96 results about "Enyne" patented technology

The invention relates to a method for synthesizing 1, 2-allene ketone, and discloses a method for synthesizing 1, 2-allene ketone by taking eneyne, 1, 4-dihydropyridine and benzoyl fluoride as substrates, 2, 4, 5, 6-tetra (diphenylamino)-isophthalonitrile as a photocatalyst, 5, 6, 7, 8-tetrahydro-3-(2, 6-diisopropyl phenyl)-4H-cycloheptyl thiazole perchlorate as N-heterocyclic carbene, cesium carbonate as alkali and acetonitrile as a solvent through a one-pot method. And reacting at room temperature for 4 hours under visible light of 12W and 460nm LED blue light to obtain allene ketone. The reaction conditions are mild, and the method has good functional group tolerance.

The invention relates to a method for synthesizing tetrasubstituted ‑1,3‑enedicarboxylic acid, and discloses a method for synthesizing tetrasubstituted ‑1,3‑enedicarboxylic acid. The method comprises the following steps: using 1,3‑enyne and iodide as raw materials, potassium formate as a formate source, DABCO as a hydrogen transfer catalyst, Ir(bpy)2(dtbpy)PF6 as a photocatalyst, and cesium carbonate as a base, introducing CO2 under normal pressure, and obtaining an enedicarboxylic acid compound with an excellent to good yield under room temperature and visible light irradiation for 24 hours. The method has mild reaction conditions, good regioselectivity, and good functional group tolerance, and makes up for many deficiencies of the prior art.

The invention belongs to the technical field of catalytic methods and catalysts, and particularly relates to a method for preparing a polysubstituted allene carboxylic acid methyl ester compound based on CO2 and photocatalysis, which is based on a photocatalytic reaction system, takes CO2 as a carboxyl source, and is prepared through a 1, 3-enyne 1, 3-polysubstituted allene carboxylic acid methyl ester compound under the mild conditions of no photocatalyst and metal, so that the polysubstituted allene carboxylic acid methyl ester compound is obtained. According to the present invention, the efficient synthesis of the polysubstituted allene carboxylic acid derivative is achieved through the 1, 4-alkane carboxylation reaction, the method has advantages of good yield, wide substrate universality, suitableness for the reaction of a variety of functional groups, non-toxicity of the used reagent, and wide application prospect.

The application provides a kind of sodium sulfide nine hydrate and activated olefin / acetylene preparation polyether and its method, belong to sulfur-containing polymer technical field.The structural formula of polyether in the application, R 1 And R 2 Independently be substituted or unsubstituted alkyl, substituted or unsubstituted alkoxy, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl;The number of carbon atoms of the alkyl is 1-10, the number of carbon atoms of alkoxy is 1-10, the number of carbon atoms of aryl is 1-30, the number of carbon atoms of heteroaryl is 3-30;Substituted alkyl and substituted alkoxy independently are one or more;N is an integer of 2-4000.The application is used as sulfur source sodium sulfide nine hydrate, under the condition of no metal catalyst, polyether is synthesized by polymerization reaction;Reaction condition is mild, reaction is efficient, economic and environmental protection, meet the current green production concept and can avoid the use of dangerous reagent.

This invention discloses a method for preparing sulfonamide-modified benzo[a]fluorene-5-one derivatives, using 1,7-enyne and N Using sulfonylaminopyridine salts as raw materials, a series of sulfonated benzo[a]fluorene-5-one compounds were successfully synthesized by catalyzing the sulfonation / cyclization tandem reaction of 1,7-enynes under photocatalytic conditions. This method has excellent functional group tolerance and high economic applicability.

Provided are an enyne compound and a use thereof. Specifically, provided are a compound represented by Formula I, or a pharmaceutically acceptable salt thereof, functional groups being as defined in the text. Also provided are a method for preparing the compound of Formula I, a pharmaceutical composition containing the compound, a use thereof as a therapeutic, in particular a use thereof as an SMARCA2 inhibitor, and a use thereof in the preparation of a medicament for preventing and / or treating cancer.

