32 results about "Ylide" patented technology

The invention relates to the fields of medicine, organic chemical industry and fine chemical industry, in particular to a method for synthesizing 1, 4-diketone by catalyzing alkenyl amide and alpha-carbonyl oxidized sulfonium ylide through photooxidation reduction. The preparation method comprises the following steps: under the protection of inert gas, reacting alkenyl amide and alpha-carbonyl oxidized sulfonium ylide serving as substrates in an organic solvent by taking a photosensitizer as a catalyst under the action of blue light irradiation and alkali at 30 DEG C for 18 hours to obtain an alkenyl amide alpha-carbonyl alkylate, and then hydrolyzing under an acidic condition to synthesize various asymmetric 1, 4-diketone compounds. The 1, 4-diketone compound is synthesized by a two-step method by taking alkenyl amide and alpha-carbonyl oxidized sulfonium ylide as initial raw materials, and the method has the remarkable advantages of wide substrate raw material sources, simplicity and convenience in operation, mild reaction conditions, high reaction efficiency, good universality, excellent functional group compatibility and the like.

The invention relates to the technical field of chemical synthesis, and particularly discloses a compound with a peculiar smell removing function as well as a preparation method and application thereof. The chemical name of the compound is 2-ethoxy-3-((E)-methoxy-3-oxopropyl-1-alkene-1-yl) phenyl cinnamate, the smell of the compound is extremely light, sulfur-containing and nitrogen-containing compounds causing stink can be captured through a Michael addition reaction, and efficient peculiar smell removal is achieved. The preparation method comprises the following steps: (1) taking cinnamic acid as an initial raw material, and reacting with diethylamino sulfur trifluoride to prepare cinnamic acid acyl fluoride; (2) carrying out an esterification reaction on the cinnamic acid acyl fluoride and 2-methoxy-3-hydroxybenzaldehyde in the presence of 4-dimethylaminopyridine, so as to obtain 2-methoxy-3-formyl phenyl cinnamate; and (3) carrying out Wittig reaction on the 2-methoxy-3-formyl phenyl cinnamate and a phosphorus ylide reagent, so as to obtain the target compound.

This invention discloses a chiral [oxyindole-pyrrolidine-β-lactam] bispirocyclic compound containing trifluoromethyl groups, with the following structural formula: The preparation includes the following steps: 1. Sequentially adding a metal catalyst, a chiral ligand, a base, indigo-derived trifluoromethylimine ylide, and 3-methylene β-lactam, followed by the addition of an organic solvent to obtain a mixture. The mixture is stirred at a reaction temperature of 0℃ to 50℃. 2. After the reaction is complete, the chiral [oxyindole-pyrrolidine-β-lactam] bispirocyclic compound containing trifluoromethyl groups is obtained through post-processing. The chiral [oxyindole-pyrrolidine-β-lactam] bispirocyclic compound containing trifluoromethyl groups prepared in this application lays a material foundation for in-depth drug activity research based on new drug development.

The present invention relates to sulfur ylide diazo compounds, their synthesis and their use for the transfer of a carbon atom or a CN2 group into an organic substrate comprising a pi electron system, in particular for C(sp3)-atom transfer to create carbon spiro centers. The invention further relates to related processes and the compounds thus obtained.

The application provides application of phosphorus ylide organophosphine as Lewis base in catalysis of polar vinyl monomer polymerization, and belongs to the technical field of polymer synthesis. The application utilizes phosphorus ylide organophosphine as Lewis base, and through Lewis base and Lewis acid synergistic catalysis of polar vinyl monomer polymerization under the cooperation of Lewis acid, realizes active controllable polymerization of polar vinyl monomer by changing steric hindrance and electronic effect of Lewis acid and Lewis base, and can realize active controllable homopolymerization and copolymerization (random copolymerization and block copolymerization) of different polar vinyl monomers. The molecular weight of the obtained polymer increases with the increase of the monomer to catalyst ratio, so that the system can realize the molecular weight of the polymer reaching more than 10 6 g / mol, the measured value of the molecular weight of the obtained polymer is basically consistent with the theoretical value, the monomer conversion rate is 100%, and the initiation efficiency is close to 100%.

