54 results about "Carbon–hydrogen bond activation" patented technology

The invention provides a preparation method for an o-nitrobenzaldehyde compound. The method directly taking benzaldehyde compounds as starting raw materials comprises the following steps: firstly, converting a formyl group into an O-methyl oximido; secondly, taking divalent palladium salt as a catalyst, and realizing the carbon-hydrogen bond activation single nitration reaction on an o-position of an oximido under the condition that both an oxidant and a nitration agent exist; finally, removing the O-methyl oximido by using strong organic acid to obtain the o-nitrobenzaldehyde compound. The nitration method provided by the invention has the advantage of specificity in the o-position of a nitration position, the reaction process is safe and environment-friendly, the substrate is excellent in adaptability, and various substituents can realize o-position nitration; various benzaldehyde is directly taken as raw materials, so that the reaction steps are simple, and the synthesizing method is a novel route for synthesizing various o-nitrobenzaldehyde compounds containing substituents.

The invention provides a hydrogen production catalyst system, a hydrogen production system comprising the same and applications of the hydrogen production catalyst system. The hydrogen production catalyst system comprises a metal nano catalyst and a biomass water solution. The metal nano catalyst catalyzes the biomass water solution to produce hydrogen. The hydrogen production efficiency and hydrogen production capacity of the catalyst system are controlled by the amount of oxygen. The hydrogen production efficiency of the catalyst system is increased, when the pressure or concentration of oxygen in the hydrogen production reaction system increases. For the first time, oxygen molecules are used to control the production speed of hydrogen. Moreover, the hydrogen production method is efficient, clean, and environmentally friendly, and is easy to control; and the equipment is simple. At a low temperature (not lower than 0 DEG C), water hydrolysis and biomass hydrolysis can be realized at the same time, the energy consumption is greatly reduced, an energy-consumption-free reaction condition can be almost realized, and the catalytic method is sustainable and has a wide application prospect. At the same time, the catalyst system can be applied to fields such as hydrogen production, energy and chemical industry, battery, water treatment, paint, functional textile, indoor air purification and formaldehyde removing, petrochemical engineering, carbon-hydrogen bond activation, pharmacy, hydrogen-containing water preparation, and the like.

The invention discloses an activation method of a non-metal catalyzed inert alkane carbon-hydrogen bond. The activation method comprises the following steps: S1, dissolving a compound inert alkane andN-hydroxyphthalimide into dichloromethane; S2, adding iodobenzene acetate into the system; S3, after N-hydroxyphthalimide disappears, carrying out reduced pressure distillation on the reaction systemto remove the low-boiling-point organic solvent; and S4, carrying out silica gel column chromatography separation to obtain the compound I. The method disclosed by the invention comprises the step ofadding the inert alkane compound into a solvent system of iodobenzene acetate and Nhydroxyphthalimide, so that the reaction condition is mild, heating is not needed, no metal participates, the methodis simple and efficient, the post-treatment is simple, inert gas or oxygen conditions are not needed, and the development concept of green chemistry is met.

The invention discloses a 4-aryl-2-(2-(thiotrifluoromethyl)aryl)quinazoline compound and a preparation method thereof. 2,4-diarylquinazoline is used as a reaction substrate to react with NIS under thecatalytic effect of dichloro(pentamethylcyclopentadienyl) rhodium(III) dipolymer / silver hexafluoroantimonate and then react with a thiotrifluoromethy reagent for 7 to 10 hours at the reaction temperature of 85 DEG C by adopting cuprous iodide as a catalyst by virtue of a carbon-hydrogen-bond activation process, so that the 4-aryl-2-(2-(thiotrifluoromethyl)aryl)quinazoline compound is obtained. The preparation method of the invention is mild in reaction condition, simple in operation, low in cost, less in side reaction, high in product purify, convenient in separation purification and suitablefor mass preparation, and the prepared product is good in drug activity and good in potential application prospect.

The invention relates to a diaryl-azepin-5-one compound synthesis method. The method comprises that o-haloarylmethanol and aryl cyanide (or a mixture of aryl methanol and o-haloarylmethanol), a ruthenium catalyst, a palladium salt, azacycloimidazolium salt and an alkali are added into an organic solvent and the solution is heated in a N2 protective atmosphere so that through a hydrogen transfer reaction and a carbon-hydrogen bond activation reaction, the diaryl-azepin-5-one compound is produced. The method provides an economic and practical preparation method for synthesis of the substituted diaryl-azepin-5-one derivative with drug activity. The method has simple processes, utilizes cheap reaction substrates with a wide source scope, produces small environment pollution, has high reaction economy and efficiency and has an important application value.

