92results about "Organic substitution" patented technology

The invention discloses a chitosan-based coupling reaction catalyst as well as a preparation method and application thereof. The preparation method comprises the following steps: sequentially modifying chitosan by using an aromatic aldehyde compound and halogenated carboxylic acid to prepare modified chitosan with multiple complexing sites of imino, carboxyl and hydroxyl, taking the modified chitosan as a carrier, and complexing the capturing sites with palladium salt to prepare a catalyst of a functional chitosan-loaded Pd complex. Through a multi-site synergistic complexing effect, the catalyst shows excellent catalytic efficiency and stability in a coupling reaction. Depending on multi-site complexing metal Pd, after the catalyst is recycled for multiple times, the metal falling amount is lower than 0.1%, and the defect that metal of a traditional heterogeneous catalysis system is prone to loss is overcome. In the preparation process, the environment-friendly chitosan with relatively high biocompatibility is used as an initial raw material, so that the preparation method has the advantages of low production energy consumption, environment-friendly and efficient catalytic process, good cycle performance and the like, and has a wide industrial application prospect.

The present invention relates to a method for forming C-C bonds using organolithium compounds under continuous flow conditions in a microreactor or mesoreactor system, wherein an organic substrate is reacted with an alkyllithium compound in the presence of a donor solvent to form a Li intermediate, which can be reacted with an electrophile in situ or in a subsequent second reaction step to form an organic secondary product, and the organolithium compound RLi is used as a hydrocarbon solution or hydrocarbon mixture solution, and the RLi concentration is at least 3M, preferably at least 4M. [Selection diagram] None

The present invention addresses the problem of providing a method for producing a homo-coupling reaction product, whereby it becomes possible to substantially eliminate the use of an organic solvent, to carry out a reaction under a mild reaction condition by a simple reaction operation, to use a broad range of organic halogen compounds as starting materials, to produce a reaction product within a short time with high yield, and to produce a reaction product having a higher molecular weight. As a solution for the problem, a method for producing a homo-coupling reaction product of an organic halogen compound represented by formula (I): A1-Xm (wherein A1 represents any one of an m-valent aromatic hydrocarbon group which may have a substituent, an m-valent aromatic heterocyclic group which may have a substituent, an m-valent heterocyclic group which may have a substituent, an m-valent aliphatic hydrocarbon group which may have a substituent, and an m-valent unsaturated aliphatic hydrocarbon group which may have a substituent; X represents any one of a chlorine atom, a bromine atom and an iodine atom, in which, when there are a plurality of X's, the X's may be the same as or different from each other; and m represents the number of X's and is an integer of 1 or more) is provided, in which the organic halogen compound represented by formula (I) is reacted by a mechano-chemical method in the presence of a nickel catalyst under the following condition (a) and / or the following condition (b). Condition (a): the amount of a solvent to be used is 0.8 mL or less relative to 1 mmol of the organic halogen compound. Condition (b): a hetero-atom-containing compound is present.

The present invention provides a method for preparing a drug linker complex. The present invention further provides a method for preparing an intermediate or a salt thereof to be used and the use of the intermediate or a salt thereof. The raw materials according to the preparation method described in the present invention are easy to obtain, simple to operate, have high product purity, and are suitable for large-scale synthesis.

To provide a catalyst which makes it possible to perform a carbon-carbon bond formation process for forming a carbon-carbon bond to produce a desired compound in a fixed bed continuous flow manner and which enables the reactions to take place with high yield in various raw materials.SOLUTION: Provided is a catalyst having a platinum-group metal ion supported thereon, which comprises a platinum-group metal ion or a platinum-group metal complex ion supported on a non-particulate organic porous ion exchanger, the non-particulate organic porous ion exchanger is composed of a continuous backbone phase 1 and a continuous void phase 2, the thickness of the continuous backbone is 1 to 100 μm, the average diameter of the continuous voids is 1 to 1000 μm, the total pore volume is 0.5 to 50 ml / g, the ion exchange volume per dry weight is 1 to 9 mg equivalent / g, and ion exchange groups are distributed uniformly in the organic porous ion exchanger.SELECTED DRAWING: Figure 6

The present invention relates to bis-aminophosphines which are useful as catalysts for the dimerization of alkyl acrylates. Furthermore, the present invention relates to a process for preparing bis-aminophophines, the use of these bis-aminophosphines as catalysts for dimerization reaction of alkyl acrylates and a process for obtaining dimers of alkyl acrylates using bis-aminophosphines as catalyst.

