93 results about "Quaternary carbon" patented technology

The invention discloses an optical monomer and a preparation method thereof, a composition, a resin material and a preparation method thereof. The optical monomer provided by the invention comprises a quaternary carbon structure and a side chain connected with the quaternary carbon structure through an ester bond. The side chain comprises a thioether chain segment connected with an ester bond, an aromatic group connected with the thioether chain segment and an epoxy group connected with the thioether chain segment. The optical monomer provided by the embodiment of the invention takes a quaternary carbon structure as a core skeleton, and a side chain sequentially comprises an aromatic group, a thioether chain segment and a terminal epoxy group. A thioether structure with high polarizability and an aromatic group are introduced into the molecular design of the optical monomer, so that the refractive index and the optical transparency of a resin material are remarkably improved. And the rigidity of the epoxy aromatic ring is beneficial to improving the thermal stability and mechanical strength of the resin material. The epoxy group at the tail end can react with conventional epoxy resin to form a compact network structure, so that the stability of the resin material is improved, and the yellowing tendency is reduced.

The present invention discloses a method for preparing an indolinone compound containing a quaternary carbon center. The target compound is obtained by subjecting N-arylacrylamide to an intramolecular tandem oxidative cyclization reaction initiated by the addition of an intramolecular alkyl radical with a tertiary alkane in the presence of a copper catalyst. This novel synthetic route for indolinone compounds containing a quaternary carbon center offers advantages such as high efficiency, relatively mild reaction conditions, a wide range of substrate applicability, and high atom and step economies, and has potential applications in pharmaceutical synthesis.

A process for the preparation of a compound of the sterically hindered alkoxyamine class is described, the process comprises the step of alkylating a sterically hindered hydroxylamine compound to a corresponding sterically hindered alkoxyamine by reacting said sterically hindered nitroxyl compound with a compound capable of producing a carbon-central alkyl radical, typically a territorial or secondary alkyl radical, the compounds capable of generating carbon-center alkyl radicals are selected from thermal radical initiators that form radical species in the temperature range of 40 DEG C to 200 DEG C, and from photoinitiators that undergo light excitation when irradiated with UV light or visible light in the range of 180 to 700 nm, in particular UV light in the range of 180 to 380 nm, the compounds capable of generating carbon center alkyl radicals are typically selected from the class of organic peroxides, azo compounds, benzoyl derivatives, benzophenone derivatives, thioxanthone derivatives, benzoin derivatives, benzoyl phosphine oxide derivatives, and the like. The invention relates to a peroxide, for example, selected from the group consisting of diacyl peroxides of formula (A), peracid esters of this formula (A), and oxalic acid peracid esters of formula (D) R-CO-O-O-Z-R (A), r-Z ''-X-CO-CO-O-O-Z''-R (D) wherein each R independently represents a primary or secondary alkyl or cycloalkyl group, preferably comprising from 1 to 15 carbon atoms, and X is oxygen-O-or peroxy-O-O-, Z represents CO or an alkylene group bonded to a quaternary carbon atom, the quaternary carbon atom being an alkylene group of formula (C) R '-C-R' (C), wherein each R'is selected from alkyl groups having 1 to 15 carbon atoms, and Z "represents the alkylene group bonded to a quaternary carbon atom having the formula (C). The described process produces the corresponding O-alkylated derivatives of the sterically hindered hydroxylamines, typically compounds of the class referred to as N-O-alkyl HALS, with very high selectivity and conversion and without the need for the use of catalysts, in particular metal catalysts.

The invention discloses a method for catalytically synthesizing alpha-disubstituted ester, amide, malonic acid monoester or monoamide from disubstituted Meldrum's acid. By developing a new strategy for promoting the ring-opening reaction of the disubstituted Meldrum's acid by alkali, the disubstituted malonic acid monoester or monoamide can be efficiently prepared, and compared with the previous method, the strategy can obtain the target product at the room temperature at the yield of 99%. The method successfully breaks through the limitation of the existing disubstituted malonic acid monoester synthesis method, and enriches the types of target compounds. Besides, a series of novel disubstituted malonic acid monoesters are obtained, and simple chemical conversion is applied to obtain a series of disubstituted malonic acid derivatives with quaternary carbon centers. Then, under the action of a chiral organic catalyst, chiral disubstituted malonic acid monoester is obtained with high yield and high enantioselectivity. And a solid foundation is laid for subsequent application of the compounds in subjects of materials, medicines and the like.

