20 results about "Diazonium Compounds" patented technology

The invention discloses a synthesis method of a glutaric acid ester compound, which comprises the following steps: reacting a propionate compound as shown in a formula 1 with a diazo compound as shown in a formula 2 in a solvent in a nitrogen atmosphere in the presence of a reducing agent under the illumination condition of visible light, and after the reaction is completed, separating out the glutaric acid ester compound, thereby obtaining the glutaric acid ester compound. And separating and purifying the reaction mixture to obtain the glutaric acid ester compound as shown in the formula 3. The propionate compound and the diazo compound are used as reaction substrates, the compound can be generated through reaction under mild conditions, the yield of the target product is improved, operation is easy and convenient, the reaction conditions are mild, the price of raw materials and solvents used in the whole process is low, and cost control is facilitated.

The present invention provides diazo compounds having anti-trypanosomal activity, with less or no side-effects. The diazo compounds are structural analogue of quinapyramine and possess characteristics necessary for the targeted pharmacologic action of anti trypanosomosis, with reduced cytotoxicity. The compounds were found to have less cytotoxicity, and identical or better anti- parasitemia effect as compared to conventional quinapyramine sulfate.

This invention provides a neutral-electron-reversed carbene, its preparation method, and its applications, belonging to the fields of organic chemistry and organic catalysis. The neutral-electron-reversed carbene described in this invention has the structure shown in formula (I). This invention synthesizes the neutral-electron-reversed carbene in one step by reacting a diazo compound as a precursor with a rhodium complex, followed by nitrogen removal and COD (1,5-cyclooctadiene) removal processes. The reaction conditions of this invention are simple, and the yield is good. Stable separation of neutral-electron-reversed carbene is achieved for the first time.

This invention belongs to the field of organic synthesis and relates to a [3+2] orthogonal cycloaddition method for the reaction of an active amino acid ester with a diazo compound and its application in synthetic chemistry. The method comprises: under inert gas protection and in the presence of a base and solvent, contacting the active amino acid ester with a diazo compound to undergo a [3+2] orthogonal cycloaddition reaction to obtain the 1,2,4-triazole compound represented by Formula I. The method of this invention uses readily available active amino acids and diazo compounds as starting materials, enabling the efficient and selective synthesis of highly functionalized, fully substituted 1,2,4-triazoles, and achieving a rapid and efficient orthogonal connection between two molecules linked to the diazo compound and the active ester.

The invention discloses a method for synthesizing quinoxaline derivatives by catalyzing arylamine and a diazo compound through acidic functionalized ionic liquid, and belongs to the technical field of fine organic synthesis. A 2-aryl aniline compound and a diazo compound are placed in the presence of a solvent, an acid and an ionic liquid, subjected to a cascade reaction of wolf rearrangement, nucleophilic addition, oxidation and cyclization at 100-140 DEG C, cooled to the room temperature, extracted with ethyl acetate, dried with anhydrous sodium sulfate and then subjected to reduced pressure distillation to remove the solvent, a mixed crude product is obtained, and the 2-aryl aniline compound is obtained. And separating and purifying the mixture by adopting silica gel column chromatography to obtain the quinoxaline derivative. The method has the advantages that the catalyst is green and renewable, the operation is simple, the selectivity is high, the substrate range is wide, and the tolerance to functional groups is good, the diazo compound is rearranged into the phthalic acid by virtue of tandem wolf rearrangement, nucleophilic addition, oxidation and cyclization, and a new way is provided for synthesis of quinoxaline derivatives.

The invention discloses a method for preparing a five-membered azo compound through laughing gas mediation, which comprises the following steps: S1, reacting a gem-diborate compound as shown in a formula I with laughing gas in the presence of a solvent and an alkali reagent to obtain a diazo compound; and S2, adding an olefin compound as shown in a formula II into the reaction system containing the diazo compound for continuous reaction to obtain the five-membered azo compound as shown in a formula III. According to the preparation method, the laughing gas serves as a nitrogen source, the gem-diborate and the olefin which are low in price and easy to obtain serve as reaction raw materials, the known and series of novel five-membered azo compounds can be prepared through a one-pot method, the preparation method is simple, reaction conditions are mild, the reaction yield is high, and the preparation method is suitable for industrial production of the five-membered azo compounds. Besides, the five-membered azo compound prepared by the method can be further converted to prepare a cyclopropane compound and a 1, 3-diamine compound, and has important application value in the fields of biological medicines, pesticides and the like.