The invention provides a carbonyl substituted tetrahydronaphthalene imine compound and a preparation method thereof. The tetrahydronaphthalene imine compound structurally contains imine and a carbonyl substituent, can be subjected to multidirectional derivative conversion, and has structural novelty. The preparation method comprises the following steps: reacting a 1, 6-eneyne compound with amine under the catalysis of transition metal to generate a tetrahydronaphthalene imine compound. The synthesis method is simple and rapid in preparation process, and the catalyst is low in price, so that the method is expected to be used for industrial production. # imgabs0 #

The invention provides a method for synthesizing a macrocyclic compound containing a conjugated diene structure through intramolecular eneyne coupling and application of the macrocyclic compound, and belongs to the technical field of organic synthesis.The method comprises the steps that a long-carbon-chain acrylamide alkyne compound and a transition metal salt catalyst are placed in an organic solvent; heating and reacting in an inert gas atmosphere to couple eneyne in molecules, and after the reaction is finished, carrying out post-treatment on a reaction solution to obtain a macrocyclic compound containing a conjugated diene structure; according to the method, iridium salt is used for catalyzing intramolecular eneyne coupling to synthesize the macrocyclic compound containing the conjugated diene structure, the synthesis efficiency is high, the method is environmentally friendly, the production environmental protection pressure is small, the method is wide in substrate application range, the method can be used for synthesizing 12-26-membered all-carbon and / or ether macrocyclic compound containing the conjugated diene structure, the atom economy is good, and the method is suitable for industrial production. The reaction yield is high, and the method has a wide application prospect in the field of organic synthesis.

The invention discloses a tetra-coordinated boron-oxygen heterocyclic compound and a preparation method thereof, and belongs to the technical field of pharmaceutical and chemical intermediates and related chemistry. The method comprises the following steps: by taking a bis (pentafluorophenyl) borane dimethyl sulfide complex [(C6F5) 2BHSMe2] as a boron source, firstly carrying out hydroboronation reaction on the bis (pentafluorophenyl) borane dimethyl sulfide complex [(C6F5) 2BHSMe2] and an eneyne compound to generate a three-coordination alkenyl boron dienophile intermediate in situ, and then carrying out reverse electron demand Diels-Alder reaction on the three-coordination alkenyl boron dienophile intermediate and an acetylenic ketone compound to synthesize a series of tetra-coordination boron-oxygen heterocyclic compounds. The method has the advantages of mild reaction conditions, good selectivity, high yield, wide substrate application range, environmental friendliness, simplicity and convenience in operation and the like, opens up a new way for synthesis of the tetra-coordinated organoboron compound, and has higher application value and social and economic benefits.

Inhibitors of hydrogen embrittlement, which can include a terminal alkene or a terminal alkyne, such as an enyne are described. Compositions, such as treated fluid compositions, that include an inhibitor of hydrogen embrittlement, such as a terminal alkyne or a terminal alkene are described herein. Methods of treating a fluid, generating energy, transporting, or storing a treated fluid are also provided.

An oxidation strategy of benzyl C-H compounds, halides, alkenes, alkynes or alcohols mediated by butanedione, which can efficiently prepare alcohol, aldehyde, ketone or carboxylic acid compounds by using 1o, 2oor 3obenzyl C-H compounds, halides, alkenes, alkynes or alcohols as raw materials, adding butanedione, acid and solvent, and then irradiating under oxygen condition by visible light. The method provides an oxidation method for many natural products, drugs and materials, which does not need traditional oxidants, does not use transition metal catalysts, uses cheap butanedione as photosensitizer, uses water as solvent, and efficiently oxidizes 1o, 2oor 3obenzyl C-H compounds, halides, alkenes, alkynes or alcohols to prepare alcohol, aldehyde, ketone and carboxylic acid compounds under the induction of visible light. The whole production process is green, low-cost, wide-substrate applicability, high-yield, simple operation, no explosion risk, and has very significant advantages compared with the previous production process.