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 application belongs to the field of organic photoelectric materials, and particularly relates to a kind of diary aromatic formyl tetrahalogen benzene compound and preparation method and application.The diary aromatic formyl tetrahalogen benzene compound is tetrahalogen benzene dimethyl acid, which is synthesized by acyl chlorination and Friedel-Crafts acylation, and the novel compound can effectively separate photo-generated charges, promote efficient transmission of excited state electrons or hydrogen, improve photo quantum efficiency and catalytic efficiency, and can be applied to the fields of luminescent materials, photocatalysis, photocuring, fluorescent probes and the like as photosensitive material, photoelectric material, fluorescent probe and the like, for example, applied to photocatalytic carbon-hydrogen bond activation reaction, and has wide market application prospect.Meanwhile, the preparation method provided by the application is simple in operation, mild in condition, simple in reagent and substrate, economical and inexpensive, easy to obtain, efficient in reaction, wide in substrate applicability, and has wide industrial application prospect.

Methods are provided for preparing the Bruton's tyrosine kinase ("BTK") inhibitor compound 2-{3'-hydroxymethyl-1-methyl-5-[5-((S)-2-methyl-4-oxetan-3-yl-piperazin-1-yl)-pyridin-2-ylamino]-6-oxo-1,6-dihydro-[3,4']bipyridinyl-2'-yl}-7,7-dimethyl-3,4,7,8-tetrahydro-2H,6H-cyclopenta[4,5]pyrrolo[1,2-a]pyrazin-1-one.

The invention relates to ylide-functionalized phosphane ligands, the production of same and use in transition metal compounds, as well as the use of same as catalysts in organic reactions.

The application provides a method for synthesizing nitrogen-containing heterocyclic aromatic hydrocarbon derivatives through borate-promoted Suzuki coupling reaction, which comprises the following steps: pyridine borate shown in formula I, pyrimidine borate shown in formula II, quinoline borate shown in formula III are used as raw materials, and alkyl halide shown in formula IV is coupled under the action of borate additive, catalyst, ligand and base, so as to correspondingly generate pyridine derivative shown in formula V, pyrimidine derivative shown in formula VI and quinoline derivative shown in formula VII; wherein, R is a substituent group. The method has the advantages of wide raw material source, stable reaction system, wide substrate applicability, mild reaction condition, good reaction functional group compatibility, economy and practicability and the like.

The present invention relates to air stable, binary Ni(0)-olefin complexes and their use in organic synthesis.

There are many benefits to organometallic catalysis, especially in homogeneous catalysis for C(sp2)-H bond activation and new C-C bond formation reactions. These catalysts, which are mainly transition metal complexes with organic ligands, are very reactive and selective, which increases the range and effectiveness of different synthetic transformations. Their capacity to activate C-H bonds under mild reaction conditions is a key advantage as it allows for the direct C-H alkylation of aryl ketones without the need for transient functional groups. This reduces utilization of chemicals, cost and energy used in addition to streamlining synthetic routes. Furthermore, complex molecular architectures with high stereo- and regioselectivity may be formed with the help of organometallic homogenous catalysts, making precise synthesis of complex molecules possible. The present catalyst is easy to use, industrially scalable, recyclable, and provides excellent yields of C-H alkylated products from nonactivated alkyl halides. The reported methods need the use of excess (2-6 equivalent) of alkyl halides but this catalyst performs the catalytic reaction in the stoichiometric quantities of aryl ketone and alkyl halides.

