31 results about "Enyne" patented technology

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 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.

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 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.

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 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 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 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.

The invention belongs to the technical field of complex enyne preparation, and particularly relates to a method for synthesizing complex enyne through selective alpha / beta C-H alkynylation of aryl olefin and application of the complex enyne, and the method comprises the following steps: under relatively mild conditions, adopting a transition metal salt catalyst, enabling the aryl olefin and an alkynylation reagent to be subjected to selective alpha / beta C-H alkynylation reaction, and obtaining the complex enyne through selective alpha / beta C-H alkynylation. Complex alkyne is prepared; wherein the molar ratio of the aryl olefin to the alkynylation reagent to the transition metal salt catalyst to the additive is 1 to (1.5 to 2.5) to (0.05 to 0.15) to (1.5 to 3.0); according to the method for synthesizing the complex alkyne through selective alpha / beta C-H alkynylation of the aryl olefin and the application of the complex alkyne, the synthesis efficiency is high, the E / Z selectivity is excellent, the method is environmentally friendly, the production environmental protection pressure is small, the substrate application range of the method is wide, and individual substrates can be used for preparing luminescent layer materials of photoelectric devices or preparing anti-counterfeit labels and the like.

The application relates to a method for synthesizing dihydropyrrolo[2,3-c]pyrazole analogs. Specifically, under the catalysis of a transition metal and a bidentate ligand, dihydropyrrolo[2,3-c]pyrazole analogs can be obtained in high selectivity by using the bidentate ligand synergy, taking pyrazolinone as raw material and reacting with 1,3-alkyne under the action of triethylenediamine. The application uses cheap and commercially available 1,3-alkyne and easily obtained pyrazolinone, and a series of heterocyclic compounds with potential medicinal value are obtained in high selectivity under simple and mild conditions.

The invention discloses a method for preparing propargyl ester through 1, 3-enyne 1, 2-carbon esterification reaction based on a polarity matching strategy and application, and the method comprises the following steps: in the presence of a copper catalyst, a ligand and tert-butyl peroxybenzoate and under the heating condition, reacting a compound in a formula (1) with a compound in a formula (2) in an organic solvent to generate the propargyl ester in a formula (3). The preparation method provided by the invention can be suitable for alkyl-substituted 1, 3-enyne, aryl-substituted 1, 3-enyne, silicon-substituted 1, 3-enyne, an electron-rich C-H substrate, an electron-deficient C-H substrate, a Si-H substrate and a Ge-H substrate, and has the advantages that the substrates are simple and easy to obtain, and the universality is wide. The preparation method provided by the invention has the advantages of cheap and easily available reaction raw materials, simple reaction operation, wide application range of reaction substrates, easy amplification of reaction, mild reaction conditions and the like, and can realize industrial production and application.

The invention provides a preparation method of a succinimide derivative containing sulfone and carbonyl units, and belongs to the technical field of organic synthesis. The preparation method comprises the following steps: adding a palladium catalyst, a ligand, alkali, 1, 6-enyne, amine, p-toluenesulfonyl iodide and formic acid into an organic solvent, reacting at 80 DEG C for 20-24 hours, and performing post-treatment to obtain the succinimide derivative containing sulfone and carbonyl units. 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 succinimide derivative containing sulfone and carbonyl units, and strong practicality.

