10475-19-1

Upstream product

• 1191415-13-0 2-bromo-7-methoxybenzofuran 
• 33397-21-6 tris(4-methoxyphenyl)bismuth 
• 59276-88-9 8-methoxy-3-(4-methoxyphenyl)-2H-chromen-2-one 
• 4383-05-5 2-hydroxy-3-methoxybenzyl alcohol 
• 148-53-8 3-methoxy-2-hydroxybenzaldehyde 
• 100-07-2 4-methoxy-benzoyl chloride 
• 3462-97-3 (4-methoxybenzyl)triphenylphosphonium bromide 
• 127136-74-7 C₁₂H₂₁N₂O₃P 
• 127654-88-0 C₂₀H₂₇N₂O₅P 

Relevant academic research and scientific papers

Preparation method of benzofuran derivative

The invention belongs to the field of organic chemical synthesis, and particularly relates to a preparation method of a benzofuran derivative. According to the specific technical scheme, the preparation method of the benzofuran derivative comprises the fo

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.

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.

MAO Inhibitory Activity of 2-Arylbenzofurans versus 3-Arylcoumarins: Synthesis, invitro Study, and Docking Calculations

Monoamine oxidase (MAO) is an important drug target for the treatment of neurological disorders. Several 3-arylcoumarin derivatives were previously described as interesting selective MAO-B inhibitors. Preserving the trans-stilbene structure, a series of 2-arylbenzofuran and corresponding 3-arylcoumarin derivatives were synthesized and evaluated as inhibitors of both MAO isoforms, MAO-A and MAO-B. In general, both types of derivatives were found to be selective MAO-B inhibitors, with IC50 values in the nano- to micromolar range. 5-Nitro-2-(4-methoxyphenyl)benzofuran (8) is the most active compound of the benzofuran series, presenting MAO-B selectivity and reversible inhibition (IC50=140nM). 3-(4′-Methoxyphenyl)-6-nitrocoumarin (15), with the same substitution pattern as that of compound 8, was found to be the most active MAO-B inhibitor of the coumarin series (IC50=3nM). However, 3-phenylcoumarin 14 showed activity in the same range (IC50=6nM), is reversible, and also severalfold more selective than compound 15. Docking experiments for the most active compounds into the MAO-B and MAO-A binding pockets highlighted different interactions between the derivative classes (2-arylbenzofurans and 3-arylcoumarins), and provided new information about the enzyme-inhibitor interaction and the potential therapeutic application of these scaffolds.

A practicable environmentally benign one-pot synthesis of 2-arylbenzofurans at room temperature

An environmentallyfriendly one-pot synthesis of 2-arylbenzofurans under ambient temperature has been developed. It features an ortho-hydroxyl group assisted Wittig reaction of substituted salicylaldehyde followed by an in situ oxidative cyclization. Its advantages include readily available and non-hazardous materials, benign reaction conditions (room temperature, green solvent and one-pot manner), easy work-up and high overall yields. Utilizing this methodology, various 2-aryl-benzofurans including four natural products have been synthesized. The Royal Society of Chemistry 2012.

Palladium-catalyzed cross-couplings of functionalized 2-bromobenzofurans for atom-economic synthesis of 2-arylbenzofurans using triarylbismuth reagents

The palladium catalyzed, atom-economic synthesis of various functionalized 2-arylbenzofurans was achieved through cross-coupling reaction of 2-bromobenzofurans with triarylbismuth reagents. The palladium catalytic protocol is very efficient to furnish various cross-coupled functionalized 2-arylbenzofurnas in high yields using triarylbismuth reagents with three aryl couplings as multi-coupling organometallic nucleophiles in one-pot operation. All the coupling reactions were completed in 1 h short reaction time involving three couplings from triarylbismuths under heating condition.

LITHIATION OF ORTHO-TOLYL TETRAMETHYLPHOSPHORODIAMIDATES: A FACILE SYNTHESIS OF 2- ARYLBENZOFURANS INCLUDING NEOLIGNAN, CARINATIN

ortho-Tolyl tetramethylphosphorodiamidates were lithiated with sec-BuLi at -105 deg C to give corresponding benzylic lithio species which underwent reaction with electrophiles.When benzoates were used as electrophiles, deoxybenzoin derivatives were obtain