75158-59-7

Upstream product

• 673-22-3 2-Hydroxy-4-methoxybenzaldehyde 
• 70-11-1 α-bromoacetophenone 
• 546-67-8 lead(IV) tetraacetate 
• 66715-20-6 7-methoxy-2-phenyl-4H-1-benzopyran 
• 18064-99-8 2-(3-methoxy-phenoxy)-1-phenyl-ethanone 
• 68-12-2 N,N-dimethyl-formamide 
• 1170149-70-8 (Z)-3-dimethylamino-2-(3-methoxyphenoxy)-1-phenylprop-2-en-1-one 
• 150-19-6 O-methylresorcine 

Downstream Products

• 108238-36-4 (6-hydroxy-benzofuran-2-yl)-phenyl ketone 
• 50551-63-8 6-methoxybenzofuran 
• 65-85-0 benzoic acid 

Relevant academic research and scientific papers

Fragmentation of 2-aroylbenzofuran derivatives by electrospray ionization tandem mass spectrometry

We investigated the gas-phase fragmentation reactions of a series of 2-aroylbenzofuran derivatives by electrospray ionization tandem mass spectrometry (ESI-MS/MS). The most intense fragment ions were the acylium ions m/z 105 and [M+H–C6H6

Exploration of benzofuran-based compounds as potent and selective Plasmodium falciparum glycogen synthase kinase-3 (PfGSK-3) inhibitors

Plasmodium falciparum glycogen synthase kinase-3 (PfGSK-3) has been identified as a potential target for the development of novel drugs against multi-drug resistant malaria. A series of benzofuran-based compounds was synthesised and evaluated as inhibitors of recombinantly expressed and purified PfGSK-3 and human glycogen synthase kinase-3 beta (HsGSK-3β). Of this series, five compounds (5k, 5m, 5p, 5r, 5s) preferentially inhibited PfGSK-3, with four of these compounds exhibiting IC50 values in the sub-micromolar range (0.00048–0.440 μM). Evaluation of the structure-activity relationships required for PfGSK-3 selective inhibition indicated that a C6-OCH3 substitution on ring A is preferred, while the effect of the ring B substituent on activity, in decreasing order is: C4′-CN > C4′-F > C3′-OCH3 > C3′,4′-diCl. To date, development of PfGSK-3 inhibitors has been limited to the 4-phenylthieno[2,3-b]pyridine class. Chalcone-based scaffolds, such as the benzofurans described herein, are promising new hits which can be explored for future design of PfGSK-3 selective inhibitors.

Metal-Free Aerobic Oxidative Selective C-C Bond Cleavage in Heteroaryl-Containing Primary and Secondary Alcohols

A transition-metal-free aerobic oxidative selective C-C bond-cleavage reaction in primary and secondary heteroaryl alcohols is reported. This reaction was highly efficient and tolerated various heteroaryl alcohols, generating a carboxylic acid derivative and a neutral heteroaromatic compound. Experimental studies combined with density functional theory calculations revealed the mechanism underlying the selective C-C bond cleavage. This strategy also provides an alternative simple approach to carboxylation reaction.

Efficient synthetic approach to substituted benzo[b]furans and benzo[b]thiophenes by iodine-promoted cyclization of enaminones

An efficient synthetic approach to the substituted benzo[b]furan and benzo[b]thiophene scaffolds by iodine-mediated cyclization of the corresponding enaminones is described. This protocol was applied to a large series of these latter precursors to afford the respective benzoheterocycles substituted at the C-2 position by a carbonyl group functionality. A study of the factors that control this process reveals that the reactivity depends on the presence of electron-donor groups in the aryl ring of the aryloxycarbonylic and arylthiocarbonylic moieties.

DABCO-promoted efficient and convenient synthesis of benzofurans

An efficient and convenient synthesis of benzofurans has been described from phenacyl halides and o-hydroxy benzaldehyde in the presence of DABCO. The procedure is applicable for a variety of phenacyl halides and provide a variety of benzofurans. DABCO ac

A new synthetic route of 2-aroyl- and 2-benzyl-benzofurans and their application in the total synthesis of a metabolite isolated from dorstenia gigas

The Lewis acid-catalyzed cyclization of the (Z)-3-(dimethylamino)-2- aryloxy-1-arylprop-2-en-1-ones 4ah leads to a regioselective and short synthesis of 2-aroylbenzofurans 2ah. The WolffKishner reduction of the latter yielded a series of substituted 2-ben

A VERSATILE NOVEL SYNTHESIS OF BENZOFURAN AND RELATED COMPOUNDS. II. THE VILSMEIER REACTION OF α-PHENOXYACETOPHENONES

A novel synthesis of 2-benzoylbenzofurans by the Vilsmeier reaction of α-phenoxyacetophenones are described.

The Reactions of 2-Phenyl-2H-1-benzopyrans and 2-Phenyl-4H-1-benzopyrans with Lead(IV) Acetate

The reactions of 7-methoxy-2-phenyl-2H-1-benzopyran and 7-methoxy-2-phenyl-4H-1-benzopyran with lead(IV) acetate gave 2-benzoyl-6-methoxybenzofuran and 6-acetoxy-3-methoxy-6-(3-oxo-3-phenyl-1-propenyl)-2,4-cyclohexadien-1-one.The reactions of 7-methoxy-2-