The invention relates to a preparation method of a cefditoren pivoxil intermediate. The preparation method comprises the following steps: step 1, adding GCLE, a bromine reagent and triphenylphosphine into an aprotic solvent for reaction to obtain a phosphorus ylide reagent; step 2, adding a mixed solvent and 4-methylthiazole-5-formaldehyde into the phosphorus ylide reagent, and carrying out Wittig reaction to obtain a cis-intermediate Z; 3, the cis-intermediate Z is added into phenol for a reaction; and adding immobilized penicillin acylase for reaction to obtain the cefditoren mother nucleus 7-ATCA. According to the synthesis process, generation of E-type impurities is reduced, and the purity of the product is improved.

The present invention belongs to the technical field of fluorescent materials, and specifically relates to a benzoxazine fluorescent material, a preparation method thereof and an application thereof. The preparation method of the benzoxazine fluorescent material is specifically to add reactants, namely an oxazine compound, a sulfonium ylide compound, a rhodium catalyst and an additive, into a solvent under an inert atmosphere for heating reaction, and after the reaction is completed, the benzoxazine fluorescent material is obtained through purification and separation. The fluorescent material can achieve a reversible change in fluorescence color under acid-base stimulation, specifically, the solution changes from green fluorescence to red after adding alkali, and then changes back to green fluorescence after adding acid again. It utilizes the response of secondary amine to acid-base stimulation, specifically the protonation and neutralization reactions of secondary amine, to achieve the reversible acid-base response of the benzophenoxazine fluorescent material. The method of the present invention has the advantages of less amount of reaction catalyst used, simple separation operation, atom economy, step economy, strong functional group tolerance, and no need for metal oxidants such as silver salts.

The invention relates to the field of organic synthesis, and particularly discloses a preparation method of kung-fu acid. Comprising the following steps: carrying out an addition reaction on 3-methyl-1-butene and 1, 1, 1-trichlorotrifluoroethane under the action of a catalyst to obtain 2, 2, 4-trichloro-1, 1, 1-trifluoro-5-methylhexane, carrying out an elimination reaction under a strong alkaline condition to obtain 2-chloro-1, 1, 1-trifluoro-5-methyl-2, 4-hexadiene, carrying out a '1 + 2' cycloaddition reaction on the 2-chloro-1, 1, 1-trifluoro-5-methyl-2, 4-hexadiene and a phosphorus ylide reagent to obtain 2-chloro-1, 1, 1-trifluoro-5-methyl-2, 4-hexadiene. And finally, saponifying and acidifying the kung-fu acid methyl ester to obtain the product kung-fu acid. The process is simple to operate, the raw materials are cheap and easy to obtain, the solvent can be recycled, the conversion rate is high, impurities are few, and the method is more suitable for industrial production.

The present invention provides a new method for synthesizing a class of dimethylsulfonium ylide compounds. Specifically, dimethyl sulfide and chloroacetate are used as raw materials, and in the presence of a catalyst, a chlorosulfonium salt is synthesized, and then hydrogen chloride is removed by an alkali to generate the target compound sulfonium ylide. The method has the advantages that the raw materials are easily obtained, the conditions are mild, the production safety is high, the yield is high, the reaction cost is reduced, it is easy to scale up, and it has high industrial application value.

The present invention provides methods of generating diverse chemical structures on DNA through Wittig olefination of novel on-DNA phosphorane ylides and Homer-Wadsworth-Emmons reaction of on-DNA β-keto phosphonates. The methods of this invention provide access to DNA-encode libraries (DELs) of diverse peptides, peptidomimetics, chalcone-based molecules, and the like.