The invention relates to a method for synthesizing olefin by selective desaturation of inert carbon-carbon bonds. The method comprises the following steps of: synthesizing a chlorinated amide compound serving as a raw material in the presence of visible light, a ruthenium catalyst and a ligand, and post-treating reaction liquid to obtain a remote alkenyl amide compound. In the presence of the ruthenium catalyst and the phenylpyridine ligand, intramolecular carbon-hydrogen bond activation of the amide compound is successfully realized, and the remote olefin compound is synthesized; according to the method, chloro-amide which is simple and easy to obtain is used as a raw material, the substrate application range is wide, and the reaction efficiency is high; in the free radical migration process, 1, 5 migration occurs all the time along with beta-H elimination, terminal alkene and conjugated double bonds are used as main products, and high regioselectivity is achieved; and the maximum E / Z value of the obtained olefin compound is greater than 20: 1, and the stereoselectivity is good. The double bond of the compound can be further converted into other functional groups, the conversion process is simple in one step, and the obtained derivative can be used as a medical intermediate and has high potential application value.

The present invention provides a method for highly enantioselective catalytic synthesis of a chiral quinolinone compound, particularly a method that adopts bromoarylamide compound as a starting raw material and that includes intramolecular asymmetric carbon-hydrogen bond activation of the amide compound under existence of a palladium catalyst and a chiral ligand to synthesize the chiral quinolinone compound. A non-optically active raw material is adopted, a substrate has a wide application range, and the reaction efficiency is high, and the obtained optically active quinolinone compound can beconverted into an alpha-amino amide compound having a quaternary carbon chiral center. The obtained chiral quinolinone compound can be used as a chiral fragment of quinolinone type drugs, or as an amide small molecule catalyst for catalyzing asymmetric reactions; the quinolinone structure can be further converted to obtain alpha-amino acids; and the chiral quinolinone compound can also be used asa food additive.

The invention provides a method for synthesizing o-nitroacetophenone compound, relating to a method for synthesizing organic compound. The invention takes acetophenone (can contain various substituent groups) as raw material directly, carbonyl group is converted into hydroxyimino, then palladium is taken as catalyst, carbon-hydrogen bond activation single nitration on the adjacent position of hydroxyimino is realized in the presence of oxidant and nitration agent, and finally hydroxyimino is hydrolyzed into corresponding ketone again under the action of acid, thus realizing nitration of adjacent position of carbonyl group of acetophenone and obtaining a series of o-nitroacetophenone compounds. The invention is safe and environmentally friendly, no waste gas or waste water is produced; adaptability of substrate is good, adjacent position nitration on various substituent groups can be realized; regioselectivity of nitration reaction is good; various nitroacetophenones are directly takenas raw materials, and reaction process is simple, thus being a new approach for synthesizing o-nitroacetophenone compound containing substituent groups.

The invention provides a method for rapidly preparing benzyl selenium compounds based on selenium-directed carbon-hydrogen bond boronation, belonging to the field of organic synthesis. Under relatively mild conditions, the present invention uses selenium-containing organic compounds (benzyl phenyl selenium derivatives) as raw materials, cheap pinacol borane as the boron source, and double boron pinacol ester as the additive. The transition metal iridium is used as a catalyst to catalyze the reaction of carbon-hydrogen bond activation at the ortho position, thereby preparing a series of boronated products of organoselenium compounds. The advantages of the present invention are: the yield of the product is high, the reaction conditions are warm, and the organic selenium boride can be conveniently and quickly converted into a new organic selenium compound, and the spatial configuration is kept unchanged, and the good activity is maintained for the synthesis of organic selenium. new method. Therefore, the present invention provides an effective solution for the industrial production of other high-value compounds containing this structure in the future.

The invention relates to dipyrenol, a preparation method and an application thereof. The preparation method includes the steps of performing a coupling reaction with 1-bromopyrene and 1-hydroxypyrene as raw materials under catalysis of palladium, and treating the product after the reaction is finished to obtain the dipyrenol. The dipyrenol is a new compound which is not reported before and has excellent application value in the field of photoresists. Compared with conventional methods for preparing the compound, the preparation method relates to carbon-hydrogen bond activation and coupling of an aromatic compound. A palladium catalyst is easy to obtain. The reaction method is simple and the reaction conditions are easy to reach. The preparation method is high in application value and commercial value.