The invention discloses a preparation method of an adiponitrile derivative with a complex skeleton, which comprises the following steps: taking cheap and easily available terminal olefin, a safe and nontoxic cyano source azobisisobutyronitrile and a derivative thereof as initial raw materials, and carrying out cross-coupling reaction without a transition metal catalyst; an adiponitrile derivative with a complex skeleton and a plurality of all-carbon quaternary carbon centers is constructed in one step; the method is mild in condition, the reaction process is easy and convenient to operate, the substrate adaptability is wide, and the prepared adiponitrile derivative with the complex framework has the value as a functional material precursor.

This invention discloses a method for synthesizing a full-carbon quaternary carbocyclic ketone-spirocyclic pseudoindole derivative. This method uses a metal carbonyl compound as a safe carbonyl source and involves a catalytic cycle from zero-valent palladium to divalent palladium. Specifically, it involves the oxidative addition of palladium(O) via a carbon-halogen bond, the coordination and migration insertion of CO to form a carbonyl palladium species, followed by nucleophilic attack of the indole C3 ring to achieve dearomatization of the indole ring, and then reductive elimination to obtain the full-carbon quaternary carbocyclic ketone-spirocyclic pseudoindole derivative. Specifically, compound 1 and the metal carbonyl compound Co2(CO)8 are reacted under heating conditions with palladium as a catalyst, organophosphine as a ligand, and sodium salt as a base to obtain the full-carbon quaternary carbocyclic ketone-spirocyclic pseudoindole molecule. This method is a novel synthetic method for full-carbon quaternary carbocyclic ketone-spirocyclic pseudoindole derivatives, solving the problems of existing technologies such as the need for multiple reaction steps, harsh reaction conditions, narrow substrate range, and high toxicity of starting materials.

The application discloses a five-membered ring containing alkynyl or triazole functional group P The chiral phosphine oxide compound is obtained through Domino Heck-Sonogashira cascade reaction by taking a prochiral tertiary phosphine oxide compound containing a double ethylene group and phenylacetylene as raw materials, transition metal palladium catalyst and chiral TADDOL phosphoramidite ligand under the protection of inert gas P The chiral phosphine oxide compound has a product yield of 96% and an enantioselectivity ee value of 99%, and a diastereoselectivity dr value of greater than 20:1. The application adopts an asymmetric desymmetrization strategy, uses a Heck reaction to start and a Sonogashira reaction to end a cascade reaction, simultaneously constructs P The chiral and quaternary carbon chiral center has mild reaction conditions, simple operation and good substrate universality, provides a compound skeleton with diversity, and is successfully applied to a palladium-catalyzed asymmetric allyl substitution reaction as a chiral ligand.

The invention discloses a method for preparing isopentenyl indole alkaloid Debromolustramine B. The isopentenyl indole alkaloid Debromolustramine B belongs to the technical field of organic synthesis, an o-bromo aniline aldehyde compound is used as an initial raw material, and on the basis of novel chiral p-toluene sulfinyl guidance, cheap copper catalysis amido alpha-position arylation and 3, 3-dimethyl allyl bromide cyclization reaction, the isopentenyl indole alkaloid Debromolustramine B is synthesized, and the isopentenyl indole alkaloid Debromolustramine B is obtained. According to the present invention, the key aryl quaternary carbon chiral center in the isopentenyl indole alkaloid Debomolustramine B is constructed, and the isopentenyl indole alkaloid Debomolustramine B with the butyrylcholine esterase inhibition activity is prepared through the subsequent series of chemical conversion, such that the material basis is provided for the further research of the natural product Debomolustramine B and the analogue thereof. The method has the advantages that the reaction conditions are mild, the cheap metal copper is used as the catalyst, the synthesis route is short, the energy consumption is low, the environmental protection is facilitated, and the large-scale chiral preparation of the isopentenyl indole alkaloid Debromofloutramine B is facilitated; the method also has the characteristics of relatively good atom economy and high product yield.

