25871-52-7

Upstream product

• 613-84-3 2-hydroxy-5-methylbenzaldehyde 
• 4755-72-0 Chloro-phenyl-acetic acid 
• 14538-45-5 2-(4-methylphenoxy)acetophenone 
• 122778-92-1 2-(2-Hydroxy-5-methylphenyl)-1-phenylethin 
• 63136-70-9 5-methyl-2-phenyl-3(2H)-benzofuranone 
• 122778-73-8 3-(2-Hydroxy-5-methylphenyl)-2-phenylcyclopropenon 
• 16188-57-1 2-iodo-4-methylphenol 
• 536-74-3 phenylacetylene 
• 106-44-5 p-cresol 
• 24258-63-7 1-(2-hydroxy-5-methylphenyl)-2-phenylethanone 
• 1135146-44-9 C₁₈H₂₂O₂Si 
• 555-16-8 4-nitrobenzaldehdye 
• 264912-27-8 1-bromo-2-(phenylethynyl)-4-methylbenzene 
• 98-80-6 phenylboronic acid 

Downstream Products

• 152862-81-2 5-Bromomethyl-2-phenyl-benzofuran 
• 1191950-83-0 5-methyl-2-phenyl-3-(phenylthio)benzofuran 
• 50543-46-9 2-phenyl-3-acetyl-5-methylbenzofuran 
• 749789-37-5 2-phenyl-3-[3-(dimethylamino)propionyl]-5-methylbenzofuran 

Relevant academic research and scientific papers

Highly Efficient Synthesis of 2-Substituted Benzo[ b ]furan Derivatives from the Cross-Coupling Reactions of 2-Halobenzo[ b ]furans with Organoalane Reagents

A highly efficient and simple route for the synthesis of 2-substituted benzo[ b ]furans has been developed by palladium-catalyzed cross-coupling reaction of 2-halobenzo[ b ]furans with aryl, alkynyl, and alkylaluminum reagents. Various 2-aryl-, 2-alkynyl-, and 2-alkyl-substituted benzo[ b ]furan derivatives can be obtained in 23-97% isolated yields using 2-3 mol% PdCl 2/4-6 mol% XantPhos as the catalyst under mild reaction conditions. The aryls bearing electron-donating or electron-withdrawing groups in 2-halobenzo[ b ]furans gave products in 40-97% isolated yields. In addition, aluminum reagents containing thienyl, furanyl, trimethylsilanyl, and benzyl groups worked efficiently with 2-halobenzo[ b ]furans as well, and three bioactive molecules with 2-substituted benzo[ b ]furan skeleton were synthesized. Furthermore, the broad substrates scope and the typical maintenance of vigorous efficiency on gram scale make this protocol a potentially practical method to synthesize 2-substituted benzo[ b ]furan derivatives. On the basis of the experimental results, a possible catalytic cycle has been proposed.

Acid-promoted selective synthesis of trifluoromethylselenolated benzofurans with Se-(trifluoromethyl) 4-methylbenzenesulfonoselenoate

A Br?nsted acid-promoted trifluoromethylselenolation of benzofurans was disclosed by using Se-(trifluoromethyl) 4-methylbenzenesulfonoselenoate as a stable and easily prepared electrophilic trifluoromethylselenolating reagent. A wide range of SeCF3-substituted benzofuran derivatives were obtained in moderate to good yields with excellent regioselectivity. The tandem cyclization/trifluoromethylselenolation procedure of 1-methoxy-2-(arylethynyl)benzenes were also realized by engaging FeCl3 as the catalyst.

Synthesis and biological evaluation of 2-arylbenzofuran derivatives as potential anti-Alzheimer’s disease agents

Alzheimer's disease (AD) is a type of progressive dementia caused by degeneration of the nervous system. A single target drug usually does not work well. Therefore, multi-target drugs are designed and developed so that one drug can specifically bind to mu

CuI catalyzed domino coupling–cyclization of 2-iodo-phenols and 1-alkynes to the synthesis of 2-substituted benzo[b]furans/furo-pyridines

CuI/proline-catalyzed coupling reaction of 2-iodo-phenols with terminal alkynes and the following cyclization process is carried out successively in DMSO at 80 °C. Under this tandem process, 2-substituted benzo[b]furans/furo-pyridines were synthesized in good to excellent yields with a great diversity.