The invention relates to a nitrogen-rich acylhydrazone covalent organic framework material as well as a preparation method and application thereof, 5 '-(4-(hydrazinocarbonyl)-3-methoxyphenyl)-3, 3'-dimethoxy-[1, 1 ': 3', 1 '-terphenyl]-4, 4'-dicarboxylic acid dihydrazide, 1, 3, 5-tri (2-formyl pyridine-5-yl) benzene and 4, 4 ', 4' '-(1, 3, 5-triazine-2, 4, 6-triyl) tribenzaldehyde are used as construction units, and the nitrogen-rich acylhydrazone covalent organic framework material is prepared by a one-step method. The compound is synthesized by Schiff base reaction. The nitrogen-rich acylhydrazone covalent organic framework material disclosed by the invention has good chemical stability and can be used as a carrier to load palladium nanoparticles through metal coordination to obtain a composite material, and the composite material shows excellent catalytic activity and substrate universality in catalysis of Heck reaction; the method has potential application value in the fields of biological medicine, green chemistry and the like.

The invention relates to nucleophilic aromatic substitution reactions done in an aqueous micellar solvent system, wherein the micelles are formed by specific alkoxylated alcohols.

This invention is directed to transition metal-based-halloysite nanocomposites and methods of making and using the same.

Provided are ferrocenyl-based phosphine compounds, which contain either (i) a di(adamantyl)phosphino group on a first cyclopentadienide ring and a penta-aryl substitution on a second cyclopentadienide ring, or (ii) a di(adamantyl)phosphino group on a first cyclopentadienide ring and a second cyclopentadienide ring, respectively. Further provided are scalable processes for synthesizing said ferrocenyl-based phosphine compounds starting from readily available starting materials with simple workup as well as various precatalysts containing a transition metal and said ferrocenyl- based phosphine compounds as ligands.

The invention relates to a method for decarbonylation alkynylation of ketone, which comprises the following step: in an inert solvent, under the action of a metal catalyst and a ligand, carrying out decarbonylation-reduction coupling reaction on a ketone compound and alkynyl chloride to obtain an alkyne compound. The alkyne is synthesized under the strategy of nickel catalysis, and the method has the advantages of easily available raw materials, simple operation and mild conditions, has very good theoretical guidance significance and practical application value, and conforms to the sustainable green chemistry concept.

The invention discloses a preparation method and application of a monolithic guanidyl palladium catalyst for cotton. Firstly, an amino silane coupling agent is used for modifying the surface of cotton, and then dicyandiamide is used for conducting secondary modification on the surface of the cotton, so that the surface of the cotton is rich in biguanidyl groups. The biguanidyl functionalized cotton is used as a carrier to load palladium to be used as a Suzuki reaction catalyst. The catalyst prepared by the method has excellent catalytic performance and good adaptability to a substrate, and the catalytic performance is not obviously attenuated after the catalyst is recycled for 10 times.

The invention discloses a synthesis method of an allyl ester compound, and belongs to the technical field of organic synthesis. According to the synthesis method disclosed by the invention, a reaction equation is # imgabs0 #, and direct coupling of fatty aldehyde and olefin is realized by utilizing a cobalt oxime catalyst and a halogen atom transfer (XAT) mechanism, so that the allyl ester compound is synthesized. The adopted raw materials are cheap and easy to obtain, the operation is simple, the reaction conditions are mild, and high temperature or high pressure is not needed; the low-toxicity solvent (acetonitrile) and the blue light LED are used for irradiation, so that the energy consumption is low, the synthesis cost is effectively reduced, and industrial production is facilitated.

The invention discloses an efficient carbon-carbon bond construction and synthesis method based on transition metal catalysis, and relates to the technical field of organic chemistry, and the efficient carbon-carbon bond construction and synthesis method comprises the steps of catalyst preparation and selection, reaction system construction, reaction condition optimization, product separation and catalyst recovery. Traditional expensive metals such as palladium and the like are replaced, a metal organic framework material UiO-66-NH2 and a covalent organic framework material COF-366 are adopted as carriers, metal active sites are accurately dispersed by utilizing the high specific surface area and an adjustable and controllable pore channel structure of the carriers, the metal consumption is reduced, metal atomic-scale accurate loading is realized by combining an atomic layer deposition technology, the catalyst cost is reduced, and meanwhile, the preparation method is simple and easy to implement. The activity and selectivity of the catalyst obtained through high-throughput screening and machine learning optimization are remarkably improved, and efficient proceeding of a carbon-carbon bond construction reaction can be effectively promoted.