This application discloses a method for synthesizing chiral cyano-containing full-carbon quaternary cyclic compounds, characterized by the following steps: mixing a solvent, an oxidant, an alkynyl malononitrile compound, a carboxylic acid compound, a palladium salt, and a chiral dinitrogen ligand; reacting the mixture; drying; and separating to obtain the chiral cyano-containing full-carbon quaternary cyclic compound. This method can achieve a palladium-catalyzed tandem reaction of alkynyl malononitrile with a carboxylic acid involving asymmetric acyl oxidative cyclization / acyl migration, yielding cyano-containing full-carbon quaternary cyclic compounds with optical purity in good yields (enantiomer ratios up to 96.5:3.5). This invention features a broad substrate range, readily available raw materials, simple and practical operation, and mild reaction conditions.

The invention discloses a phosphabicyclo [3, 2, 0] organic phosphorus compound as well as a preparation method and application thereof. Diallyl-containing tertiary phosphine oxide and phosphine sulfur compounds are used as raw materials, 10-phenyl phenothiazine is used as a photocatalyst, the photocatalyst is excited under a light source of 390 nm to activate double bonds, high-stereoselectivity [2 + 2] cycloaddition reaction is realized, the phosphorus heterocyclic bicyclo [3, 2, 0] organophosphorus compound containing two quaternary carbon centers is synthesized, diastereoisomers can be separated, and the yield is high. A single diastereoisomer product is as high as 97%, and excellent diastereoselectivity is achieved. The invention provides a green reaction mode for photocatalytic synthesis of the phosphabicyclo [3, 2, 0] organophosphorus compound, the conditions are mild, and the substrate universality is good. The obtained phosphabicyclo [3, 2, 0] organophosphorus compound is applied to a primary alcohol chlorination reaction as a catalyst, shows high reaction activity, and has more excellent catalytic activity compared with a reported catalytic system.

The present invention provides a resin composition containing: a block copolymer (I) containing a block structural unit (A) mainly composed of a polylactic acid unit (a) and a block structural unit (B) mainly composed of a polyester unit (b); the polyester unit (b) contains a unit derived from an aliphatic diol (b1) having an alkyl group as a branched chain and not having a quaternary carbon, and an aliphatic dicarboxylic acid (b2), the aliphatic diol (b1) having two hydroxyl groups that are primary hydroxyl groups, and the block copolymer (I) has a melting point of less than 180 DEG C.

The invention discloses C2-quaternary carbon amino sugar as well as a preparation method and application thereof. According to the preparation method, C2-position functionalized glyene is taken as a raw material, di-tert-butyldiaziridone is taken as a nitrogen source, and a double amination reaction of unsaturated bonds of sugar rings is realized by utilizing a copper-catalyzed nitrogen-nitrogen bond activation strategy, so that the C2-quaternary carbon amino sugar compound is constructed. In-vitro antifungal activity research results show that the C2-quaternary carbon amino sugar has certain inhibitory activity on tested fungi, and the compounds I-2 and I-3 show good broad-spectrum antibacterial biological activity and can be used as an agricultural bactericide. The C2-quaternary carbon amino sugar developed by the invention has the remarkable characteristics of simple and efficient synthesis method, cheap and easily available raw materials, mild reaction conditions and the like, and has a good application prospect.

The present invention discloses a polysubstituted alkylaryl azo compound, its synthesis method, and application. The present invention provides polysubstituted alkylaryl azo compounds as shown in Formula I and Formula II. Using propargyl reagents and hydrazones as substrates and various nitrogen heterocyclic carbene (NHC) ligands, allene products or propargyl-substituted products can be prepared with high selectivity, all of which contain azo functional groups. The polysubstituted alkylaryl azo compounds prepared by the present invention provide a technical solution that is completely different from the prior art for preparing polysubstituted α-quaternary carbon amine compounds, achieving good yield and selectivity. #imgabs0#

The invention discloses a sulfonium sulfonate photo-acid generator containing a quaternary carbon connection structure and a synthesis method of the sulfonium sulfonate photo-acid generator, and particularly provides a compound as shown in a formula I. The compound comprises anions and cations. The photoacid generator provided by the invention is high in stability, high in exposure energy and simple to prepare.