The invention discloses a method for synthesizing a marine natural product Soldelalactone A, which comprises the following steps of: adding Soldelalactone A into a reaction kettle; the method comprises the following steps: by taking 6-triisopropyl siloxyhexyl-1-alkyne (2) as a raw material, firstly, carrying out asymmetric ethynylation reaction to obtain (S, E)-4-hydroxy-10-triisopropyl siloxydecan-2-ene-5-ethynoic acid ethyl ester (4); the preparation method comprises the following steps: preparing (R)-7-((1R, 2R)-2-formyl cyclopropyl)-heptyl-1, 7-lactone (11) by virtue of a multi-step reaction, such as DIBAL-H reduction, Simmons-Smith reaction, Yamagguchi esterification and the like, so as to obtain (R)-7-((1R, 2R)-2-formyl cyclopropyl)-heptyl-1, 7-lactone (11); the preparation method comprises the following steps: reacting Soldelalactone A with (S, 1E, 5Z)-1-iodoundecane-1, 5-diene-3-alcohol (12), and finally reacting with (S, 1E, 5Z)-1-iodoundecane-1, 5-diene-3-alcohol (12) to obtain According to the method, asymmetric ethynylation is applied to synthesis of Soldelalactone A for the first time, and the method has the advantages of being easy to operate, simple in route and the like.

The invention belongs to the technical field of heterocyclic compounds, and particularly relates to a fluorine-containing indole derivative and a preparation method thereof. The method comprises the following steps: adding a solvent and difluoroalkyl bromide into an eneyne derivative, a catalyst, a ligand and alkali, and stirring to obtain a mixture; under the illumination condition, stirring and reacting the mixture, adding coarse silica gel, removing the solvent, and separating to obtain the fluorine-containing indole derivative. Palladium free radical reaction and photocatalysis are combined, difluoroalkyl bromide serves as a reaction starting point, difluoroalkyl free radicals are initiated at the room temperature, the free radicals and eneyne derivatives are subjected to cross coupling / series cyclization reaction, two fluorine atoms are introduced, meanwhile, a polycyclic molecular skeleton is efficiently constructed, and the polycyclic molecular skeleton is synthesized. And the method has the remarkable advantages of high atom economy and mild reaction conditions, conforms to a green synthesis concept, and has a wide application prospect in industrial production.

The application discloses a preparation method of a tetrahydrobenzo[f]isoindole compound. The tetrahydrobenzo[f]isoindole compound is prepared by taking 1,6-alkynyl compound as raw material, taking alkaline substance as additive, and performing a cyclization reaction in an organic solvent. The structural formula of the 1,6-alkynyl compound is R is one of phenyl, p-fluorophenyl, p-chlorophenyl, p-bromophenyl, p-tert-butylphenyl, p-benzophenyl, p-methoxyphenyl, p-trifluoromethylphenyl, m-chlorophenyl, m-methoxyphenyl, m-cyanophenyl, m-formylphenyl, 3,5-dimethoxyphenyl, o-methoxyphenyl, o-methylphenyl, 1-naphthyl, 2-thienyl, 3-thienyl and p-methylphenyl. The preparation method of the tetrahydrobenzo[f]isoindole compound is characterized by using cheap and easily obtained alkaline substance as additive, using green and low-toxicity solvent, simple and mild reaction condition, high regioselectivity and the ability to be used for the development of heterocyclic drug molecules.

The application belongs to the technical field of photodegradable polymers, and discloses a light-responsive degradable polymer and a preparation method thereof. The method comprises the following steps: performing an ene-yne metathesis reaction on monomers containing a photodegradable group, or performing a reaction on monomers containing a photodegradable group and ene-yne monomers without a light-responsive fragment through block copolymerization or random copolymerization to obtain the light-responsive degradable polymer; and the monomers containing the photodegradable group are acyclic strain monomers. The application successfully obtains a light-responsive degradable polymer with a relatively high molecular weight and controllable polymerization effect through ene-yne cascade metathesis reaction, and the method has good effects.

This invention relates to the field of chemical intermediates technology, specifically disclosing a chiral prostaglandin intermediate and its synthesis process. This invention provides a novel synthesis method for chiral prostaglandin intermediates, for example (…). R , E )-3-((tert-butyldiphenylsilyl)oxy)- N -Methoxy- N 4-Methylhexyl-enamide: This process is simple to operate, uses inexpensive raw materials, and has mild reaction conditions, making it suitable for industrial production. The addition of an ethylthio group side arm as a chiral auxiliary improves the chiral control and selectivity of the aldol condensation reaction. It also utilizes inexpensive and readily available ( ) R The formation of chirality is induced by the Evans chiral cofactor of 4-benzyl-2-oxazolidinone. In the Zhang enyne ring isomerization reaction, the catalyst prepared by (Sc,Rp)-Duanphos has high activity and reduces the amount of Rh metal, making the process cost-effective.

