reagents to synthesize biaryl compounds under the conditions of a catalyst / ligand / base / solvent. Among them, the catalyst is cuprous iodide, and 1,10-Phen and cesium fluoride are used as additives to achieve the synthesis of biaryl compounds at 70 °C. The reaction of the method of the present invention avoids the use of aryl halides and reduces environmental pollution. In addition, the reaction uses arylsulfonium salts as electrophilic reagents, improving the site selectivity of the reaction. The reaction avoids the use of organometallic reagents, avoiding the toxicity and instability of organometallic reagents. The reaction avoids the use of precious metal catalysts and uses inexpensive cuprous iodide as a metal catalyst, reducing the cost of synthesizing biaryl compounds.

The invention discloses a method for efficiently synthesizing aryl halide through biomimetic catalysis aerobic oxidation halogenation, and belongs to the technical field of organic synthesis. The method is characterized in that under the condition of oxygen or air in the presence of a simple catalyst (alurea) and a cheap reducing agent (ascorbic acid), (hetero) aromatic hydrocarbon (I) and halide salt (II) react to efficiently and specifically obtain halogenated aromatic hydrocarbon (III). Aromatic halide is an important organic synthesis element and a drug molecule building block, but according to the biomimetic catalysis oxidation halogenation method, various brominated, iodinated and chlorinated products can be generated with high yield and high selectivity by utilizing cheap and green halide salt under mild conditions; and the reaction has the advantages of green and cheap reagents, mild conditions, simple operation, easy amplification, wide substrate range, good functional group tolerance, compatibility with unpurified primary raw materials and suitability for precise later modification of complex active molecules, and shows good economic practicability and industrial application prospects.

The invention relates to the field of compound preparation, and discloses a method for preparing carboxylic acid aryl ester through in-situ oxyarylation of aryl halide and carboxylic acid under the catalysis of light-induced iron, which comprises the following steps: by taking aryl halide and carboxylate as raw materials, iron metal salt as a catalyst and nonmetal Lewis acid as an additive, carrying out light illumination in an inert gas atmosphere, and carrying out in-situ oxyarylation on aryl halide and carboxylic acid to obtain the carboxylic acid aryl ester. And reacting in an organic solvent according to a reaction formula to obtain the carboxylic acid aryl ester compound as shown in the formula III. According to the method, the problem of high bond energy of a C-F bond in aryl fluoride is overcome by innovatively utilizing a system formed by photo-activated iron catalysis-nonmetal Lewis acid, efficient coupling of fluorobenzene and aryl halide containing electron donating / withdrawing substituents and inorganic carboxylate is realized, the range of aryl halide substrates is widened, reaction conditions are mild, strong acid and strong base are not needed, and the method is suitable for industrial production. And precious metal is replaced by a cheap iron catalyst. The invention provides an efficient and environment-friendly new way for green synthesis of the ester-based aromatic compounds, and has a remarkable industrial application prospect.

The application discloses a method for dehalogenation reduction of electron-rich aryl halide. The aryl halide is used as raw material, and is heated to react in the presence of phosphorous acid, iodine and a solvent, so that the corresponding aromatic hydrocarbon compound is prepared. The method directly avoids the defects of the current mainstream method, i.e. the need of using expensive transition metal catalyst and equivalent metal reagent. The electron-rich aryl halide is reduced to the corresponding aromatic hydrocarbon by one step through using the cheap, low-toxic and stable phosphorous acid as a reducing agent and iodine as a catalyst. The method has the advantages of no need of metal participation, simple operation, low cost, green environmental protection and the like, avoids the use of metal reagent and the limitation of special equipment which is not easy to be enlarged for production. After the reaction of the phosphorous acid is completed, the by-product is generally phosphoric acid and the corresponding phosphorus salt, which can be quickly removed through water washing, and the post-treatment is simple, so that the industrialized production is facilitated.