The invention discloses a pyrazolo [5, 1-a] isoindole derivative as well as a synthesis method and application thereof, and belongs to the technical field of organic chemical synthesis. The invention solves the problems of harsh reaction conditions, limited substrate range and the like of continuous multi-step synthesis of a precursor in the existing pyrazolo [5, 1-a] isoindole compound synthesis process. According to the invention, a polarity reversal strategy is adopted, a cyano group is introduced into 1, 5-enyne to change the electronic characteristics of 1, 5-enyne, diazo, olefin and ethynyl benzene are reacted under mild conditions, two rings and three new chemical bonds are constructed through a series of intermolecular [3 + 2] cycloaddition, intramolecular cycloaddition and elimination reactions, and pyrazolo [5, 5-a]-1, 5-a-phenanthrene is efficiently synthesized. According to the present invention, the 1, 1-a] isoindole derivative has characteristics of good synthesis yield, simple operation of the synthesis method, easily available raw materials, good substrate universality and step economy, and provides the effective strategy for the drug design synthesis.

The invention provides a preparation method of a 1, 5-dihydropyrrolo [4, 3, 2-de] quinoline-4 (3H)-ketone derivative, and belongs to the technical field of heterocyclic compounds. The preparation method comprises the following steps: adding a palladium catalyst, a ligand, alkali, 1, 7-enyne, perfluoroiodobutane and di-tert-butyldiaziridone into an organic solvent, reacting at the temperature of 80-100 DEG C for 18-22 hours, and performing post-treatment to obtain the 1, 5-dihydropyrrolo [4, 3, 2-de] quinoline-4 (3H)-ketone derivative. The preparation method is simple and convenient to operate, the initial raw materials are cheap and easy to obtain, the reaction efficiency is high, the substrate compatibility is good, and the 1, 5-dihydropyrrolo [4, 3, 2-de] quinoline-4 (3H)-ketone derivative can be efficiently and rapidly synthesized in one step.

The invention discloses an axially chiral aryl pyrrole derivative, a preparation method thereof and application of the axially chiral aryl pyrrole derivative as a chiral catalyst, and relates to the technical field of organic matter synthesis. According to the invention, substituted primary amine and enyne are taken as raw materials and react in the presence or absence of an additive in the presence of a copper salt and a PyBOX ligand to obtain a novel axially chiral aryl pyrrole derivative, and a method for forming an aryl pyrrole rotation-hindered isomer through [1 + 4] cyclization of the primary amine and electron-deficient enyne under the catalysis of metal is developed. According to the present invention, the used catalyst is easily available, the preparation cost is low, the synthesis method is suitable for a variety of substrates, a variety of axially chiral aryl pyrrole compounds with novel structures can be constructed, and the obtained aryl pyrrole compound has characteristics of high yield and excellent enantioselectivity. The synthesis route of the aryl pyrrole compound is expanded, and a foundation is laid for further exploration and application of the compounds in asymmetric catalysis, drug development and other chemical fields.

The invention provides a preparation method of a sulfone-containing 1, 3-eneyne derivative, and belongs to the technical field of organic synthesis. The preparation method comprises the following steps: adding a palladium catalyst, a ligand, alkali, alkyne and paratoluensulfonyl iodide into an organic solvent, reacting at 40 DEG C for 4-8 hours, and performing post-treatment to obtain the sulfone-containing 1, 3-enyne derivative. The preparation method is easy to operate, and post-treatment is simple and convenient; the method has the advantages of cheap and easily available reaction starting raw materials, wide tolerance range of substrate functional groups, high reaction efficiency, one-step efficient and rapid synthesis of the sulfone-containing 1, 3-eneyne derivative, and strong practicality.

The invention belongs to the technical field of organic synthesis, and discloses a preparation method for trifluoromethylation of a 1, 6-enyne substrate. The preparation method comprises the following steps: in a protective gas atmosphere, mixing a 1, 6-eneyne substrate, NaSO2CF3, an oxidant, N-bromosuccinimide and an organic solvent, heating to react, cooling, separating an organic phase, drying and purifying to obtain a product after trifluoromethylation of the 1, 6-eneyne substrate, the organic solvent is selected from any one of dimethoxyethane and 1, 2-dichloroethane. The preparation method is mild in reaction condition, simple and convenient to operate, good in substrate applicability, good in substrate selectivity in reaction and high in target product yield, and a new way is provided for trifluoromethylation of the 1, 6-eneyne compound.