Method for synthesizing benzofuranol derivative by nickel-catalysis of phenethynyl phenol under microwave irradiation

The invention discloses a method for synthesizing a benzofuranol derivative by nickel-catalysis of phenethynyl phenol under microwave irradiation; a catalytic amount of catalyst nickel chloride, ligand 1,10-phenanthroline(1,10-Phen), auxiliary catalyst po

Arylation synthesis method for novel five-membered aromatic heterocycle and aromatic-ring five-membered aromatic heterocycle

The invention belongs to the technical field of organic synthesis and in particular relates to an arylation synthesis method for a five-membered aromatic heterocycle or an aromatic-ring five-memberedaromatic heterocycle under the participation of an arylhydrazine derivative serving as a novel arylation reagent. The method comprises the steps: adding a raw material and aroyl hydrazine into a reactor, and carrying out a reaction at 60-100 DEG C for 8-24h under the condition that an oxidant and a transition metal catalyst are added; after the reaction is ended, carrying out suction filtration, extracting a filtrate by using ethyl acetate, carrying out drying to obtain a crude product of a target compound, and carrying out column chromatography on silica gel to obtain a pure product of the target compound. The arylation synthesis method for the five-membered aromatic heterocycle or the aromatic-ring five-membered aromatic heterocycle is scientific and reasonable and has the advantages such as simplicity and convenience in operation, relatively high yield and simplicity in amplification and purification.

Transition-metal-free base catalyzed intramolecular cyclization of 2-ynylphenols for efficient and facile synthesis of 2-substituted benzo[b]furans

A transition-metal-free base catalyzed intramolecular cyclization of 2-ynylphenols was developed for the facile synthesis of 2-substituted benzo[b]furans. Various 2-aryl and 2-alkyl substituted benzo[b]furans can be obtained with good to excellent yields

Indium(III)-Catalyzed Synthesis of Benzo[ b]furans by Intramolecular Hydroalkoxylation of ortho-Alkynylphenols: Scope and Mechanistic Insights

Indium(III) halides catalyze the hydroalkoxylation reaction of ortho-alkynylphenols to afford benzo[b]furans in good yields. The reaction proceeds with 5-endo-dig regioselectivity with a variety of phenols functionalized at the arene and alkyne moieties in high yields using InI3 (5 mol %) in DCE. Experimental and computational studies support a mechanism based on the indium(III) π-Lewis acid activation of the alkyne followed by nucleophilic addition of the phenol and final protodemetalation to afford the corresponding benzo[b]furan. DFT calculations suggest that dimer In2I6 is the catalytic species through a novel double coordination with the alkyne and the hydroxyl group.

Preparation method of multi-substituted benzofuran derivative

The invention provides a preparation method of a multi-substituted benzofuran derivative. The multi-substituted benzofuran derivative is obtained by taking end alkyne and a halogenated phenol derivative as starting raw materials, copper salt as a catalyst and amino acid as an additive and performing coupling reaction in an organic solvent under the condition of adding alkali, wherein the catalystis CuX, X is iodine or bromine, the molar ratio of the catalyst to the halogenated phenol derivative is (0.001-0.5):1, the molar ratio of the amino acid to the catalyst is (0.1-3):1, the molar ratio of the halogenated phenol derivative to the end alkyne is (1-1.5):1, and the reaction temperature is 30 to 150 DEG C. An expensive palladium catalyst liable to cause environmental pollution is not used. The method is simple in process and high in operability, and has a good industrial application prospect.

Hypervalent Iodine(III)-Catalyzed Synthesis of 2-Arylbenzofurans

An alternative route for the synthesis of 2-arylbenzofurans is described by iodine(III)-catalyzed oxidative cyclization of 2-hydroxystilbenes using 10 mol% (diacetoxyiodo)benzene [PhI(OAc) 2 ] as catalyst in the presence of m -chloroperbenzoic acid. The 2-arylbenzofurans were isolated in good to excellent yields.