The invention discloses a preparation method and application of tert-butyl aryl ether, and belongs to the technical field of organic compound preparation. The present invention comprises the steps of reacting an aryl halide with an alkali metal alkoxide solid in an organic solvent under the catalysis of a catalyst to produce a tert-butyl aryl ether; aryl of the aryl halide is provided with or not provided with a substituent group; the catalyst is a phase transfer catalyst or a combination of a phase transfer catalyst and a halide. In the reaction for preparing the tert-butyl aryl ether through the reaction of the aryl halide and the alkali metal alkoxide solid in the organic solvent, the phase transfer catalyst is adopted to replace a metal catalyst in the prior art, and compared with the prior art, the method has the advantages of lower reaction cost, shorter reaction time, higher yield and higher purity.

The present invention provides the process for the preparation of substituted aryl halide compound of Formula (I) from substituted aryl amine compound of Formula (II) in the absence of catalyst wherein, X, n and R1 are as defined herein.

The present application provides a class of hydroxyl-substituted pyridine-2-carboxylic acid amide ligands and their use in copper-catalyzed aryl halide coupling reactions. Specifically, the present application provides a class of hydroxyl-substituted pyridine-2-carboxylic acid amide ligands and their use; wherein the definitions of each group are as described in the specification. The ligands are used in a catalytic system for copper-catalyzed cross-coupling reactions of aryl halides (particularly aryl chlorides) with aromatic amine compounds.

The invention discloses a conjugated microporous polymer material as well as a preparation method and application thereof in photocatalysis, and belongs to the technical field of organic photoelectric materials and photocatalysis. According to the preparation method of the conjugated microporous polymer material, 1, 3, 5-trivinyl benzene and aryl halide ligands (such as 1, 4-dibromobenzene, 1, 3, 5-tribromobenzene and the like) are used as raw materials, palladium acetate is used as a catalyst, and the conjugated microporous polymer material is synthesized through a Heck coupling reaction by a hydrothermal method. The prepared conjugated microporous polymer material can generate photo-generated charges under an illumination condition, shows semiconductor-like characteristics and a two-dimensional plane structure, and is suitable for photocatalytic degradation of organic pollutants in water and reduction of carbon dioxide. The photocatalyst has a remarkable degradation effect on tetracycline hydrochloride under visible light and can be used for photocatalytic reduction of carbon dioxide to generate useful products. The material is stable in structure, large in specific surface area and reasonable in pore size distribution, and has a good application prospect.

Gold(I) complexes capable of absorbing light in the near-UV and / or visible region, and methods of making and using the same, are described. These gold(I) complexes have photochemical reactivity, such as strong absorption of near-UV and / or visible light, quenching rate constants of > 3.5 x 10 5 s ‑1 This enables them to catalyze photoredox reactions under near-UV and / or visible light, such as homocoupling of organic halides (e.g., alkyl halides and aryl halides), alkylation of 2-phenyl-1,2,3,4-tetrahydroisoquinolines, cyclization of indoles, reductive dehalogenation of aryl halides, and / or C-H bond cleavage, among others. The yields of products of photo-induced organic reactions catalyzed by the gold(I) complexes described herein can be higher than the yields of the same products formed from the same reactions under the same reaction conditions using [Au2(μ-dppm)2](Cl)2, [Ru(bpy)3](Cl)2, and / or [fac-Ir(ppy)3] at the same or higher loading than the loading of the one or more gold(I) complexes.

The invention discloses a green synthesis method of tertiary amine. The method comprises the following steps: mixing and stirring aryl / heteroaryl halide, a B2N4 reagent, a nickel catalyst and a solvent, and reacting under a heating condition. According to the method, extra alkali and ligand are not needed, so that the cost in the raw material purchase, separation and purification processes is effectively reduced; the method is simple in operation, mild in reaction condition, capable of obtaining a target product at an excellent yield, good in tolerance to various functional groups, wide in substrate application range, suitable for alkaline sensitive substrates and suitable for later modification of bioactive complex molecules. The whole reaction process is simple and efficient, and large-scale production operation is facilitated. In addition, no alkali is needed, and the B2N4 reagent plays a double role in the reaction system and is used as a single electron transfer donor and a nitrogen source for amination reaction, so that the burden of waste treatment can be further reduced, the concept of green chemistry is completely met, and sustainable development is promoted.