Provided is a compound capable of obtaining a highly practical photosensitive composition that can be used as a photoresist to form ultra-fine patterns.　A compound according to the present invention contains a metal atom and a carboxylate ligand A having a cyclic structure. The carboxylate ligand A has a cyclic structure bonded to a carboxylate group. In the cyclic structure, carbon C1 in the cyclic structure bonded to the carboxylate group is tertiary or quaternary carbon. Carbon C2 adjacent to carbon C1 in the cyclic structure has a substituent R1. The substituent R1 is an organic group or a halogen atom.

The invention relates to a C2-quaternary carbon indole-3-ketone compound as well as a preparation method and application thereof, the structure of the compound is shown as a structural general formula (I-1) or (I-2), and the compound is prepared by taking an indole-3-ketone derivative or a 3, 3-gem-difluoroindole derivative as a reaction substrate and carrying out Mannich reaction. According to the present invention, the reaction conditions are mild, the atom economy is high, the highest yield of the synthesized C2-quaternary carbon indole-3-one compound can achieve 86%, and the prepared C2-quaternary carbon indole-3-one compound can inhibit NO released by LPS-induced mouse macrophages RAW264.7, and can be used for preparing drugs for treating NO-mediated inflammatory diseases. Or a product thereof

The invention provides a synthesis method of alpha-quaternary carbon amino acid and application of amino acid lyase. The synthesis method comprises the following steps: mixing a substrate, a reaction solution and amino acid lyase for reaction to obtain alpha-quaternary carbon amino acid, in substituent groups of the substrate and the alpha-quaternary carbon amino acid, R1 is selected from a substituted or unsubstituted first group; the first group comprises one or more of aryl, alkenyl, alkynyl, acylamino or ester group; r2 is selected from one or more of methyl, ethyl, propyl, isopropyl or phenyl; the reaction solution includes an ammonia solution. The method can solve the problems that in the prior art, a synthetic method of alpha-quaternary carbon amino acid is narrow in substrate range and not suitable for industrial production, and is suitable for the field of synthesis of alpha-quaternary carbon amino acid.

Provided are a compound capable of enabling miniaturization of a circuit pattern, and a photosensitive composition containing the same.　This compound contains poor metal atoms and carboxylate ligands A, and is characterized in that: the carboxylate ligands A have an alicyclic structure to which carboxylate groups are bonded; the alicyclic structure has one double bond; and carbons bonded to the carboxylate groups are quaternary carbon.

The invention belongs to the technical field of organic synthesis, and particularly relates to chiral spiro lactam and a synthesis method thereof. According to the method, by switching a metal catalyst and a chiral ligand system, high-stereoselectivity synthesis of chiral spiro lactam with spiro quaternary carbon centers, namely chiral spiro gamma-lactam and chiral delta-lactam, is realized for the first time starting from a beta-ketoamide precursor connected with the same alkynyl group, and large-scale preparation can be realized. Compared with the prior art, the method disclosed by the invention is mild in condition, simple, efficient, easy to operate and good in repeatability, and has excellent regioselectivity and stereoselectivity.

This invention belongs to the fields of organic catalysis and asymmetric catalysis, and relates to a bichiral synergistic nitrogen heterocyclic carbene-oxynitrile adduct catalyst, its preparation method, and its application. The catalyst is composed of a nitrogen heterocyclic carbene unit and an oxynitrile unit, wherein both the nitrogen heterocyclic carbene and oxynitrile moieties can incorporate chiral structural units, thereby constructing a synergistic chiral environment composed of two chiral sources within the overall catalyst structure. This structural design allows for a more refined stereoselectivity control during the catalytic reaction, thereby enhancing the catalyst's stereoinductive ability in asymmetric catalytic reactions. The catalyst is prepared through a modular synthesis process, which involves fewer steps and is safe and simple to operate, and the catalyst structure is easily modulated. Applying this catalyst to acyl rearrangement reactions enables effective control of the reaction's stereoselectivity, thereby efficiently synthesizing various indolones or benzofuranones containing a chiral quaternary carbon center at the C3 position.

