10 results about "Trifluoromethylation" patented technology

The application provides a preparation method of an electrocatalytic SCF-substituted dihydrofuran compound, and belongs to the technical field of compound preparation. The application uses diazonium and ethylene compounds as substrates, uses an SCF source as a sulfur-containing and fluorine-containing fragment donor, realizes a one-pot cascade reaction of ring formation through electrolysis, and thus constructs the SCF-substituted dihydrofuran compound. The raw material of the application has a wide source, uses electric current as a reaction driving force, avoids or reduces the use of additional photosensitizers and chemical oxidation-reduction reagents, and has the one-pot cascade characteristics of ring C-N bond breaking, C-O bond construction, trifluoromethylation and ring formation and the like, so that the step economy can be improved.

The application provides a method for photocatalytic functionalization of C(sp 3 )‑Cl bond at the benzyl position and application thereof. The method comprises the following steps: adding a photocatalyst, a benzyl chloride compound and a functionalization reagent into a solvent, and then adding or not adding a base to obtain solution A; irradiating solution A with light under an inert atmosphere to obtain a functionalization product at the benzyl position; wherein the photocatalyst is selected from copper-n-heterocyclic carbene complexes; the functionalization comprises trifluoromethylation, cyanation or amination. The method can be carried out under normal temperature and pressure in an inert atmosphere, and uses a cheap transition metal copper-n-heterocyclic carbene complex as a catalyst, and cooperates with a functionalization reagent to capture the chlorine atom of the C(sp 3 )‑Cl bond at the benzyl position of the benzyl chloride compound under light irradiation to obtain a benzyl radical, the benzyl radical is captured by the copper-n-heterocyclic carbene complex, and the benzyl radical is reduced and eliminated to obtain the functionalization product at the benzyl position. The reaction has the advantages of mild conditions, no need of additional precursors or reducing agents, wide application range of substrates and high reaction efficiency.

The application discloses a preparation method of 2,2'-di(trifluoromethyl)-4,4',5,5'-biphenyl dianhydride, which comprises the following steps: ① iodization reaction of o-xylene to obtain 1,2-diiodo-4,5-xylene; ② coupling reaction of the product of step ① to obtain 2,2'-diiodo-4,4',5,5'-tetramethyl biphenyl; ③ trifluoromethylation of the product of step ② to obtain 2,2'-di(trifluoromethyl)-4,4',5,5'-tetramethyl biphenyl; ④ oxidation of the product of step ③ with an oxidant to obtain 2,2'-di(trifluoromethyl)-4,4',5,5'-biphenyl tetraacid; and ⑤ dehydration and cyclization of the product of step ④ to obtain 2,2'-di(trifluoromethyl)-4,4',5,5'-biphenyl dianhydride. The synthetic route provided by the application has the advantages of mild reaction condition, simple treatment, high efficiency and low cost.

This invention discloses a method for synthesizing trifluoromethylated polycyclic indole derivatives using visible light photocatalysis, belonging to the field of organic synthesis technology. This invention is the first to disclose a method for synthesizing trifluoromethylated polycyclic indole derivatives under visible light photocatalysis via CF3Br and... N This invention relates to a method for the one-step preparation of trifluoromethylated polycyclic indole derivatives, namely 2,3-dihydropyrrolo[1,2-a]indole and 5,6-dihydroindole[2,1-a]isoquinoline derivatives, through a free radical cyclization reaction of alkenyl indole derivatives. This invention is the first to use CF3Br as a trifluoromethylating agent, via CF3Br reacting with... N The radical cyclization reaction of α-alkenyl indole derivatives successfully constructed trifluoromethylated 2,3-dihydropyrrole[1,2-a]indole and 5,6-dihydroindole[2,1-a]isoquinoline derivatives. Compared with other trifluoromethylating reagents used in the prior art, CF3Br has the advantages of low cost, easy availability and high atom utilization. Compared with the existing synthetic methods, the method provided by this invention greatly reduces the synthesis cost and has a high possibility of large-scale production.

