51924-87-9

Upstream product

• 93-07-2 Veratric acid 
• 100-46-9 benzylamine 
• 70340-04-4 (2-hydroxybenzyl)triphenylphosphonium bromide 
• 3535-37-3 3,4-dimethoxybenzoic acid chloride 
• 90-01-7 salicylic alcohol 
• 533-58-4 2-Iodophenol 
• 4302-52-7 4-ethynylveratrole 
• 63368-34-3 (3,4-dimethoxybenzyl)triphenylphosphonium chloride 
• 90-02-8 salicylaldehyde 
• 22367-92-6 3-(3,4-dimethoxyphenyl)-2H-chromen-2-one 
• 93-40-3 (3,4-Dimethoxyphenyl)acetic acid 
• 95-48-7 ortho-cresol 
• 1276042-54-6 (2-(3,4-dimethoxybenzoyloxy)benzyl)triphenylphosphonium bromide 
• 1301768-65-9 2-(bromomethyl)phenyl 3,4-dimethoxybenzoate 

Relevant academic research and scientific papers

One-pot synthesis of substituted indoles via titanium(iv) alkoxide mediated imine formation-copper-catalyzed N-arylation

Readily accessible o-bromobenzylketones and primary alkyl amines and anilines were used for the construction of substituted indoles in good to excellent yields. The sequence involves a titanium-mediated reaction of ketones with amines to afford imines and subsequent intramolecular cyclization into indoles employing copper catalysis. The two-step protocol allows for the preparation of indoles bearing both N-alkyl and N-aryl groups as well as N-unsubstituted indoles without isolation of the intermediates and is tolerant of a wide range of functionality.

Synthesis and in vitro study of nitro- and methoxy-2-phenylbenzofurans as human monoamine oxidase inhibitors

A new series of 2-phenylbenzofuran derivatives were designed and synthesized to determine relevant structural features for the MAO inhibitory activity and selectivity. Methoxy substituents were introduced in the 2-phenyl ring, whereas the benzofuran moiety was not substituted or substituted at the positions 5 or 7 with a nitro group. Substitution patterns on both the phenyl ring and the benzofuran moiety determine the affinity for MAO-A or MAO-B. The 2-(3-methoxyphenyl)-5-nitrobenzofuran 9 was the most potent MAO-B inhibitor (IC50 = 0.024 μM) identified in this series, whereas 7-nitro-2-phenylbenzofuran 7 was the most potent MAO-A inhibitor (IC50 = 0.168 μM), both acting as reversible inhibitors. The number and position of the methoxyl groups on the 2-phenyl ring, have an important influence on the inhibitory activity. Molecular docking studies confirmed the experimental results and highlighted the importance of key residues in enzyme inhibition.

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

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.

Accessing a Biologically Relevant Benzofuran Skeleton by a One-Pot Tandem Heck Alkynylation/Cyclization Reaction Using Well-Defined Palladium N-Heterocyclic Carbene Complexes

Well-defined palladium N-heterocyclic carbene (NHC) complexes were employed in the one-pot tandem Heck alkynylation/cyclization sequence for preparing biologically relevant benzofuran compounds under copper-free conditions in a time-efficient step-reduced

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.

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.

Synthesis of 2-phenylbenzofuran derivatives and selective binding activities on estrogen receptor

An improved chemical reaction protocol with short time and easy work-up was described here for 2-phenylbenzofuran derivatives. The final purified products, 2-phenylbenzofuran derivatives 5a-g and the intermediate diols 4a-g, were evaluated for their estrogen receptor (ER) binding affinity and selective activity in vitro. Among these fourteen tested compounds, 4g and 5g showed higher binding affinity on ER subtypes, ERα and ERβ. Compound 4g exhibited preferable ERα binding, while 5g was more estrogen selective for ERβ. The molecular docking was also performed to explore the detailed interactive interface between ER and the compounds.