A complex ester of a divalent carboxylic acid, a divalent alcohol, and at least one selected from a monohydric alcohol and a monocarboxylic acid, wherein the divalent alcohol consists of a branched divalent alcohol having no quaternary carbon.

The application discloses a synthesis method of gem-diboron compound containing adjacent quaternary carbon center and relates to the technical field of organic synthesis. The synthesis method comprises the following steps: (1) under the protection of inert gas, dissolving the gem-diboron compound in tetrahydrofuran, adding tetramethylpiperidyl lithium, stirring for 5 minutes at room temperature, and preparing a gem-diboron lithium solution; (2) under the protection of inert gas, adding 2,6-di-tert-butyl-4-(diphenyl methylene) cyclohex-2,5-diene-1-ketone, stirring for 15 minutes at room temperature, carrying out silica gel column purification after the reaction is completed, and using a mixture of petroleum ether and ethyl acetate as an eluent, so as to obtain the gem-diboron compound containing adjacent quaternary carbon center. The application uses tetramethylpiperidyl lithium as an alkali, is simple and easy to obtain the gem-diboron reagent and is low in cost. Meanwhile, the application carries out the reaction at room temperature, is simple to operate, is mild in reaction, is environmentally friendly and safe, and is conducive to industrial large-scale production.

This invention belongs to the field of organic synthesis technology, and discloses a method for photocatalytic synthesis of quaternary carbon 1-diamine, comprising the following steps: (1) adding magnetic electrodes, raw materials, and solvent sequentially into a photoreaction tube with an outer condenser, blowing argon gas through a fine needle, and then sealing the tube. (2) Circulating condenser water through the outer side of the photoreaction tube, placing the tube on a magnetic stirrer, turning on the magnetic stirrer, and simultaneously irradiating it with a blue LED light. (3) Vacuum concentrating the mixture obtained in step 2, and separating it by column chromatography to obtain the target compound, quaternary carbon 1-diamine. This invention utilizes inexpensive and readily available indigo-derived ketimine and N,N-xylene and its derivatives as raw materials, and successfully synthesizes quaternary carbon 1-diamine compounds under visible light catalysis conditions through the combined catalytic action of a photocatalyst and Brønsted acid. The conditions of this invention are mild, and the raw materials are inexpensive, readily available, and all are commercially available reagents.

The invention discloses a synthesis method of a diaryl quaternary carbon pyrazolone compound with a chiral center, and belongs to the field of organic synthesis. The method comprises the following steps: (1) at room temperature, taking ether as a solvent, adding silver oxide and substituted N-phenyl-3-(2-hydroxyphenyl) indole-2-ketone, and reacting for 6-12 hours; (2) performing column chromatography purification on the product to obtain an intermediate, taking a polar solvent or halogenated alkane as a solvent, adding alkali and substituted hydrazone, and reacting at 0-40 DEG C for 1-30 minutes; and (3) adding methyl iodide to continuously react for 1-12 hours to obtain the diaryl quaternary carbon pyrazolone compound with the chiral center as shown in the formula (I). According to the present invention, N-phenyl-3-(2-hydroxyphenyl) indole-2-one or a derivative thereof and substituted hydrazone are adopted as reactants to synthesize the diaryl quaternary carbon pyrazolone compound having the chiral center through the alkali start-up reaction, and the method has advantages of wide substrate universality, simple operation, mild condition and medium to excellent yield. (I)

The present invention relates to a resin composition, comprising (a) an epoxy resin; (b) a curing agent comprising the structure of formula C1; (c) an inorganic filler; wherein RC1 is (a) a siloxane group of formula C1a or (b) or both a siloxane group of formula C1a and an ester group of formula C1b; RC2 is selected from a bulky C4 to C12 alkyl group comprising at least one tertiary or quaternary carbon atom; RC11, RC12, RC13 are independently selected from methyl, ethyl and 1-propyl; RC14 is selected from a linear or branched C1 to C8 alkyl; XC1 is selected from a divalent C1 to C4 alkanediyl group; and n is an average number of repeating units and is from 1.05 to 200.