The invention discloses a water-stable 2-pyridine inner salt boron reagent as well as a preparation method and application thereof in a coupling reaction, and the 2-pyridine inner salt boron reagent has a structure as shown in a formula (I), the compound can be prepared by reacting 2-pyridine boric acid, 2-pyridine boric acid ester or 2-pyridine boron anion complex salt with a fluorine anion source and a proton source in the presence of a solvent. The 2-pyridine inner salt boron reagent provided by the invention is simple in preparation method, mild in reaction condition, high in yield and suitable for industrial production; more importantly, the 2-pyridine inner salt boron reagent is good in stability in a water phase, can be used as an aryl nucleophilic reagent to be quickly and efficiently subjected to a coupling reaction with aryl halide to synthesize 2-aryl pyridine derivatives with various structures, and is wide in substrate, high in yield and suitable for industrial production. Good application prospects are realized in the fields of chemical synthesis, medicine development, material science and the like. # imgabs0 #

The invention discloses a preparation method and application of tert-butyl aryl ether, and belongs to the technical field of organic compound preparation. The invention comprises the following steps: reacting an aryl halide with an alkali metal alkoxide solid in an organic solvent under the catalysis of a catalyst to produce tert-butyl aryl ether; the aryl halide has or does not have a substituent on the aryl group; the catalyst is a phase transfer catalyst or a combination of a phase transfer catalyst and a halide. In the reaction of preparing tert-butyl aryl ether by reacting an aryl halide with an alkali metal alkoxide solid in an organic solvent, the phase transfer catalyst is used instead of the metal catalyst in the prior art, and compared with the prior art, the method has lower reaction cost, shorter reaction time, higher yield and higher purity.

The application discloses a kind of dihydrotriazole aromatization precursor, preparation method and the dihydrotriazole aromatization precursor in the deacyl arylation of ketone, and the application includes: (1) ketone and 2-pyridyl hydrazine amide are dissolved in solvent, then active additive is added, and heating activation reaction is carried out under inert gas atmosphere, to obtain dihydrotriazole aromatization precursor;(2) the product of step (1) is mixed with aryl halide after or without purification, and is carried out under the conditions of photocatalyst, nickel catalyst, base, solvent and light irradiation photocatalytic reaction, to obtain the deacyl arylation product of ketone.The deacyl arylation reaction method of ketone of the application has the advantages that raw material is simple and easy to obtain, reaction condition is mild, substrate applicability is wide, etc., meets the requirements of developing green environment-friendly chemistry.

The application discloses a preparation method of aryl trimethyl tin alkylate, which comprises the following steps: uniformly mixing aryl halide, 2,4,5,6-tetrakis(9-carbazolyl)-m-dinitrile, N,N-diisopropylethylamine, hexamethyldistannane and a solvent, carrying out reaction, and removing the solvent after the reaction is completed; then carrying out column chromatography to obtain pure aryl trimethyl tin alkylate; the reaction method of tin alkylation has good tolerance and universality to functional groups, the yield of the prepared aryl trimethyl tin alkylate is high, and the highest yield can reach 95%. The raw material adopted is cheap, stable, environment-friendly, low-toxic and the like, and is widely available, cheap and easy to obtain, and has low production cost.

The present invention relates to a method for coupling aryl halides with N-nucleophilic reagent compounds, characterized in that the coupling is carried out in the presence of a binuclear copper (II) complex with a substituted salbed-type ligand of formula (I). Also described are novel binuclear copper (II) complexes with a substituted salbed-type ligand within the scope of Formula (I).

The invention discloses a method for catalyzing a coupling reaction of aryl halide and Hanus ester by light / cobalt redox, which comprises the following steps: adding a photocatalyst and cobalt salt into a solvent containing organic amine and zinc salt, and catalyzing the coupling reaction of aryl halide and Hanus ester to synthesize diphenylmethane compounds and derivatives thereof under the irradiation of visible light. According to the method disclosed by the invention, the Hanus ester is used as a mild free radical precursor to replace a traditional metal reagent to carry out coupling reaction with the aryl halide, so that the substrate compatibility and the reaction operability are improved, and the product yield can be up to 93%.

