16results about How to "Wide substrate applicability" patented technology

The invention relates to the field of organic synthesis, in particular to a synthesis method of gamma-aminophosphine oxide compounds and derivatives thereof. According to the synthesis method disclosed by the invention, alpha, beta-unsaturated amide, diaryl phosphine oxide or phosphite ester is taken as raw materials, and under the action of acid, the gamma-aminophosphine oxide compound can be rapidly and efficiently synthesized by a one-pot method. The preparation method comprises the following steps of: generating conjugated nitrile positive ions or imine salt intermediates with strong electrophilicity from alpha, beta-unsaturated amide under the activation of acid, converting diaryl phosphine oxide or phosphite ester into strong nucleophilic three-coordination phosphorus species under the action of alkali, and further performing phosphorus-doped Michael addition reaction on the conjugated intermediates to finally generate the gamma-aminophosphine oxide compounds. According to the method disclosed by the invention, diaryl phosphine oxide or phosphite which is cheap, easy to obtain and stable in structural property is used as a phosphorus source, the substrate applicability is wide, and the economic cost is relatively low; in addition, the method realizes synthesis of a target product without participation of a metal catalyst, and is rapid and efficient.

This invention discloses a method for the deamination functionalization of aliphatic nitrosamines, comprising: reacting an aliphatic nitrosamine as shown in formula (II) with a nucleophile in the presence of an acid and a solvent to generate a deamination functionalized product as shown in formula (III); wherein, R 1 R 2 R 3 Each group is independently selected from hydrogen, hydroxyl, alkyl, alkoxy, alkanoyl, alkoxycarbonyl, alkylsulfinyl, alkylsulfonyl, aryl, heteroaryl, phenylalkyl, or R 1 R 2 R 3 Two or three of the functional groups form a non-aromatic ring, cage-like compound; FG is a functional group in which a nucleophile participates in the reaction. The method of this invention has the advantages of inexpensive and readily available raw materials, simple reaction conditions, and wide substrate applicability.

The application belongs to the field of organic synthesis and relates to a copper-catalyzed halogen exchange method of halogenated aromatic hydrocarbons. The method is that an imine shown in the following formula is used as a ligand, and copper is used to efficiently catalyze the exchange reaction between aryl halide and a halogen source to obtain a halogen exchange product, wherein the halogen source is at least one of an iodine source, a bromine source and a chlorine source. The halogen exchange catalytic system developed by the application has wide substrate applicability, a green and mild reaction system, and the iodine source, the bromine source and the chlorine source used are cheap and easy to obtain, and the application has good industrial application value.

The application discloses a kind of dihydrotriazole aromatization precursor, preparation method and the dihydrotriazole aromatization precursor in the deacyl arylation of ketone, and the application includes: (1) ketone and 2-pyridyl hydrazine amide are dissolved in solvent, then active additive is added, and heating activation reaction is carried out under inert gas atmosphere, to obtain dihydrotriazole aromatization precursor;(2) the product of step (1) is mixed with aryl halide after or without purification, and is carried out under the conditions of photocatalyst, nickel catalyst, base, solvent and light irradiation photocatalytic reaction, to obtain the deacyl arylation product of ketone.The deacyl arylation reaction method of ketone of the application has the advantages that raw material is simple and easy to obtain, reaction condition is mild, substrate applicability is wide, etc., meets the requirements of developing green environment-friendly chemistry.

The invention discloses a synthesis method for preparing a fluorine-containing biphenyl compound by a one-pot method, which comprises the following steps: taking fluorine-containing bromobenzene 1A as an initial raw material, reacting with magnesium to generate fluorine-containing phenyl magnesium bromide, reacting with (RO) 3B, hydrolyzing to generate fluorine-containing aryl boric acid ester C, and carrying out coupled reaction with aryl chloride 2A to obtain a target product fluorine-containing biphenyl B; in the formula, R1 is H, F, C1-C6 alkyl and C1-C6 alkoxy; the R group is C1-C6 alkyl, and the R2 group is any one of H, F, C1-C6 alkyl, C1-C6 alkoxy, hydroxyl, nitryl, ester group and carbonyl. According to the method, fluorine-containing bromobenzene is used as a raw material, fluorine-containing phenyl magnesium bromide is prepared from fluorine-containing bromobenzene and magnesium, fluorine-containing phenyl magnesium bromide reacts with boric acid ester and is hydrolyzed to prepare fluorine-containing aryl boric acid ester, and aryl chloride is directly coupled to obtain a target product fluorine-containing biphenyl through a one-pot method without treatment; the method is simple and convenient, can be completed in one pot without post-treatment, and is high in yield and controllable in cost.