The application belongs to the field of catalytic chemistry, and particularly relates to a 1,10-phenanthroline ligand derivative, and preparation and application thereof. The application provides a derivative of a 1,10-phenanthroline ligand as shown in formula (I) with an amide group introduced at positions 2 and 9. The 1,10-phenanthroline ligand derivative with an amide group introduced at positions 2 and 9 can enhance metal coordination ability, optimize chelation stability with metals, and can be used as a high-efficiency metal catalyst ligand to catalyze organic reactions. The 1,10-phenanthroline ligand derivative can form stable metal coordination with transition metals such as iron, cobalt and nickel, and can efficiently catalyze trifluoromethylation reaction, Ullmann type etherification reaction and polymeric ester polymerization in cooperation with copper and zirconium alkoxide.

This invention discloses a method for synthesizing heteroaryl trifluoromethyl compounds. The method involves mixing a heteroaryl iodide, a catalyst, and a trifluoromethylating agent, followed by a trifluoromethylation reaction. This invention proposes a method for generating heteroaryl trifluoromethyl compounds by reacting a heteroaryl iodide with sodium trifluoromethanesulfonate under copper catalysis. The copper powder and sodium trifluoromethanesulfonate used in this method are inexpensive, the reaction system has low moisture requirements, the reaction operation is simple, no byproducts are generated, post-processing is simple, and it exhibits good substrate compatibility, making it suitable for industrial-scale production.

The application provides a preparation method of 4-trifluoromethylaniline, comprising the following steps: introducing ammonia into a raw material system comprising 4-chlorobenzotrifluoride, formaldehyde and a dehydrating agent to perform a first reaction; after the 4-chlorobenzotrifluoride is completely converted, the introduction of ammonia is stopped, and a dilute acid solution is added to the reaction system to perform a second reaction, thereby obtaining 4-trifluoromethylaniline. The preparation method of 4-trifluoromethylaniline provided by the application does not need to use expensive copper salt catalysts and trifluoromethylation reagents, and 4-trifluoromethylaniline can be prepared in a high yield by one-pot method with low-cost 4-trifluoromethylaniline as a raw material, thereby greatly reducing the preparation cost.

This invention discloses a method for the trifluoromethylation of olefins, comprising: reacting an olefin, a trifluoromethylating agent, and hydroxylamine in a solvent to obtain a trifluoromethylated olefin product. The method of this invention uses hydroxylamine as an initiator, and under mild conditions, nonmetals promote the trifluoromethylation of the olefin.

The application discloses a synthesis method of 3,6-di(trifluoromethyl)-pyromellitic dianhydride. The synthesis method comprises the following steps: 1,2,4,5-tetramethylbenzene is subjected to iodization reaction in the presence of iodine, persulfate, concentrated sulfuric acid and acetic acid to obtain 3,6-diiodotetramethylbenzene; 3,6-diiodotetramethylbenzene is subjected to trifluoromethylation reaction with TMSCF3 (trifluoromethyltrimethylsilane) in the presence of CuX and MF in a polar solvent to obtain 3,6-di(trifluoromethyl)-tetramethylbenzene; 3,6-diiodotetramethylbenzene and an oxidant are subjected to oxidation reaction to obtain 3,6-di(trifluoromethyl)-pyromellitic acid; and 3,6-di(trifluoromethyl)-pyromellitic acid is subjected to dehydration and cyclization with acetic anhydride to obtain 3,6-di(trifluoromethyl)-pyromellitic dianhydrate. The reaction condition of the application is relatively mild, the treatment is simple, the efficiency is relatively high, and the cost is relatively low.

The invention relates to a method for preparing a quinoxalinone trifluoromethylation product. The method comprises the following steps: in an inert gas atmosphere, adding a quinoxaline ketone compound, 4-(dimethylamino)-1-((trifluoromethyl) sulfonyl) pyridine-1-trifluoromethanesulfonic acid onium, alkali and a photosensitizer into a solvent, reacting for 10-12 hours at the temperature of 10-30 DEG C under blue light irradiation, and separating and purifying through column chromatography to obtain the quinoxaline ketone compound. And finally, obtaining the quinoxaline ketone compound substituted by the trifluoromethyl at the C3 position. The preparation conditions are mild, no heavy metal is left, only column chromatography separation is needed, and post-treatment is simple.