The invention belongs to the technical field of biochemistry, and particularly relates to a method for synthesizing a flavanone compound through nano-enzyme catalyzed carbene transfer and intramolecular ring closing. The monatomic nano-enzyme is applied to catalysis of non-natural reaction, and the monatomic nano-enzyme is found to have the capability of mediating carbene transfer. 24 flavanone compounds are successfully synthesized by catalyzing a substrate diazo compound through the screened nano-enzyme and organic solvent, and the yield for a plurality of substrates of the type is high. The method disclosed by the invention is simple to operate, mild in condition, low in catalyst cost, high in stability and long in service life, a nano-enzyme catalysis method is good in substrate universality, a mild and direct method is provided for synthesizing the flavanone compound, and the method has a very good industrial application prospect.

The application discloses a synthetic method for constructing N-B bond-containing pyrazole derivatives, and the method is characterized in that, under light conditions, an iridium metal complex is used as a photosensitizer, and an alkenyl diazo compound 1 is reacted with an azaheterocyclic carbene borane compound 2 in a solvent. In the reaction process, the azaheterocyclic carbene borane compound 2 generates an azaheterocyclic carbene boron radical cation through a single electron transfer process under the action of visible light and the photosensitizer, and the azaheterocyclic carbene boron radical cation then completes an addition-cyclization reaction on the alkenyl diazo compound 1. The method is driven by visible light as a green energy source, and the reaction is carried out in an air atmosphere, has a short reaction time and high efficiency, and is easy to operate.

The invention belongs to the technical field of biochemistry, and particularly relates to a method for catalytically synthesizing a chiral flavanone compound by a biological enzyme. The invention develops a method for producing chiral flavanone through intramolecular cyclization by taking a diazo compound as a substrate and carrying out carbene transfer and hydrocarbon activation by using a heme-containing biological enzyme. The yield of the chiral flavanone compound generated after the diazo substrate is catalyzed by the screened enzyme to carry out intramolecular ring closing reaction is high, and the catalytic reaction carried out by utilizing the enzyme is mild in condition, simple to operate and green and environment-friendly. The chiral flavanone compound prepared by using the method disclosed by the invention is good in substrate universality, has medium-high yield and selectivity, is low in cost, and has very good potential in the application of synthesis and modification of some drug intermediates.

The invention relates to the field of medicines, and particularly discloses a paclitaxel derivative shown in a formula (I) as well as a preparation method and application of the paclitaxel derivative. A baccatin diazo compound, imine and alcohol are used as raw materials, transition metal rhodium is used as a catalyst, and the paclitaxel derivative is obtained after a period of time of reaction at a certain temperature. According to the invention, efficient modular synthesis of the paclitaxel derivative can be realized. Benefited from the rapid synthesis method, large-scale anticancer activity screening is carried out on the paclitaxel derivatives, the antitumor activity of the paclitaxel derivatives in a cell level and a mouse model is superior to that of paclitaxel, and part of the paclitaxel derivatives show better anticancer activity in a paclitaxel drug-resistant cell model. The discovery of novel taxane medicines is facilitated.

This invention provides a method for preparing α-BMIDA ester compounds. The method uses α-BMIDA propylene ester and potassium alkyl trifluoroborate as substrates, and generates α-BMIDA esters through intermolecular radical addition-protonation reaction under photocatalytic conditions. This achieves the goal of efficient and versatile synthesis of α-BMIDA esters with different functional groups. The use of α-BMIDA propylene ester as the core reaction unit effectively allows for reaction with various alkyl radicals from different sources or structures, enriching the variety of α-BMIDA esters. Furthermore, the method avoids the use of oxidants and diazo compounds. The yield of most synthesized α-BMIDA ester products is higher than 80%. It has the advantages of mild reaction conditions, simple steps, fast reaction rate, and high yield. The reactants used are readily available, and the catalyst is inexpensive, providing an economical and convenient solution and technical support for the large-scale preparation of α-BMIDA ester compounds.

The application discloses a method for preparing a five-membered azo compound mediated by laughing gas, and comprises the following steps: S1, reacting gem-boronate compounds shown in formula I with laughing gas in the presence of a solvent and a base reagent to obtain a diazo compound; S2, adding olefin compounds shown in formula II to the reaction system containing the diazo compound to continue the reaction to obtain five-membered azo compounds shown in formula III. The preparation method uses laughing gas as a nitrogen source, and cheap and easily obtained gem-boronate and olefin as reaction raw materials, so that known and novel five-membered azo compounds can be prepared by one-pot method. The preparation method is simple, the reaction condition is mild, and the reaction yield is high, and the method is suitable for industrialized production of the five-membered azo compounds. In addition, the five-membered azo compounds prepared by the application can be used for further conversion to prepare cyclopropane compounds and 1,3-diamine compounds, and have important application value in the fields of biological medicines, pesticides and the like.