The invention relates to the technical field of chemical intermediates, particularly discloses a prostaglandin chiral intermediate and a synthesis process thereof, and provides synthesis of a novel prostaglandin chiral intermediate, for example, (R, E)-3-((tert-butyldiphenylsilyl) oxy)-N-methoxy-N-methylhexyl-4-enamide. The process is simple to operate, cheap in raw material, mild in reaction condition and suitable for industrial production, an ethylthio side arm is increased by a chiral auxiliary agent, so that the chiral control selectivity of aldol condensation reaction is better, a cheap and easily available (R)-4-benzyl-2-oxazolidinone Evans chiral auxiliary group is used for inducing chiral formation, and (Sc, Sb)-2-oxazolidinone is used in Zhang eneyne ring isomerization reaction. The catalyst prepared from (Rp, Rp)-Duanphos is high in activity, and the dosage of Rh metal is reduced, so that the process has the cost advantage.

The invention provides a high-allene phosphine oxide as well as a preparation method and application thereof. The preparation method of the high-allene phosphine oxide comprises the following steps: in a solvent A, under the promotion of alkali, an eneyne ketone compound II and a phosphine oxide compound III are subjected to a conjugated phosphine hydrogenation reaction, and the high-allene phosphine oxide I is obtained. According to the method, the high-allene phosphine oxide is prepared by starting from simple and easily available starting raw materials and adopting an alkali-promoted conjugated phosphine hydrogenation reaction, the atom utilization rate is 100%, and the method is a reaction meeting atom economy and green chemistry, and is mild in condition, easy to implement, simple and convenient to operate, easy in product separation and purification and high in yield. The high-allene phosphine oxide synthesized by the method is excellent in diastereoselectivity and novel in structure, has various active functional groups, and has potential synthesis application value. The high-allene phosphine oxide disclosed by the invention can be used as a catalyst and is applied to a reaction for catalyzing dehydration between carboxyl groups to generate anhydride.

The invention discloses a novel porous carbon / ordered carbon composite material and a preparation method and application thereof, and the method comprises the following steps: S1, dispersing porous carbon to form a porous carbon dispersion liquid; s2, adjusting the porous carbon dispersion liquid to be acidic, then adding a micromolecule monomer and an initiator into the porous carbon dispersion liquid, promoting in-situ polymerization coating of the micromolecule monomer, and forming a layer of ordered carbon precursor on the surface of the porous carbon; s3, performing solid-liquid separation, calcining the porous carbon of which the surface is coated with the ordered carbon precursor in a protective atmosphere, and carbonizing the ordered carbon precursor into an ordered carbon layer coated on the surface of the porous carbon to obtain a porous carbon / ordered carbon composite material; wherein the micromolecule monomer is selected from one or more of an alkene / alkyne micromolecule monomer, a styrene micromolecule monomer, an acrylate micromolecule monomer, a bifunctional acid / alcohol micromolecule monomer, a cyclic micromolecule monomer, a polymer micromolecule monomer, a biocompatibility micromolecule monomer, a crosslinking micromolecule monomer and a natural source micromolecule monomer.