This invention discloses a method for preparing a trifluoromethyl-substituted dihydroquinoxaline compound, comprising the following steps: adding diisopropylethylamine, trifluoroacetylimine ylide, and azo ester to an organic solvent in an air atmosphere, reacting at 60–100°C for 20–30 hours, and after complete reaction, post-treatment to obtain the trifluoromethyl-substituted dihydroquinoxaline compound. This preparation method is simple to operate, uses inexpensive and readily available starting materials, can be carried out in an air atmosphere, utilizes inexpensive and non-toxic diisopropylethylamine, and eliminates the need for heavy metal catalysts. The reaction can also be scaled up to the gram level, facilitating operation and broadening the applicability of the method.

The invention discloses a method for preparing novel alpha-carbonyl-alpha-acylamino substituted methyl phosphorus ylide, and relates to the technical field of organic synthesis. The novel alpha-carbonyl-alpha-acylamino substituted methyl phosphorus ylide derivative is synthesized in one step by taking alpha-carbonyl substituted methyl phosphorus ylide and N-pivaloyloxy benzamide derivatives as optimal substrates and cobalt salt as an optimal catalyst. The method has the advantages of mild reaction conditions, short reaction time, simplicity in operation, wide substrate applicability and the like. Meanwhile, the cheap cobalt salt is used as the catalyst in the method, so that the cost required by the reaction is greatly reduced. The alpha-carbonyl-alpha-acylamino substituted methyl phosphorus ylide obtained by the method disclosed by the invention can be used as an important intermediate in organic synthesis, is used for synthesizing a 1, 1-dicarbonyl substituted olefin structure, and provides more raw material choices for development of various bioactive molecules (such as steroids and sesquiterpenoids) and antitumor and antifungal drugs.

The application discloses a synthetic method of natural product Moracin N and belongs to the technical field of organic synthesis. The application takes an aldehyde containing a benzene ring as a starting raw material, introduces an isopentenyl group on the benzene ring through a Friedel-Crafts reaction, connects a hydroxyl protecting group to a No. 4 position hydroxyl group of the benzene ring to obtain an intermediate II, then uses a phosphorus ylide reagent to prepare the intermediate II into gem-dibromo olefin to obtain an intermediate III, then under the catalysis of a base and a copper catalyst, the gem-dibromo vinyl group is coupled with an ortho hydroxyl group to form a benzofuran ring to obtain an intermediate IV, then 3,5-dihydroxy bromobenzene is introduced to the right side of the benzofuran ring of the intermediate IV through a Suzuki-Miyaura reaction to obtain an intermediate VI, and finally the hydroxyl protecting group of the intermediate VI is removed to obtain Moracin N. The synthetic route of the application is simple, the reaction condition is mild, the safety is high, the required raw material is cheap and easy to obtain, the total cost is low, and the application is suitable for industrialized preparation.

The invention provides a synthesis method of cefepime starting material oxidation impurities, and belongs to the field of medicinal chemistry. The cefepime is prepared by modifying a 7-site amino side chain of D-7-ACA, oxidizing a 3-site hydroxyl, carrying out wittig reaction with a starting material, and then carrying out deprotection. When the starting material is subjected to wittig reaction, the ylide generated by the starting material can be oxidized to generate oxidized impurities. The method comprises the following steps: reacting a cefepime starting material with a strong base to generate a ylide intermediate, and continuously introducing new oxygen into the ylide intermediate to prepare the cefepime starting material oxide impurity. The preparation and separation method of the cefepime starting material oxidation impurity provided by the invention has the advantages of simplicity in operation, environmental friendliness, low cost and high purity of the obtained impurity, and lays a good foundation for quality research and control of cefepime.

