94540-81-5

Upstream product

• 4747-13-1 α-methoxystyrene 
• 2632-13-5 2-Bromo-4'-methoxyacetophenone 
• 21541-60-6 3-phenylprop-2-ynyl 4-methylbenzenesulfonate 
• 1794-48-5 1-bromo-3-phenylprop-2-yne 
• 5720-07-0 4-methoxyphenylboronic acid 
• 73512-12-6 5-bromo-2-phenylfuran 
• 17113-33-6 2-phenylfuran 
• 591-50-4 iodobenzene 
• 100-07-2 4-methoxy-benzoyl chloride 
• 536-74-3 phenylacetylene 
• 23429-36-9 1-methoxy-4-(phenylbuta-1,3-diynyl)benzene 
• 100-42-5 styrene 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 22867-08-9 (E)-1-(4-Methoxy-phenyl)-4-phenyl-but-2-ene-1,4-dione 

Downstream Products

• 144774-54-9 (Z)-1-(4-methoxyphenyl)-4-phenylbut-2-ene-1,4-dione 

Relevant academic research and scientific papers

Method for preparing furan compound from brominated arone

The invention provides a method for synthesizing a furan compound by taking brominated arone and methyl ketone or cyclic ketone as raw materials and directly reacting under the action of tetraisopropyl titanate. The method comprises the following steps: under the protection of inert gas, stirring and heating a reaction mixture of methyl ketone or cyclic ketone and bromo-arone, and then adding tetraisopropyl titanate for reaction; and after the reaction is finished, separating and purifying the obtained reaction mixture to obtain the polysubstituted furan compound. The synthesis method provided by the invention has the advantages of easily available raw materials, low cost, simple operation and easy control, no solvent, good substrate universality and functional group compatibility, and is suitable for industrial mass production.

Synthetic method for diaryl furan compound

The invention relates to a synthetic method for a diaryl furan compound with a formula (6) which is described in the specification. The synthetic method has a reaction route as shown in the specification. The synthetic method comprises the following steps: S1: allowing a compound with a formula (1) and a compound with a formula (2) to react in an organic solvent in the presence of a palladium catalyst, an organic ligand, an oxidant and an acidic compound, and after completion of the reaction, carrying out post-treatment so as to obtain a compound with a formula (3); S2, allowing the compound with the formula (3) to generate a self-cyclization reaction in an organic solvent in the presence of a catalyst, and after completion of the reaction, carrying out post-treatment so as to obtain a compound with a formula (4); and S3, allowing the compound with the formula (4) and a compound with a formula (5) to react in a solvent in the presence of a palladium catalyst, an organic ligand and an acidic compound at the atmosphere of oxygen, and after completion of the reaction, carrying out post-treatment so as to obtain a compound with a formula (6). The method provided by the invention realizes creative optimization in a plurality of technical characteristics through all steps, provides a novel synthetic method and a synthetic route for preparation of the compound, and has good industrialprospects and potential application values.

Epoxy-containing skeleton nitrile compound and synthesis method thereof

The invention relates to an epoxy-containing skeleton nitrile compound as shown in the following formula (4) and a synthesis method thereof. The synthesis method adopts the following reaction route: FORMULA, and comprises the following steps: S1: reacting a compound of a formula (1) with a compound of formula (2) in an organic solvent in the presence of a palladium catalyst, an organic ligand, anoxidizing agent and an acidic compound, performing post-treatment after finishing reaction to obtain a compound of formula (3); and S2: performing self-cyclization reaction on the compound of formula(3) in the organic solvent in the presence of the oxidizing agent, performing post-treatment after finishing reaction to obtain a compound of formula (4). The method creatively optimizes multiple technical features in each step so as to provide a novel synthesis method and synthesis route for preparation of such compounds and have excellent industrial prospects and potential application values.

A synthetic method of furan derivatives

The invention relates to a synthetic method of furan derivatives shown as a formula (6) as follows. The synthetic route of the method is shown in the specification. The method includes S1) allowing acompound shown as a formula (3) in an organic solvent to self-cyclize with the existence of an oxidant, and performing after-treatment when the reaction is finished to obtain a compound of a formula (4); and S2) reacting the compound of the formula (4) and a compound of a formula (5) in an oxygen atmosphere with the existence of a palladium catalyst, an organic ligand and an acidic compound in a solvent, and performing after-treatment after the reaction is finished to obtain a compound of the formula (6). A plurality of technical characteristics of each step are innovatively optimized in the method, and the brand-new synthetic method and synthetic route for preparing the compounds of this type are provided. The method has a good industrial prospect and good application value.