The application discloses a preparation method of S4-(2-cyanoethyl)-4-thiothymine deoxyriboside monomer, and 5'-O-DMT-uridine is used as a starting material. First, the starting material is reacted with a sulfonylation reagent to generate a sulfonylation reaction on a carbonyl group at a 4 position of the starting material to obtain compound II. Then, the compound II is reacted with 3-mercapto propionitrile to continuously generate a substitution reaction on the 4 position to obtain compound III. Finally, the compound III is reacted with a phosphorus reagent to obtain the S4-(2-cyanoethyl)-4-thiothymine deoxyriboside monomer. The method does not need to protect a 3'-hydroxyl group, has a shorter reaction route, milder reaction conditions, and high synthesis efficiency.

This invention discloses a method for preparing alkenyl triazole compounds. Under the action of a base, alkynyl sulfonium salts and triazole compounds are reacted in an organic solvent at room temperature and pressure for 2–5 h to obtain alkenyl triazole compounds. This invention utilizes a diamine reaction at room temperature, requiring no additional catalyst or oxidant, exhibiting excellent functional group tolerance and broad substrate applicability, while also demonstrating good chemoselectivity, regioselectivity, and stereoselectivity. The reaction system is free of toxic metal catalysts, simple to operate, and demonstrates excellent functional group tolerance and broad substrate applicability. The raw materials used are inexpensive and readily available, exhibiting good atom economy and step economy, providing a new strategy for the synthesis of triazole series compounds. The entire reaction process is mild, with high product selectivity, simple operation, and environmental friendliness, conforming to the principles of green chemistry.

The invention relates to a method for preparing gamma-amino acid derivatives and dipeptides. Specifically, under the catalytic condition of cobalt and nitrogen ligands, N-alkylamide and olefin are subjected to carbonylation to prepare gamma-amino acid derivatives and dipeptide compounds. Various amides, alcohols, phenols and amines widely existing in the industry are used as raw materials. The C3 bifunctional gamma-amino acid derivative and the dipeptide compound are obtained with high substrate compatibility and high yield under the action of a catalytic amount of cobalt catalyst by taking gas CO as a C1 source and ethylene gas as a C2 source.

The invention discloses a preparation method of a 2-substituted quinazoline derivative, which comprises the following step: heating and stirring three components, namely an ammonium salt, a benzyl alcohol compound and a 2, 1-benzisoxazole compound in an organic solvent to obtain the 2-substituted quinazoline derivative. According to the method, ammonium iodide which is low in price and easy to obtain is used as a nitrogen source and an oxidizing agent, benzyl alcohol is used as a carbon source, and efficient construction from a 2, 1-benzisoxazole skeleton to a 2-substituted quinazoline skeleton is achieved through a carbon-nitrogen diatom inserted ring expansion reaction under the mild conditions of no metal and no additive. The synthetic method developed by the invention has a good application prospect in the industrial fields of biological medicines, pesticides and the like, and is particularly suitable for efficiently preparing the quinazoline compound with biological activity under simple and convenient conditions. The synthetic method developed by the invention has a good application prospect in the industrial fields of biological medicines, pesticides and the like, and a theoretical basis is provided for commercialized application of the derivatives in the field of medicines.

This invention belongs to the technical field of organic synthesis and discloses a method for synthesizing 1,n-dianitronic compounds. The method involves reacting alkenyl-substituted alkyl nitriles and boric acid compounds in an air atmosphere using an organic solvent as the reaction medium, under the action of a weakly basic salt and a catalyst, to obtain 1,n-dianitronic compounds. The structure of the 1,n-dianitronic compounds is as shown in Formula I. This method utilizes readily available raw materials, offers high yield, has broad substrate applicability, is simple to operate, and boasts high atom economy, enabling the construction of structurally diverse polysubstituted 1,n-dianitronic compounds.