The invention discloses a method for preparing a 2-acyl-4-oxobutyrate derivative, comprising the steps of: (1) mixing a β-carbonyl ester, a sulfonium ylide, a Lewis acid, and an organic solvent, and reacting the mixture at 85-95° C. for 20-25 hours under an air atmosphere; (2) diluting the material obtained in step (1) with ethyl acetate, and then washing with water to separate an organic phase; and (3) drying, filtering, concentrating, and chromatographically purifying the organic phase obtained in step (2) to obtain the 2-acyl-4-oxobutyrate derivative. The method has good chemical selectivity, readily available raw materials, high yield, mild reaction conditions, short reaction time, a wide substrate range, strong reaction specificity, and simple post-processing.

The present application discloses a method for preparing carboxymethyl ketone compounds, comprising: reacting a carboxylic acid compound, a sulfonium ylide compound and a ligand in a solvent in the presence of an iridium catalyst to prepare the carboxymethyl ketone compounds. The present application realizes the reaction of the carboxylic acid compound and the sulfonium ylide compound in the presence of an iridium catalyst, and successfully introduces a heterocycle during the reaction to generate various heterocyclic carboxymethyl ketone compounds. This method has the characteristics of cheap and easily available raw materials, a wide variety of carboxylic acids used, easy separation of the obtained target products, high yield, simple reaction operation, wide applicability, etc., and solves the problems of low yield, low selectivity, narrow functional group compatibility, complex operation, use of excessive oxidants, etc. existing in other synthesis methods.

The invention belongs to the technical field of pesticide processing, and discloses a preparation method of metconazole. The preparation method of metconazole provided by the invention comprises the following steps: S1, mixing N-methyl pyrrolidone, 2, 2-dimethyl-5-(4-chlorobenzyl) cyclopentanone, triazole alkali metal salt and organic strong alkali, and adding an oxygen-sulfur ylide reagent in batches for reaction; s2, after the reaction, adding an organic weak acid and a liquid-liquid extraction system, and layering to obtain an organic phase; s3, adding mixed inorganic strong acid into the organic phase, and performing suction filtration to obtain a filter cake; and S4, mixing the filter cake with water, removing the organic solvent, adding liquid caustic soda, and carrying out solid-liquid separation to obtain metconazole. According to the method, the organic acid quenching agent is adopted to prevent side reaction during solvent removal through distillation, purification is carried out in a mixed inorganic strong acid salifying mode, mixed inorganic strong acid salt is sheared and then fully reacts with alkali, pure metconazole powder is obtained, the purification process is simplified, and meanwhile the yield of a target product is increased.

The present invention provides a method for synthesizing an AIE fluorescent molecule and its application in the detection of 2,4,6-trinitrophenol. The synthesis method includes the following steps: synthesizing 9,10-dichloromethylanthracene, synthesizing the phosphonium ylide 10-bis(diethoxyphosphonomethyl)anthracene, and synthesizing DVA-4P. The present invention can be used for the fluorescence detection of the explosive 2,4,6-trinitrophenol, and has extremely high sensitivity and selectivity; the test strip for detecting 2,4,6-trinitrophenol developed based on the above fluorescent probe can greatly reduce the difficulty of detection and realize rapid fluorescence colorimetric sensing of 2,4,6-trinitrophenol, and has high application value.

The invention discloses a synthesis method of an intermediate precursor of a low-deposition-temperature precursor ligand, which comprises the following steps: reacting halogenated salt of trimethyl sulfoxide or trimethyl sulfide with alkali in a solvent to obtain a dimethyl sulfoxide methylene ylide solution; the preparation method comprises the following steps: reacting ketone with a dimethyl sulfoxide methylene ylide solution to obtain an epoxy compound of ketone, namely an intermediate precursor of a precursor ligand; sodium tert-butoxide with the same strong alkalinity and relatively stable chemical properties is selected to replace sodium hydride, the tert-butyl steric hindrance of the sodium tert-butoxide is large, side reactions can be reduced, the method is suitable for reactions needing high selectivity, meanwhile, the danger of reaction operation can be greatly reduced, the flammable and explosive hidden danger caused by the use of sodium hydride is eliminated, the production safety is improved, and the method is suitable for industrial production. And the reaction yield is improved.