The invention discloses a chiral monofluoroalkyl or (deuterated) monofluoromethyl substituted chiral allene compound and an asymmetric catalytic synthesis method of the chiral monofluoroalkyl or (deuterated) monofluoromethyl substituted chiral allene compound. The compound has a structure as shown in the following formula (I) or (II), has important synthesis application value and potential biological activity, and can provide strong technical support for research and development of new fluorine-containing drugs. The synthesis method comprises the following steps: under the condition of a chiral catalyst, taking 1, 3-eneyne and fluorobisaryl sulfonylmethane as raw materials, and carrying out an asymmetric hydromonofluoroalkylation reaction or an asymmetric hydromonofluoroalkylation reaction / reductive desulfonylation cascade reaction, so as to obtain the 1, 3-eneyne-fluorobisaryl sulfonylmethane compound. And synthesizing the chiral monofluoroalkyl or (deuterated) monofluoromethyl substituted chiral allene compound with high stereoselectivity. The method has the advantages that raw materials are cheap and easy to obtain; reaction conditions are mild, and operation is simple; the method has the characteristics of abundant and diversified substrate structures, good to excellent yield, enantioselectivity and the like.

The present application relates to a thiol-containing photoresist composition for use in extreme ultraviolet lithography. The photoresist composition may be used to fabricate a semiconductor device. A method of fabricating a semiconductor device includes forming a photoresist layer from the photoresist composition over a substrate. The photoresist layer is selectively exposed to actinic radiation to form a potential pattern, and the potential pattern is developed by applying a developer to the selectively exposed photoresist layer to form a patterned photoresist. The photoresist composition comprises a photoactive compound, a thiol-containing polymer comprising an aryl group and an acid labile group. The thiol groups may cross-link the polymer via disulfide oxide bond formation and / or a thiol-ene / alkyne "click" reaction.

This invention relates to a method for synthesizing aromatic carbon-10 sulfur-containing compounds from isoprene. Specifically, using disulfide, isoprene, and 2-methyl-1-buten-3-yne as raw materials, aromatic carbon-10 sulfur-containing compounds are constructed under cobalt catalyst and iodine tandem catalysis. This invention has the following advantages: the raw materials are simple and readily available, the synthesis is simple, it is environmentally friendly, the conditions are mild, and it has high atom economy. The compounds obtained from the bulk chemical isoprene have structures similar to natural terpenes and represent an important class of terpenes.

The invention provides a novel preparation method of a tetralone compound, which comprises the following steps: reacting a 1, 6-eneyne compound with water under the synergistic catalysis of transition metal and an amine nucleophilic reagent to generate the tetralone compound. The synthesis method is simple and rapid in preparation process, low in catalyst price and wide in substrate applicability, so that the synthesis method is expected to be used for industrial production. # imgabs0 #

The application discloses a synthesis method of (2E,4Z)-2,4-decadienoic acid ethyl ester, and belongs to the technical field of perfume synthesis. The method comprises the following steps: 3-octyn-1-ol is subjected to the oxidation of Akira Yoshide to obtain 2-octynal; after the aldol condensation and decarboxylation reaction of 2-octynal and malonic acid, E-dec-2-en-4-ynoic acid is obtained; the esterification reaction of the obtained carboxylic acid is carried out to obtain E-dec-2-en-4-ynoic acid ethyl ester; and the enynoic acid ester is subjected to cis-reduction to obtain (2E,4Z)-2,4-decadienoic acid ethyl ester. The synthesis method has the advantages of simpler operation, less waste, high selectivity, guaranteed yield and product quality, and is more suitable for industrialized scale production.

The invention provides a deuterated alkenyl furan compound and a preparation method thereof. The deuterated olefin furan compound comprises a furan ring, a deuterated alkenyl group (the deuteration rate is 94%) and a carbonyl group, can be derived and converted in multiple directions, and has structural novelty. The preparation method comprises the following steps: reacting an eneyne ketone compound with deuterated alkenyl azide (the deuteration rate is 94%) under the catalysis of zinc to generate the deuterated alkenyl furan compound. The synthetic method has the advantages of simple and efficient preparation process, no heavy metal residue risk, no need of acid-base assistance, no equipment corrosion hidden danger, 100% deuteration conversion, high deuteration rate (94%) of the product, and potential industrial application value. # imgabs0 #

The invention discloses a method for synthesizing 1, 3-conjugated diene carboxylate by palladium-catalyzed conjugated eneyne hydrogen esterification reaction, and belongs to the field of organic synthesis. Under the protection of nitrogen, conjugated eneyne and formic acid aryl ester are used as raw materials and react in an organic solvent system containing a palladium catalyst and a ligand to obtain the 1, 3-conjugated diene carboxylic ester. The one-step method is adopted, under the combined action of the ligand and the palladium catalyst, preparation and synthesis of the 1, 3-conjugated diene carboxylic ester with good selectivity are achieved, the system is simple, and the target product can be obtained without additional treatment. The method is easy to operate, mild in condition, wide in substrate range and good in functional group compatibility, different types of conjugated enyne show good tolerance, amplification is easy, atom economy is high, and the method is superior to a traditional synthesis method in multiple aspects.