The present invention belongs to the field of organic chemical synthesis, and relates to a method for photocatalytic synthesis of indole benzyl sulfone compounds. An aryl halide 1 is mixed with a sodium sulfinate compound 2, a photosensitizer, a base, 2,6-dimethyl-3,5-diethylcarboester-1,4-dihydropyridine, and a solvent and placed in a reactor, and a photoreaction is carried out under the protection of an inert gas and the irradiation of an LED lamp to obtain an indole benzyl sulfone compound 3. Compared with the prior art, the photocatalytic synthesis method of the present invention is green and environmentally friendly, does not require high temperature conditions, has mild reaction conditions, does not require the use of a strong oxidant, is easy to operate, has a high yield, and is more green and safe.

The invention discloses a method for constructing a chiral nitrogen heterocyclic ring through palladium-catalyzed asymmetric dynamic kinetics C-N coupling, and belongs to the technical field of organic synthesis. The invention relates to a method for constructing a chiral nitrogen heterocyclic ring by palladium-catalyzed asymmetric dynamic kinetics C-N coupling, which comprises the following steps: uniformly mixing a palladium catalyst, a ligand, alkali and a solvent, adding a compound with a saturated racemic nitrogen heterocyclic ring and an aryl halide, and mixing for reaction to obtain the compound with the chiral nitrogen heterocyclic ring. According to the method disclosed by the invention, the used substrate is a compound with a saturated racemic azacyclo-ring, the substrate synthesis steps are simple and efficient, and the problem that a high-purity chiral alcohol raw material needs to be used in a traditional synthesis method or a substrate preparation method is complicated is solved; the method is mild in reaction condition, easy in reaction condition control, strong in chiral control capability, wide in substrate applicability and very good in applicability to heterocyclic ring substrates, the ee value of most of the compounds is 90% or above, and various compounds with chiral nitrogen heterocyclic rings can be synthesized.

The present invention discloses a method for selectively synthesizing an empagliflozin intermediate. By selectively hydrogenating and reducing gluconolactone to chiral hemiacetal, and then directly performing a dehydroxy arylation coupling reaction with an aryl halide compound under the action of a catalyst to obtain an intermediate compound Ⅳ of empagliflozin. The beneficial effects of the present invention are as follows: Through the selective synthesis of chiral hemiacetal and the direct dehydroxy arylation coupling reaction, the selectivity of the gluconolactone connection reaction is effectively increased, the reaction steps of the overall route are reduced, and the generation of reaction by-products can be effectively reduced; in addition, the synthesis method of the present invention is simple to operate, the product is easy to process, the product yield and purity are relatively high, the raw materials are easily available, and it is suitable for industrial scale-up production.

The application discloses a method for preparing fluorine-containing aromatic hydrocarbon by using a high gravity reactor and belongs to the technical field of organic fluorine chemical industry. The method comprises the following steps: dissolving aryl halide in a polar aprotic solvent to obtain an aryl halide solution; dispersing alkali metal fluoride in the polar aprotic solvent to obtain an alkali metal fluoride suspension; feeding the prepared aryl halide solution as one feed and the prepared alkali metal fluoride suspension as another feed into a high gravity reactor continuously, fully mixing the two feeds in a high gravity field at a reaction temperature and making the two feeds undergo halogen exchange fluorination, and after the reaction liquid flows out of the high gravity reactor, the target fluorine-containing aromatic hydrocarbon product is obtained through separation and purification. The method has the advantages of high mass transfer efficiency, short reaction time, few by-products, low energy consumption and high intrinsic safety.

The invention discloses a method for synthesizing aryl amide by light / nickel concerted catalysis of aryl halide. Compared with the prior art, after the phenyl aryl benzoate product is obtained, treatment is not needed, and amine is directly added to obtain amide. The preparation method provided by the invention has the advantages of simple operation steps, good substrate universality, coverage of polycyclic and heterocyclic substituted aryl phenyl benzoate, wide functionality tolerance, mild reaction conditions and high yield, and is a green chemical synthesis method with good application prospects.