This invention discloses a single molecular weight heterobifunctional PEG (X-PEG-Y) linker DBCO-PEG45-NHS Ester(N-{138-[(2,5-dioxanetetrahydro-1H-pyrrolo-1-yl)oxy]-138-oxonyl-3,6,9,12,15,18,21,24,27,30,33,36,39,42,45,48,51,54,57,60,63,66,69,72,75,78,81,84,87,90,93,96,99,102,105,108,111,114,117,120,123,126,129,132,135-tetradecanoyloxa-1-octadecanoyl-1-yl}-4-oxonyl-4-{11-azatricyclic[10.4.0.0]} 4,9 This invention relates to the synthesis of hexadecene-1(12),4(9),5,7,13,15-hexaden-2-ynthin-11-yl)butyramide, and pertains to the field of organic synthesis. The bioorthogonal chemical reaction of DBCO reagents with hydrophilic polyethylene glycol (PEG) chains with azides has been widely used due to its mild reaction conditions, rapid reaction rate, and good biocompatibility. This invention successfully prepared a novel DBCO heterobifunctional molecule, DBCO-PEG45-NHS Ester, with a total yield of ~20% and a scale of hundreds of grams through twelve conventional transformations including protection, substitution, addition, condensation, and deprotection. This route is simple to operate and operates under mild reaction conditions, representing a novel synthetic process with significant economic benefits and market potential.

The application belongs to the technical field of heterocyclic compounds, and particularly relates to a fluorine-containing indole derivative and a preparation method thereof. A solvent and difluoroalkyl bromide are added to enyne derivatives, a catalyst, a ligand and a base, and stirring is performed to obtain a mixture; the mixture is stirred and reacted under light irradiation, coarse silica gel is added, the solvent is removed, and separation is performed to obtain the fluorine-containing indole derivative. The application combines a palladium radical reaction with photocatalysis, uses difluoroalkyl bromide as a reaction starting point, initiates a difluoroalkyl radical at room temperature, and the radical reacts with enyne derivatives to occur cross-coupling / tandem cyclization, which not only efficiently constructs a polycyclic molecular skeleton while introducing two fluorine atoms, but also has the significant advantages of high atom economy and mild reaction conditions, conforms to the green synthesis concept, and has a wide application prospect in industrial production.

The application belongs to the field of organic synthesis, and particularly relates to a synthesis method of 1,4-diarylbut-1-ene-3-yne. Allylbenzene compounds shown in formula 1 and methyl benzoate compounds shown in formula 2 are mixed with organic solvents (toluene or tetrahydrofuran) in the presence of strong base (lithium bis(trimethylsilyl)amide), cesium salt additive (cesium fluoride), amidine additive (DBU) and activating agent (Nf-F), and then reacted to synthesize 1,4-diarylbut-1-ene-3-yne shown in formula 3. The raw materials used in the application are simple and easy to obtain, a one-pot synthesis method of 1,4-diarylbut-1-ene-3-yne is constructed, and the application has the advantages of simple synthesis method, economy, environmental protection and wide application range.

