24472-98-8

Upstream product

• 223576-64-5 (5-chlorobenzofuran-2-yl)boronic acid 
• 696-62-8 para-iodoanisole 
• 768-60-5 4-methoxyphenylacetylen 
• 110-71-4 1,2-dimethoxyethane 
• 497-19-8 sodium carbonate 
• 71643-66-8 4-chloro-2-iodo phenol 
• 695-96-5 2-bromo-4-chlorophenol 
• 33397-21-6 tris(4-methoxyphenyl)bismuth 
• 95186-48-4 4-chloro-2-<2',2'-dibromo ethenyl>-phenol 
• 112768-12-4 6-chloro-3-(4-methoxyphenyl)-2H-chromen-2-one 
• 100-07-2 4-methoxy-benzoyl chloride 
• 89266-24-0 (5-chloro-2-hydroxybenzyl)(triphenyl)phosphonium bromide 
• 635-93-8 5-chlorosalicyclaldehyde 
• 120-83-2 2,4-dichlorophenol 

Downstream Products

• 227802-44-0 ethyl 5-chloro-2-(4-methoxyphenyl)benzofuran-3-dithiocarboxylate 
• 63251-70-7 5-chloro-2-[4'-(2-diethylaminoethoxy)-phenyl]-3-(3',5'-dimethylbenzoyl)benzofuran 
• 1224623-95-3 2-(4-methoxyphenyl)-5-(3,4,5-trimethoxyphenyl)benzo[b]furan 
• 127988-85-6 4-(5-Chloro-benzofuran-2-yl)-phenol 

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.

Structural features defining nf-κb inhibition by lignan-inspired benzofurans and benzothiophenes

A series of 2-arylbenzofurans and 2-arylbenzothiophenes was synthesized carrying three different side chains in position five. The synthesized compounds were tested for NF-κB inhibition to establish a structure activity relationship. It was found that both, the side chain in position five and the substitution pattern of the aryl moiety in position two have a significant influence on the inhibitory activity.

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.

One-pot synthesis of 2,3-disubstituted benzofurans from 2-chlorophenols using palladium–dihydroxyterphenylphosphine catalyst

2,3-Disubstituted benzofurans possessing 2-hydroxyphenyl moiety at the C-3 position were synthesized from readily available 2-chlorophenols and terminal alkynes by hydroxy-directed ortho-Sonogashira coupling and subsequent oxypalladation/reductive elimina

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.

2-Phenylbenzo[b]furans: Synthesis and promoting activity on estrogen biosynthesis

Estrogen biosynthesis is pivotal to many physiological processes of human. Aberrant estrogen level is closely related to a variety of diseases, including breast cancer and osteoporosis. Previously we found that 2-phenylbenzo[b]furan glycosides could promote estrogen biosynthesis. To find high active 2-phenylbenzo[b]furans, fifty-four 2-phenylbenzo[b]furans were prepared via four strategies according to corresponding substrate scopes. Biological evaluation in HEK293A cells showed that some compounds exhibited promotive activity on estrogen biosynthesis. 2-(4-Chlorophenyl)-7-methoxybenzo[b]furan possessed the highest activity with EC50value of 14.68?μM. Furthermore, these compounds did not affect aromatase expression in HEK292A cells, indicating that these 2-phenylbenzo[b]furans might enhance estrogen biosynthesis via directly allosteric regulation of aromatase or indirectly via posttranslational modification.

2-Phenylbenzofuran derivatives as butyrylcholinesterase inhibitors: Synthesis, biological activity and molecular modeling

A series of 2-phenylbenzofurans compounds was designed, synthesized and evaluated as cholinesterase inhibitors. The biological assay experiments showed that most of the compounds displayed a clearly selective inhibition for butyrylcholinesterase (BChE), while a weak or no effect towards acetylcholinesterase (AChE) was detected. Among these benzofuran derivatives, compound 16 exhibited the highest BChE inhibition with an IC50 value of 30.3 μM. This compound was found to be a mixed-type inhibitor as determined by kinetic analysis. Moreover, molecular dynamics simulations revealed that compound 16 binds to both the catalytic anionic site (CAS) and peripheral anionic site (PAS) of BChE and it displayed the best interaction energy value, in agreement with our experimental data.

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

Copper-catalyzed decarboxylative intramolecular C-O coupling: Synthesis of 2-arylbenzofuran from 3-arylcoumarin

A copper-catalyzed decarboxylative intramolecular C-O coupling reaction was established. Under aerobic conditions in the presence of cupric chloride/1,10-phenathroline, a variety of 2-arylbenzofurans were prepared from 3-arylcoumarins in one-pot with yields from 26% to 84%. The Royal Society of Chemistry 2014.

Pd-catalyzed tandem chemoselective synthesis of 2-arylbenzofurans using threefold arylating triarylbismuth reagents

A tandem chemoselective synthesis of 2-arylbenzofurans was accomplished from o-hydroxy-gem-(dibromovinyl)benzenes and BiAr3 reagents under palladium-catalyzed conditions. This unique and synthetically valuable strategy proceeds through three consecutive coupling reactions involving triarylbismuth reagents and provides 2-arylbenzofuran products in high yields. A tandem chemoselective synthesis of 2-arylbenzofurans was accomplished from o-hydroxy-gem-(dibromovinyl)benzenes and BiAr3 reagents under palladium-catalyzed conditions. This unique and synthetically valuable strategy proceeds through three consecutive coupling reactions involving triarylbismuth reagents and provides 2-arylbenzofuran products in high yields. Copyright