A preparation method for a drug linker conjugate. Provided are a method for preparing the intermediate or the salt thereof, and the use of the intermediate or the salt thereof. The raw materials involved in the preparation method are easy to obtain, the operation is simple, the product purity is high, and the method is suitable for scaled synthesis.

This invention is directed to transition metal-based-halloysite nanocomposites and methods of making and using the same.

The application discloses the use of a bifunctional chiral palladium catalyst that enables remote γ- and d-methylene C-H (hetero)arylation of cyclic carbocyclic acids. Specifically, the application discloses methods of enantioselective remote γ-C-H arylation or heteroarylation, δ-C-H arylation or heteroarylation, or sequential γ-methylene C-H arylation or heteroarylation of diverse free cycloalkane carboxylic acids comprising the use of palladium catalysts with chiral oxazoline-pyridone ligands.

The application provides a method for synthesizing fluorine alkyl substituted 4,4'-diamino diphenyl methane compounds, which comprises the following steps: under the action of a catalyst, an amine compound is reacted with a fluorine-containing aldehyde compound in an organic solvent, and after the reaction is completed, post-treatment is performed to obtain the fluorine alkyl substituted 4,4'-diamino diphenyl methane compounds. The method has the advantages of mild reaction condition, simple operation, high reaction efficiency, cheap and easily obtained raw materials, good atomic economy, no waste generation, and large-scale application prospect. In addition, the fluorine alcohol solvent can be recycled through simple distillation operation, the cost of a large amount of solvent is effectively saved, the process safety is improved, and the efficient and green industrial production is facilitated.

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 method for preparing alpha-arylamino acid ester through asymmetric catalysis, and the preparation process is as follows: alpha-amino acid ester and aromatic hydrocarbon derivative are fully reacted in a solvent in the presence of a chiral aldehyde catalyst and a base, and an arylamino acid ester is obtained through post-treatment; wherein the aromatic hydrocarbon derivative is an aromatic hydrocarbon derivative with adjacent halogen atoms and an electron-withdrawing group on a benzene ring; the base is selected from any one of Cs2CO3, K2CO3 and K3PO4; and the reaction temperature T is 10-100 DEG C. The synthesis method has the advantages of mild reaction condition, short route, wide selection range of reaction raw materials, no protection of amino groups in the reaction process, direct obtaining of optically active arylamino acid ester compounds and high yield.

The invention belongs to the field of organic chemical synthesis, and relates to a method for realizing Suzuki-Miyaura coupling of aryl thianthrene onium salt based on a micro-flow field technology. The method comprises the following steps: mixing aryl thianthrene onium salt, a phenylboronic acid compound, a catalyst and a solvent to obtain a mixed solution; and pumping the mixed solution into a micro-flow field reactor of the micro-flow field reaction device, and carrying out a coupling reaction to obtain the aryl product. According to the method, the aryl thianthrene onium salt and the phenylboronic acid compound are used as raw materials, under the action of the catalyst, the aryl product is synthesized through coupling by adopting a micro-flow field reaction technology, and the yield of the aryl product reaches up to 98%; and under the same level, by adopting a conventional reaction kettle, the yield of the aryl product is only 60%. The micro-flow field reaction technology is adopted, so that the problems of complicated operation, long reaction time, need of expensive catalyst, low atom economic efficiency and the like in the traditional synthesis reaction can be effectively solved.

The application discloses an electrophilic cross-coupling method of aryl perfluorobutyl sulfonate and aryl bromide, and belongs to the technical field of organic compound synthesis. The aryl perfluorobutyl sulfonate compound and the aryl bromide are subjected to an electrophilic cross-coupling reaction under the action of a catalyst, a ligand and a metal in a solvent to obtain a target compound. The reaction uses the cheap and easily obtained aryl perfluorobutyl sulfonate as a coupling substrate, can not only reduce reaction steps, but also avoid using an organic metal compound which is prepared in advance and is sensitive to water and air, and provides a new method for synthesis of biaryl. The preparation method has the characteristics of mild reaction condition, simple post-treatment, green step, low pollution, high economic benefit and the like.