The invention relates to a method for preparing gamma-amide ester. Specifically, under the catalytic condition of cheap metal cobalt, formamide, phenol or alcohol and ethylene gas are subjected to carbonylation to prepare gamma-amide ester. Formamide compounds and phenol or alcohol widely existing in the nature are used as raw materials, wherein the raw materials comprise formamide, phenol and alcohol. According to the method, a formamide gamma-position carbonylation product is obtained with high atom utilization rate and high yield under the action of one or two of a catalytic amount of cheap metal agents by taking gas CO as a C1 source and ethylene gas as a C2 source.

The invention discloses a synthesis method and application of an asymmetric ether compound, and belongs to the technical field of organic synthesis. According to the method disclosed by the invention, stoichiometric silver trifluoromethanesulfonate is taken as a catalyst, benzyl halides with different structures directly react with benzyl alcohol under the conditions of air atmosphere, room temperature and no need of keeping out of light, and the asymmetric ether bond is efficiently constructed. Aromatic groups in the benzyl halide and the benzyl alcohol are independently selected from aryl or five-membered to six-membered heteroaryl containing nitrogen, oxygen and sulfur heteroatoms. The method provided by the invention is mild in condition, safe and simple to operate, wide in substrate applicability, simple in post-treatment and easy for industrial amplification, and the prepared asymmetric ether compound has very high application value in preparation of drugs and pesticides.

The invention relates to a hydroxyl selective phosphorylation protection method based on an iron catalyst and application, and the method comprises the following steps: mixing a polyhydroxy substrate, an aprotic solvent, the iron catalyst, an acid-binding agent and a phosphorylation reagent, carrying out phosphorylation reaction, and carrying out post-treatment to obtain a selective phosphorylation protection product. Under the action of the iron catalyst, the polyhydroxy substrate reacts with the phosphorylation reagent, so that one or two hydroxyl groups in the polyhydroxy substrate can be protected by phosphoryl groups with high selectivity, the efficient and high-selectivity phosphorylation process of the polyhydroxy substrate is realized, the yield of the obtained product is high, the reaction conditions are mild, and the method is suitable for industrial production. Operation is simple, convenient and efficient, and industrial production is achieved.

This invention discloses a method for synthesizing chiral quinone alcohols from phenol derivatives using chiral manganese-catalyzed oxidation. Using chiral tetradentate nitrogen-coordinated manganese as a catalyst, and under H₂O₂ oxidant conditions, the selective oxidation of various phenol derivatives to para-chiral quinone alcohols is achieved by adding organic carboxylic acids. Compared with existing methods, this invention offers advantages such as readily available and broad-ranging substrates, good functional group compatibility, low catalyst dosage, mild reaction conditions, simple operation, environmental friendliness, no waste generation, good regio and stereoselectivity, and low production cost.

The invention provides a method for synthesizing a fused ring pyridine compound through cycloaddition of an alkyne-nitrile compound, which comprises the following steps: blending the alkyne-nitrile compound, bis (pinacol) diborate, a nickel catalyst, a phosphine ligand, an organic solvent and an inorganic solvent, heating to react under the protection of inert gas, and after the reaction is finished, quenching, purifying, washing and drying to obtain the fused ring pyridine compound. The fused ring pyridine compound is obtained. The invention overcomes the defects of the synthesis method of the fused ring pyridine compound in the prior art, such as the harsh conditions of high temperature, radiation and the like, the selection of a noble metal catalyst, the need of additionally adding one molecule of alkyne as a reactant, the need of additionally adding an additive, poor regioselectivity, poor substrate universality and the like; the intermolecular [2 + 2 + 2] cycloaddition method of the fused ring pyridine compound is mild in reaction condition, economical, practical, efficient, low in cost and environmentally friendly, and alkyne and additives do not need to be additionally added.

The invention discloses a polysubstituted pyrrole compound as well as a preparation method and application thereof. The structural formula of the polysubstituted pyrrole compound is as follows: in the formula, R1 is selected from phenyl, 4-fluorophenyl, 4-chlorphenyl, 4-methylphenyl, 4-n-butylphenyl and 4-methoxyphenyl, or R2 is selected from phenyl, 4-chlorphenyl, 4-methoxyphenyl or cyclohexyl. The polysubstituted pyrrole compound has remarkable anti-tumor activity and can be used for medicine synthesis, and the preparation method of the polysubstituted pyrrole compound has the advantages of being easy to operate, simple and easy to obtain raw materials, mild in reaction condition, high in step economy, wide in substrate applicability, good in functional group tolerance and the like, and is suitable for large-scale industrial production and application.