Patterning compositions are described based on organo tin dodecamers with hydrocarbyl ligands, oxo ligands, hydroxo ligands and carboxylato ligands. Alternative dodecamer embodiments have organo tin ligands in place of hydrocarbyl ligands. The organo tin ligands can be incorporated into the dodecamers from a monomer with the structure (RCC)3SnQ, where R is a hydrocarbyl group and Q is a alkyl tin moiety with a carbon bonded to the Sn atom of the monomer and with a Sn bonded as a replacement of a quaternary carbon atom with bonds to 4 carbon atoms. Some or all of the carboxylato and hydroxyl ligands can be replaced with fluoride ions. Good EUV patterning results are obtained with the dodecamer based patterning compositions.

This invention discloses a dispironaphthyl-1,3'-indene-1',2"-pyrrolidone derivative, its synthetic method, and its applications, relating to the field of organic synthesis technology. Its structural formula is shown in Formula I. The series of dispironaphthyl-1,3'-indene-1',2"-pyrrolidone derivatives provided by this invention contain two quaternary carbon centers, exhibiting a novel structure. The naphthalene ring skeleton is connected to an indene ring, which in turn is connected to a pyrrolidone skeleton. The preparation method provided by this invention uses a simple starting compound, readily available raw materials, mild reaction conditions, simple operation, short preparation cycle, and high yield. It exhibits significant inhibitory effects on tumor cells and can be used to prepare antitumor drugs, laying the foundation for the synthesis and application of such chiral drug skeletons and providing new ideas.

The invention relates to the field of chemical synthesis, and discloses a method for constructing a full-alkyl quaternary carbon stereocenter through stereospecific conversion of chiral tertiary alcohol. The method successfully solves the industrial problem that the peralkyl quaternary carbon center is difficult to construct with high stereoselectivity due to huge steric hindrance and lack of electron difference, the process shows excellent stereospecificity and chemical selectivity, the ee value of the product is as high as 98%, the dr value is superior to 20: 1, and meanwhile, the excellent yield of 90% or above is kept; besides, according to the scheme, the substrate is wide in universality and can be compatible with various chemical small molecule substrates of different structures, the used reagents such as triethyl aluminum and KHMDS are cheap and easy to obtain, operation is easy and convenient, and a simple and efficient stereospecific conversion strategy with industrial application potential is provided for synthesis of complex drug intermediates.

The invention relates to the technical field of organic chemistry and medicinal chemistry, in particular to a method for regioselectively constructing a nitrogen aromatic compound C2 full-carbon quaternary carbon center and application. According to the specific technical scheme, N-amino salt of an electron-deficient aza-aromatic compound reacts with alpha-substituted aldehyde at the temperature of-78 DEG C to 150 DEG C in the presence of alkali, an oxidizing agent and an organic solvent, and then the C2-site quaternary carbon substituted aza-aromatic compound can be synthesized. According to the invention, the pyridine C2-position all-carbon quaternary carbon substituted product can be directly synthesized from pyridine, and the method has the advantages of few reaction steps, mild conditions, high yield, high regioselectivity, simple operation and the like. In addition, the compound shows significant inhibitory activity on gouty inflammatory factors and plant pathogens such as rice sheath blight disease and wheat scab, and can be used for development of drugs and / or pesticides.

The invention discloses a preparation method of a hollow fiber membrane, which comprises the following steps of: reacting a monomer C with neopentyl of which the quaternary carbon atom is connected with carboxyl and the primary carbon atom is connected with hydroxyl with a monomer A with a phosphorylcholine branched chain and a monomer B with methylacryloyl in the hollow fiber membrane; the prepared hollow fiber membrane has alkali-resistant and heat-resistant characteristics after being applied to an ultrafiltration device, and can meet the requirement of frequent disinfection of the ultrafiltration device.