Synthesis and 2D-QSAR studies of neolignan-based diaryl-tetrahydrofuran and -furan analogues with remarkable activity against Trypanosoma cruzi and assessment of the trypanothione reductase activity

Two series of diaryl-tetrahydrofuran and -furan were synthesised and screened for anti-trypanosomal activity against trypomastigote and amastigote forms of Trypanosoma cruzi, the causative agent of Chagas disease. Based on evidence that modification of a natural product may result in a more effective drug than the natural product itself, and using known neolignan inhibitors veraguensin 1 and grandisin 2 as templates to synthesise simpler analogues, remarkable anti-trypanosomal activity and selectivity were found for 3,5-dimethoxylated diaryl-furan 5c and 2,4-dimethoxylated diaryl-tetrahydrofuran 4e analogues with EC50 0.01 μM and EC50 0.75 μM, respectively, the former being 260-fold more potent than veraguensin 1 and 150-fold better than benznidazole, the current available drugs for Chagas disease treatment. The ability of the most potent anti-trypanosomal compounds to penetrate LLC-MK2 cells infected with T. cruzi amastigotes parasite was tested, which revealed 4e and 5e analogues as the most effective, causing no damage to mammalian cells. In particular, the majority of the derivatives were non-toxic against mice spleen cells. 2D-QSAR studies show the rigid central core and the position of dimethoxy-aryl substituents dramatically affect the anti-trypanosomal activity. The mode of action of the most active anti-trypanosomal derivatives was investigated by exploring the anti-oxidant functions of Trypanothione reductase (TR). As a result, diarylfuran series displayed the strongest inhibition, highlighting compounds 5d-e (IC50 19.2 and 17.7 μM) and 5f-g (IC50 8.9 and 7.4 μM), respectively, with similar or 2-fold higher than the reference inhibitor clomipramine (IC50 15.2 μM).

Aerobic oxidative α-arylation of furans with boronic acids via Pd(II)-catalyzed C-C bond cleavage of primary furfuryl alcohols: Sustainable access to arylfurans

Aerobic oxidative α-arylation of furans with boronic acids via Pd(ii)-catalyzed C-C bond cleavage of primary furfuryl alcohols provides sustainable access to arylfurans. This protocol opens a new avenue for the transformation of readily available furans into other useful compounds.

Copper-Catalyzed Regioselective Synthesis of Multisubstituted Furans by Coupling between Ketones and Aromatic Olefins

A regioselective synthesis of multisubstituted furan derivatives has been developed via Cu(II)-catalyzed intermolecular annulation of aryl ketones with a wide range of aromatic olefins under ambient air in good yields. This protocol is applicable to both cyclic and acyclic aryl ketones.

Visible-Light Induced Direct Synthesis of Polysubstituted Furans from Cyclopropyl Ketones

In this article, a photoredox protocol for the synthesis of furans via oxidative coupling of olefin generated in situ from cyclopropyl ketones with ketonic oxygen atom is presented. Moreover, bromination of furans in the presence of overstoichiometric oxidant has been achieved with high regioselectivity.

Successively recycle waste as catalyst: A one-pot wittig/1,4-reduction/paal-knorr sequence for modular synthesis of substituted furans

A one-pot tandem Wittig/conjugate reduction/Paal-Knorr reaction is reported for the synthesis of di- or trisubstituted furans. This novel sequence first demonstrates the possibility of successively recycling waste from upstream steps to catalyze downstream reactions.

A highly efficient synthesis of 2,5-disubstituted furans from enyne acetates catalyzed by lewis acid and palladium

A highly efficient synthesis of a wide range of 2,5-disubstituted furans from enyne acetates is described. The reactions are conducted by using Lewis acid and palladium catalyst and provide symmetrical and unsymmetrical products in good to excellent yields, with broad substrate scope, including a variety of aromatic and aliphatic substituents in the 2- and 5-position of the furan ring.