The invention provides a method for synthesizing an N-oxygen phosphorus hydrazone compound by electrochemically driving intermolecular addition of aryl phosphine oxide and a diazo compound, and relates to the technical field of preparation of the N-oxygen phosphorus hydrazone compound. A compound 1 is used as a nitrogen-terminated electrophilic reagent, and a compound 2, electrolyte and a solvent are added into an electrochemical reaction tank; then introducing constant current to drive intermolecular nucleophilic addition of the compound 2 and the compound 1 to synthesize a compound 3; therefore, through a green and efficient electrochemical synthesis way, intermolecular nucleophilic addition of the aryl phosphine oxide to the diazo compound is achieved, an N-phosphorus hydrazone skeleton is efficiently constructed, reaction conditions are mild, heavy metal catalysis and an oxidizing agent / reducing agent do not need to be used, the reaction process is simple, reagents are easy to obtain, and the operation complexity is greatly reduced; meanwhile, according to the preparation method disclosed by the invention, a substrate is suitable for diazo compounds substituted by aryl or alkyl or thienyl or fused ring group or heterocyclic ring and other complex functional groups and phosphides, the substrate compatibility is good, and the application range is wide.

The embodiment of the application relates to solid-phase regenerated rubber and a preparation method and application thereof, and belongs to the technical field of waste rubber recycling. The solid-phase regenerated rubber comprises the following preparation raw materials in parts by weight: waste rubber 1-100 parts, and diazotized compound / inverse vulcanization copolymer 0.1-20 parts. The embodiment of the application adopts a specific compound or polymer with C-H bond functionalization as an interface modifier, and can significantly improve the tensile strength of the solid-phase regenerated rubber and the tensile strength and fatigue threshold of the solid-phase regenerated rubber under specific accelerators, provides a new means for upgrading and recycling of waste rubber, and has a good application prospect.

The application discloses a nirmatrelvir intermediate and a preparation method and application thereof, and belongs to the technical field of drug synthesis. The nirmatrelvir intermediate and the preparation method thereof are characterized in that 3-methyl-2-butenal is used as a starting material, and a first reactant is obtained through reductive amination reaction of the 3-methyl-2-butenal and benzylamine; acylation reaction of the first reactant and bromoacetyl bromide is performed to obtain a second reactant; under the condition that tetramethylguanidine is used as an alkali, diazotization reaction of the second reactant and N,N'-bis(p-tolylsulfonyl)hydrazine is performed to obtain a diazo compound; and the diazo compound is catalyzed by a metal catalyst to obtain a chiral pure cyclopropane compound, namely the nirmatrelvir intermediate. The method for preparing the nirmatrelvir intermediate has the advantages that a metal catalyst is used for catalysis, the reaction condition is mild, and the ee value of the obtained target product can reach 92.6%.

The present application provides a production method capable of rapidly and with high yield synthesizing an aryl mercaptan ester compound under mild conditions. The present application is a production method of an aryl mercaptan ester compound, in which a diazo compound represented by the following general formula (2) and a mercaptan ester compound represented by the following general formula (3) are subjected to a Sandmeyer type coupling reaction using a catalyst to produce an aryl mercaptan ester compound represented by the following general formula (1) [in the formula, A 1 and A 2 Each independently is aryl which can have a substituent or heteroaryl which can have a substituent; X 1 is a monovalent anion; M 1 is a monovalent cation].

The application discloses an axially chiral phthalazine compound and a synthesis method and application thereof, and belongs to the technical field of pharmaceutical intermediates. The compound structure is shown in the following formula: or. The application takes a diazo compound as raw material, takes a chiral phosphorus catalyst as a catalyst, takes a Bronsted acid and an organic base as co-catalysts, takes silane as a reducing agent, takes an organic solvent as a solvent, takes 4A molecular sieve as an additive, and obtains the product through one-step reaction, column chromatography purification under a mild reaction temperature, has the advantages of high enantioselectivity and yield, and has the advantages of mild reaction condition, wide applicability of substrate range, simple operation and safety. The obtained axially chiral phthalazine compound has an antitumor effect, and is an important chemical, chemical and pharmaceutical intermediate.

A method for chemically functionalizing a cellulosic material using a diazo compound, and the functionalized cellulosic materials obtained by the method. The cellulosic materials may be functionalized with a functional groups selected from hydrophobic agents, catalyzing agents, sensing agent, diagnostic agents, printing agents chelating agents, ligands, antioxidants, antimicrobial agents, or drugs. Also, the uses of functionalized cellulosic materials obtained by the method in a variety of applications.

This invention relates to a coloring photosensitive resin composition for forming partition walls, partition wall structures, and display devices. The coloring photosensitive resin composition for forming partition walls is characterized by comprising a colorant, an alkali-soluble resin, a photopolymerization initiator, and a solvent. The colorant comprises one or more compounds selected from the group consisting of perylene compounds and diazo compounds, and a black colorant. The solvent comprises a solvent with a viscosity of 2.0 cP or higher at room temperature. The aforementioned coloring photosensitive resin composition for forming partition walls can readily form partition walls with low specular reflectivity to light sources, thus improving visibility and providing a thicker thickness.