The application discloses a synthesis method of a (Z)-1-aryl sulfide-2-phenol ether-4-aryl-trisubstituted-1-butene-3-alkyne compound, which comprises two-step room temperature reactions: firstly, in a dry reaction container, 1,3-di-alkynyl triiodide reagent (I), a phenol compound, a base reagent and an organic solvent are mixed, and stirring reaction is carried out at room temperature until the starting material is completely consumed, and the solvent is removed by concentration under reduced pressure; then, a sulfenol compound, a copper catalyst and an organic solvent are added into the concentrated residue, and stirring reaction is carried out at room temperature until completion, and the target product (II) is obtained through post-treatment. The molar ratio of the 1,3-di-alkynyl triiodide reagent (I), the phenol compound and the sulfenol compound is 1:1.05:(1.1-1.3); the copper catalyst is selected from one of cuprous iodide, cuprous chloride and tetraethylammonium copper tetrafluoroborate, and the copper catalyst is preferably tetraethylammonium copper tetrafluoroborate; and the organic solvent is selected from acetonitrile, 1,2-dichloroethane and the like, and the total amount of the organic solvent added is 0.1 mmol in terms of the amount of substance of the reagent shown in formula (I). The method has mild reaction conditions, simple operation and can efficiently prepare the target compound.

The application relates to a method for synthesizing structural divergent pyrano coumarin analogues by continuous hydrogen functionalization. Specifically, under the catalysis of a transition metal and a double ligand, 4-hydroxyl coumarin derivatives are used as raw materials to react with 1,3-alkyne, and under the action of 4-methoxy benzene sulfonic acid and triethylenediamine, two kinds of pyrano coumarin analogues can be obtained in structural divergence. The application uses cheap and easily obtained 4-hydroxyl coumarin and 1,3-alkyne, and a series of heterocyclic compounds with potential medicinal value are selectively obtained under simple and mild conditions.

The invention provides a novel preparation method of a pyrazoloquinoline compound, which comprises the following step: reacting a 1, 6-eneyne compound with a hydrazine compound under the condition of normal-pressure air to generate the pyrazoloquinoline compound. The synthesis method is simple and rapid in preparation process, and does not need inert gas protection and use of a catalyst, so that the synthesis method is expected to be used for industrial production.

The application relates to the technical field of chemical intermediates, and particularly discloses a prostaglandin chiral intermediate and a synthesis process thereof. The application provides a new synthesis process of a prostaglandin chiral intermediate, such as (R, E)-3-((tert-butyldiphenylsilyl)oxy)-N-methoxy-N-methylhex-4-enamide. The process is simple in operation, low in raw material cost and mild in reaction condition, is suitable for industrial production, and has the advantages of better chiral control selectivity of the aldol condensation reaction due to the increase of the ethyl sulfide side arm, the use of cheap and easily available (R)-4-benzyl-2-oxazolidinone Evans chiral auxiliary to induce the formation of chirality, high activity of a catalyst prepared from (Sc, Rp)-Duanphos in the Zhang enyne ring isomerization reaction, and reduction of the Rh metal dosage, so that the process cost has a cost advantage.

The present invention provides (6Z,9Z)-6,9-dodecadien-1-yne of the following formula (1). Furthermore, the present invention provides a process for preparing (6Z,9Z)-6,9-dodecadien-1-yne (1) comprising reacting a (3Z,6Z)-10-halogeno-3,6-decadiene compound of the following general formula (2), wherein X represents a halogen atom, with a metal acetylide of the following general formula (3), wherein M represents Na, Li, K, Ag, Cu(I), MgZ, CaZ or Cu(II)Z, wherein Z represents a halogen atom or an ethynyl group, to form (6Z,9Z)-6,9-dodecadien-1-yne (1).

The application discloses a photo-catalytic transposition isomerization process of isoalkenyl alkyne alcohol, which comprises the following steps: under the conditions of an initiator and blue light, isoalkenyl alkyne alcohol shown in formula (I) is subjected to transposition isomerization reaction in a mixed system of water and an organic solvent, so as to obtain E-pent-2-ene-4-alkyn-1-ol shown in formula (II) and Z-pent-2-ene-4-alkyn-1-ol shown in formula (III). The method uses LED blue light irradiation, improves photoelectric efficiency of the transposition isomerization process, reduces the amount of acid, and greatly improves the safety of the process route.