The invention discloses a method for preparing imide through a multi-component reaction of olefin and 1, 3-eneyne with peroxybenzoate and acetonitrile under the catalysis of copper, which is characterized by comprising the following steps: in the presence of a copper catalyst, a ligand and peroxyaryl carboxylic acid tert-butyl ester and under the heating condition, carrying out a reaction on 1, 3-eneyne and 1, 3-eneyne in an acetonitrile organic solvent to prepare the imide. Reacting the compound in the formula (1) with a compound in a formula (2) and acetonitrile to generate imides in a formula (3) and a formula (4); and reacting the compound in the formula (5) with the compound in the formula (2) and acetonitrile to generate imides in a formula (6) and a formula (7). The preparation method provided by the invention can be suitable for various aryl olefins, drug-derived olefins, alkyl-substituted 1, 3-enyne, aryl-substituted 1, 3-enyne and silicon-substituted 1, 3-enyne, and has the advantages of simple and easily available substrate and wide universality. The method has the advantages of cheap and easily available reaction raw materials, simple reaction operation, wide reaction substrate application range, easy reaction amplification, mild reaction conditions and the like, and can realize industrial production and application.

The invention discloses a method for synthesizing functional pyrrole through photocatalysis of N-arylglycine and 1, 3-eneyne. According to the method, N-arylglycine is decarboxylated through photocatalysis to form an alpha-amino alkyl free radical, and the free radical and 1, 3-eneyne are subjected to free radical addition, cyclization and oxidative aromatization reaction to construct polysubstituted pyrrole. Pyrrole serves as a heterocyclic compound with great importance, widely exists in numerous drug compounds and bioactive molecules, shows electronic characteristics with great prospects in organic photovoltaic devices (OPVs) and organic field effect transistors (OFETs), is also a key structural unit in synthesis of pesticides, natural products and dyes, and has a broad application prospect. Powerful support is provided for multi-industry development, and the application prospect is wide. The polysubstituted pyrrole compound is synthesized through a one-pot method, and a new method is provided for preparing the novel polysubstituted pyrrole compound.

The invention provides a conjugated enyne compound, a preparation method and application thereof, a pharmaceutical composition and application thereof, and relates to the technical field of biological medicines. The conjugated enyne compound provided by the invention has the structural characteristics that the positions 5 and 6 and the positions 9 and 10 are acetylenic bonds, the C-12 position is substituted with acetylcysteine residues, the conjugated enyne compound is a derivative of endiyne biosynthesis precursor 1, 3, 5, 7, 9, 11, 13-pentadecene, the biosynthesis route of endiyne relates to an actinomycete mercaptan (MSH) detoxification mechanism, and the conjugated enyne compound can be used for preparing an actinomycete thiol compound. It is revealed that an MSH-dependent enzymatic detoxification mechanism participates in biosynthesis of endiyne, plays an important role in antibiotic resistance and environmental adaptation of endiyne strains, and also brings brand new reference and thinking for analysis of biosynthesis pathways of endiyne. In addition, the conjugated enyne compound provided by the invention has good anti-tumor activity.

The invention provides a method for synthesizing a series of substituted 1, 3-enyne compounds by carrying out coupling reaction on 2-alkynyl allyl ether compounds and hydrazone compounds under the conditions of palladium catalysis and alkali promotion. The method has the characteristics of mild reaction conditions, good functional group tolerance, simple post-treatment, low pollution, high economic benefit and the like.