This invention discloses a chiral pyran ring compound, its synthesis method, and its application. Using thioyl ylide (I) and vinyl-containing carbonate compounds (II) as reactants, molecular sieves are added under the action of a catalyst and chiral phosphoric acid, and the reaction is carried out in an organic solvent. Post-reaction processing yields a chiral pyran ring compound as shown in formula (III). The reaction formula is as follows: Wherein, when substituted, R is selected from a benzene ring, a substituted phenyl group, furan, thiophene, or a naphthalene ring; the substituent for the substituted phenyl group is tert-butyl, halogen, or trifluoromethyl; when substituted, R... 1 The reactants are selected from benzene rings, substituted phenyl groups, or thiophene, where the substituents of the substituted phenyl groups are methyl, methoxy, halogen, or trifluoromethyl. This invention features high yield and high selectivity; mild reaction conditions; readily available and stable reactants with no irritating odor, making it environmentally friendly.

The invention relates to compounds of the substance class of cumulated S-ylides of the general formula R1R2S=CN2. The compound proves to be a broadly applicable reagent that, depending on the substrate and the reaction conditions, can be used as a carbon atom transfer reagent or a CN2 atom group transfer reagent, thus enabling rapid synthetic access to rigid sp3-rich, for example, spirocyclic compounds.

The invention discloses a method for synthesizing a 2-aryl-(hetero) ring 1, 3-dicarbonyl compound from aryl iodine ylide. According to the invention, copper bromide is used as a catalyst, at least one of carbonate and phosphate is used as alkali, at least one of dichloroethane and acetonitrile is used as a solvent, the reaction can be rapidly carried out under mild conditions to obtain the required target product, and the yield is relatively high. The method is suitable for most aryl iodine ylide compounds to react to generate the 2-aryl-(hetero) ring 1, 3-dicarbonyl compound, and the application range is wide.

The invention provides a mesogen-jacketed liquid crystal polymer and a preparation method thereof, and belongs to the technical field of liquid crystal materials. The structural formula of the mesogen-jacketed liquid crystal polymer is as follows: # imgabs0 # n is a natural number greater than 20. The preparation method of the mesogen-jacketed liquid crystal polymer comprises the following steps: carrying out bromination reaction on 5-methyl dimethyl isophthalate to prepare 5-benzyl bromo dimethyl isophthalate; the method comprises the following steps: reacting dimethyl 5-benzyl bromo-isophthalate with triphenylphosphine to generate phosphorus ylide salt, carrying out Witting reaction on the phosphorus ylide salt to generate 5-vinyl isophthalate, and acidifying to obtain 5-vinyl isophthalic acid; m3, 5 '-5 is prepared from 2, 5-vinyl isophthalic acid and neopentyl alcohol through a DCC condensation reaction, and finally the target polymer P3, 5'-5 is obtained through free radical polymerization. The P3, 5 '-5 disclosed by the invention is based on 5-vinyl isophthalic acid and a flexible alkyl chain, is a novel MJLCP, is simple to synthesize and is easy to obtain a high-molecular-weight polymer.

The present invention relates to a method for generating α-acyloxy esters from oxosulfonium ylides and carboxylic acid compounds. Using tris(pentafluorophenyl)borane as a catalyst, oxosulfonium ylides and carboxylic acids as raw materials, α-acyloxy esters are synthesized through O-H insertion. Compared with other methods, this method has simple steps, is mild and green, has atom economy and step economy, and is an effective method for preparing important α-acyloxy esters in organic compounds, with important application value.

