33342-28-8

Usage

Uses

Used in Pharmaceutical Applications:
[5-(4-BROMO-PHENYL)-FURAN-2-YL]-METHANOL is used as a key intermediate in the synthesis of various pharmaceutical compounds due to its unique structure and potential bioactive properties. The presence of the bromo-phenyl group and furan ring may allow for the development of new drugs with specific targeting and therapeutic effects.
Used in Material Science:
In the field of material science, [5-(4-BROMO-PHENYL)-FURAN-2-YL]-METHANOL is used as a building block for the creation of novel materials with tailored properties. [5-(4-BROMO-PHENYL)-FURAN-2-YL]-METHANOL's aromatic and heterocyclic characteristics, along with its hydroxyl functional group, make it a valuable component in the design and synthesis of advanced materials for various applications, such as electronics, coatings, and adhesives.
Used in Chemical Research:
[5-(4-BROMO-PHENYL)-FURAN-2-YL]-METHANOL serves as a valuable research tool in the field of organic chemistry. Its unique structure allows chemists to study various reaction mechanisms, explore new synthetic routes, and investigate the compound's potential reactivity with other molecules. This research can lead to the discovery of new chemical reactions and the development of innovative applications for [5-(4-BROMO-PHENYL)-FURAN-2-YL]-METHANOL.

Upstream product

• 88-14-2 2-furanoic acid 
• 52938-96-2 5-(4-bromophenyl)furan-2-carboxylic acid 
• 60335-98-0 5-(4-bromo-phenyl)-furan-2-carbonyl chloride 
• 106-40-1 4-bromo-aniline 
• 98-01-1 furfural 
• 20005-42-9 5-(4-bromophenyl)-2-furancarboxyaldehyde 
• 344943-67-5 C₁₈H₁₅ClN₂O₃S 

Downstream Products

• 857048-92-1 2-(4-bromophenyl)-5-[(prop-2-yn-1-yloxy)methyl]furan 
• 1032338-31-0 C₁₉H₁₂BrCl₂NO₄ 
• 1032338-07-0 C₁₉H₁₂BrF₂NO₄ 
• 20005-42-9 5-(4-bromophenyl)-2-furancarboxyaldehyde 
• 62806-35-3 (E)-3-(5-(4-bromophenyl)furan-2-yl)acrylic acid 
• 176684-12-1 C₁₁H₈BrClO 
• 54146-48-4 2-(4-bromo-phenyl)-5-ethoxymethyl-furan 

Relevant academic research and scientific papers

Synthesis and bioactivity of phenyl substituted furan and oxazole carboxylic acid derivatives as potential PDE4 inhibitors

In this present study, a series of 5-phenyl-2-furan and 4-phenyl-2-oxazole derivatives were designed and synthesized as phosphodiesterase type 4 (PDE4) inhibitors. In vitro results showed that the synthesized compounds exhibited considerable inhibitory ac

Selective oxidations of activated alcohols in water at room temperature

Allylic and benzylic alcohols can be selectively oxidized to their corresponding aldehydes or ketones in water containing nanoreactors composed of the designer surfactant TPGS-750-M. The oxidation relies on catalytic amounts of CuBr, bpy, and TEMPO, with N-methyl-imidazole; air is the stoichiometric oxidant. the Partner Organisations 2014.

2-amino-3-(5-phenylfuran-2-yl)propionic acids and 5-phenylfuran-2-ylacrylic acids are novel substrates of phenylalanine ammonia-lyase

Both racemic 2-amino-3-(5-phenylfuran-2-yl)propionic acids and 5-phenylfuran-2-ylacrylic acids were synthesized and spectroscopically characterized (UV, EI-MS, 1H-NMR and 13C-NMR). The phenyl group of the 5-phenylfuranyl residue carried no (rac-la) para-Br (rac-lb) or Cl para or ortho (rac-lc, d) substituents. The novel furanylalanines were used as substrates of recombinant phenylalanine ammonia-lyase (PAL). When 50% of the racemic 5-phenylfuranylalanines were converted into the corresponding acrylates, the D-enantiomers of the substrates could be isolated. The L-enantiomers could be prepared from the substituted acrylates when the PAL reaction was reversed in the presence of 6 M ammonia at pH 10. The Japan Institute of Heterocyclic Chemistry.

Synthesis and fungicidal activity of aryl carbamic acid-5-aryl-2- furanmethyl ester

Chitin, a major structural component of insect cuticle and fungus cell wall but absent in plants and vertebrates, is regarded as a safe and selective target for pest control agents. Chitin synthesis inhibitors (CSIs) have been well-known as insect growth regulators (IGRs) but rarely found as fungicides in agriculture. To find novel CSIs with good activity, benzoylphenylurea, a typical kind of CSIs, was chosen as the lead compound and 26 novel aryl carbamic acid-5-aryl-2-furanmethyl esters were designed by converting the urea linkages of benzoylphenylureas to carbamic acid esters and changing the aniline parts into furanmethyl groups. The title compounds were synthesized and their structures confirmed by IR, 1H NMR, and elemental analysis. Preliminary insecticidal and fungicidal bioassays were carried out. The results indicated that the title compounds had no insecticidal effect on Culex pipiens pallens and Plutella xylostella Linnaeus, but most compounds exhibited good fungicidal activities against Corynespora cassiicola, Thanatephorus cucumeris, Botrytis cinerea, and Fusarium oxysporum. In particular, compounds V-4, V-6, V-7, and V-8 showed better activities against the four strains than those of the commercialized fungicides. The morphologic result suggested that compound V-21 had disturbed the cell wall formation of C. cassiicola. The results indicated that modification on the urea linkage of benzoylphenylurea was an effective way to discover new candidates for fungicides.

Gold catalysis: Dihydroisobenzofurans and isochromanes by the intramolecular furan/alkyne reaction

A series of furyl alcohols and homofuryl alcohols was synthesized by reduction of furfurals or reaction of furyllithium compounds with epoxides and subsequent propargylation. The gold-catalyzed cycloisomerization of these products furnished dihydroisobenzofurans and isochromanes. Crystal structure analyses proved the sequence of the substituents for both classes of products. Unsaturated dicarbonyl compounds as side-products show the mechanistic relationship to the analogous platinum-catalyzed reactions. Neither ester groups, even on the 4-position of the furan ring, nor aryl bromides hinder the catalysis by gold. In the case of a substrate with an allyl ether in the side chain, a side-product, which provides evidence for a reaction of the alkyne with an inverse regioselectivity, was observed.

Synthesis of 5-aryl-2-furaldehyde arylsulfonylhydrazones and their transformations in the Bamford-Stevens reaction

Reactions of arenesulfonohydrazides with 5-aryl-2-furaldehydes in anhydrous ethanol or dioxane afforded a series of the corresponding arylsulfonylhydrazones which reacted with alcoholic sodium alkoxides with liberation of nitrogen and formation of 2-alkoxymethyl-5-arylfurans. Thermolysis of 5-aryl-2-furaldehyde tosylhydrazones in aqueous sodium hydroxide, diethylamine, or morpholine is accompanied by evolution of ～50% of the theoretical amount of nitrogen. The major thermolysis products (yield 70-82%) are 5-aryl-2-furaldehyde N-(5-aryl-2-furylmethyl)tosylhydrazones; also, small amounts (2-3%) of 5-arylfurfuryl alcohols and bis(5-arylfurfuryl) ethers are formed.