14385-53-6

Upstream product

• 26870-27-9 1-(naphthalen-1-yl)-2-phenoxyethan-1-one 
• 1208998-99-5 3-(methylthio)-2-phenylnaphtho[1,2-b]furan 
• 100-42-5 styrene 
• 529-34-0 3,4-dihydronaphthalene-1(2H)-one 
• 14397-61-6 3,4-dihydronaphthalen-1(2H)-one-2,2-d₂ 
• 103-54-8 cinnamyl acetate 
• 1048025-66-6 C₁₁H₆Br₂O₂ 
• 100-52-7 benzaldehyde 
• 574-96-9 1-hydroxy-2-naphthaldehyde 
• 37167-62-7 bromo-phenyl-acetic acid methyl ester 
• 90-15-3 α-naphthol 
• 7436-90-0 2,2-dibromostyrene 

Downstream Products

• 68218-63-3 formyl-3 phenyl-2 naphto<1,2-b>furanne 
• 91388-08-8 acetyl-3 phenyl-2 naphto<1,2-b>furanne 

Relevant academic research and scientific papers

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

Strategy for Overcoming Full Reversibility of Intermolecular Radical Addition to Aldehydes: Tandem C-H and C-O Bonds Cleaving Cyclization of (Phenoxymethyl)arenes with Carbonyls to Benzofurans

An intermolecular addition of carbon radicals enabled by a cascade radical coupling strategy is developed. It includes an intermolecular alkyl radical addition to a carbonyl group followed by an intramolecular alkoxy radical addition to haloarenes and produces substituted benzofurans in high yields. The radical nature of this reaction is explored by radical trapping experiments and EPR analysis. The mechanism is investigated by KIE experiments and control experiments. This method could provide rapid and practical access to the key intermediate of TAM-16, a safe and potent antibacterial agent for treating tuberculosis, and, therefore, is of great importance for organic synthesis and the pharmaceutical industry.

Acid-promoted furan annulation and aromatization: An access to benzo[b]furan derivatives

An unprecedented PTSA-promoted furan annulation and aromatization in one pot has been developed. This process offers a simple and efficient synthetic route for the construction of various highly substituted benzo[b]furan derivatives, which are widely used not only in drug active molecules but also organic semiconductor and organic light-emitting devices. The preliminary mechanism study indicated this transformation proceeded sequentially via furan annulation and aromatization.

Hydrazone-Pd-catalyzed direct intermolecular reaction of: O -alkynylphenols with allylic acetates

We found that the hydrazone-Pd-catalyzed direct intermolecular reaction of o-alkynylphenols with allylic acetates afforded the corresponding 2-substituted-3-allylbenzofuran derivatives. This reaction proceeded smoothly at room temperature using a hydrazon

Copper/P(tBu)3-Mediated Regiospecific Synthesis of Fused Furans and Naphthofurans

A novel [3+2] cycloaddition between a variety of cyclic ketones and diverse olefins or alkynes can be effectively promoted by copper in combination with the tri-tert-butylphosphine [P(tBu)3] ligand. This protocol exhibits excellent selectivity and provides an exemplary set of fused heterocycles in good to excellent yields. Present strategy also represents an extremely simple and atom-economic way to construct substituted fused furans and naphthofurans from readily available starting materials under mild reaction conditions. The utility of the method is further demonstrated by the synthesis of chiral furans from (R)-(?)-carvone and (S)-(+)-carvone. A plausible mechanism involving the oxidative radical cyclization has been suggested based on experimental observations.

A concise route to functionalized benzofurans directly from gem-dibromoalkenes and phenols

A tandem strategy for the construction of benzofuran motifs has been developed directly from gem-dibromoalkenes and phenols under palladium-catalyzed conditions. This flexible and novel methodology provides direct access to 2-aryl and 2-styryl benzofurans

Attempted cycloaromatization of α-arylmethyl sulfones with 2-bis(methylthio)methylene-1-tetralone: Unexpected formation of 2-aryl-3-(methylthio)-4,5-dihydronaphtho[1,2-b]furans

Base-induced conjugate addition-elimination of α-arylmethyl sulfones to α-oxoketene dithioacetal 1 followed by acid-induced cyclization affords 2-phenyl-3-(methylthio)-4,5-dihydronaphtho[1,2-b]furans which could be converted to parent aromatized products by DDQ dehydrogenation followed by Raney-Ni dethiomethylation. The approach was found to be amenable to a variety of sulfone components.

Thermolysis and photolysis of α-(aryloxy) acetophenones

Summary. Thermolysis of neat α-(aryloxy)acetophenones I-III at ca 260°C for 3 days leads to the formation of biphenyl, benzil, benzoic acid, acetophenone, and the corresponding phenol, benzaldehyde, benzyl alcohol, benzofuran and styrene. Thermolysis of I in the presence of isoquinoline gave 1-phenylisoquinoline, in addition to the previous products. Direct photolysis of I-III in acetonitrile gave results similar to those of thermolysis. Qualitative differences between the thermolytic and photolytic products are discussed. A suitable mechanism has been suggested to account for their formation.