The invention discloses a method for synthesizing an aryl formyl methyl-triazole skeleton compound under catalysis of trivalent rhodium. According to the method, aryl triazole and a benzoyloxy sulfur ylide compound are subjected to ortho-position C (sp)-H bond aryl formyl methylation reaction under catalysis of trivalent rhodium to synthesize the aryl formyl methyl-triazole skeleton compound. The method not only has good to excellent product yield, but also shows a wide substrate application range and excellent functional group tolerance. The obvious advantages lay a solid foundation for large-scale popularization in practical application, and meanwhile, a new strategy is provided for subsequent reasonable utilization of a guiding group in the C (sp2)-H bond activation process catalyzed by trivalent rhodium.

The application discloses a preparation method of a trans-4,5-di-substituted oxazolidinone compound, a [4+1] cyclization reaction of an aldimine and an oxysulfur ylide catalyzed by an iron salt, a product configuration is trans, and the product has high diastereoselectivity (d.r.>20:1). The application provides a new synthesis route of the trans-4,5-di-substituted oxazolidinone compound, which has the advantages of high efficiency, relatively mild reaction conditions, cheap and easily obtained raw materials, wide substrate application range, excellent functional group tolerance, high atom and step economy and the like, and has a potential application prospect in the field of drug synthesis.

The application discloses a novel method for synthesizing 1,4-diketone compounds. The method is based on a visible light-induced photoredox strategy in the presence of an additive and a photocatalyst under metal-free and base-free conditions. Alpha-carbonyl alkyl radicals are generated from sulfoxide sulfur ylides, and then free radical addition occurs between the alpha-carbonyl alkyl radicals and enol silyl ethers, so that an efficient coupling reaction is realized, and 1,4-diketone compounds are directly constructed under mild conditions. Compared with existing methods that rely on expensive stoichiometric metal reagents and oxidants, the application significantly reduces the risk of metal residues and purification costs under metal-free and base-free conditions. The method has the characteristics of mild reaction conditions, cheap and easily available raw materials, clean and sustainable light energy as driving force, simple operation and the like, and provides a green and efficient new path for synthesizing 1,4-diketone compounds with low metal residues.

This invention discloses a method for preparing and applying the fullerene pyrrolidine phenyl ether derivative shown in formula (I). First, methylimine ylides are generated from amino acids and p-alkoxybenzaldehyde, and then subjected to a [1,3] cycloaddition reaction with fullerene to obtain the fullerene pyrrolidine phenyl ether derivative. When this fullerene pyrrolidine phenyl ether derivative is used alone as a light stabilizer in polystyrene, its light stability is significantly better than that of fullerene. Where: R 1 =-CH3,-C2H5,R 2 =‑H,‑CH2‑C6H5,‑CH2‑C6H5‑OCH3.

The invention belongs to the technical field of medicines, and discloses a dioxabicyclo-containing compound as well as preparation and application thereof. In particular relates to a derivative based on a (4R, 5R, 8S)-4, 8-dimethyl-4-(E)-3-oxo-3-phenyl-1-propylene-1-yl)-2, 3-dioxabicyclo [3.3. 1] nonane-7-ketone structure. Derivation can be carried out through reaction of different ylide and intermediate aldehyde, or various target compounds can be obtained through condensation of different nitrogen-containing compounds and activated derivatives of p-nitro chloroformate. The compound disclosed by the invention has a good in-vitro inhibition effect on human tumor cells and has potential practical application value.

The invention belongs to the field of boron chemistry, and discloses a method for preparing a B (4) site alkylated carborane compound by taking olefin as a raw material. 1-(alpha-carbonyl sulfoxide ylide)-carborane, olefin, silver salt, acetic acid and a rhodium catalyst are placed in a solvent for reaction, and after the reaction is finished, post-treatment is performed to obtain a target compound. According to the invention, commercially available olefin is innovatively used as an alkylation reagent for the first time, and regioselective alkylation of the B (4) site is realized on the premise of retaining a carbon site alpha-carbonyl sulfoxide ylide group. The method is easy and convenient to operate, mild in condition and capable of achieving large-scale production, and a practical and efficient way is provided for preparation of boron-containing compounds such as boron neutron capture therapy drugs.