417704-22-4

Usage

Family

Furan compounds

Physical state

Colorless liquid

Odor

Sweet, floral

Fragrance industry

Used as a fragrance ingredient

Food industry

Used as a flavoring agent, adding a sweet and aromatic note to various food and beverage products

Toxicity

Low toxicity

Safety

Considered safe for use in consumer products when used in appropriate concentrations

Handling

Should be handled with care and in accordance with safety guidelines

Upstream product

• 1402667-16-6 4-bromo-1,3-dihydroisobenzofuran 
• 127168-82-5 3-bromo-1,2-bis(bromomethyl)benzene 
• 576-23-8 2,3-dimethylbromobenzene 
• 892869-23-7 4-(5,5-dimethyl-[1,3,2]dioxaborinan-2-yl)-1,3-dihydro-isobenzofuran 
• 533934-25-7 2-[5-(t-butyldimethylsilyl)]furylmethyl propargyl ether 
• 32904-79-3 2-((prop-2-yn-1-yloxy)methyl)furan 

Downstream Products

• 4792-33-0 4-methoxyphthalide 
• 1380696-10-5 (5R)-3-[4-(1,3-dihydro-2-benzofuran-4-yloxy)phenyl]-5-methyl-2,4-imidazolidinedione 
• 1380697-18-6 N₁-[4-(1,3-dihydro-2-benzofuran-4-yloxy)phenyl]-D-alaninamide 
• 1380697-17-5 1,1-dimethylethyl ((1R)-2-{[4-(1,3-dihydro-2-benzofuran-4-yloxy)phenyl]amino}-1-methyl-2-oxoethyl)carbamate 
• 1380697-15-3 4-(1,3-dihydro-2-benzofuran-4-yloxy)aniline 
• 1380697-13-1 4-[(4-nitrophenyl)oxy]-1,3-dihydro-2-benzofuran 

Relevant academic research and scientific papers

THIENODIAZEPINE DERIVATIVES AND APPLICATION THEREOF

The present invention relates to a class of thienodiazepine derivatives and an application thereof in the preparation of a drug for the treatment of diseases associated with bromodomain and extra-terminal (BET) Bromodomain inhibitors. Specifically, the present invention relates to compounds represented by formulas (I) and (II), as well as pharmaceutically acceptable salts thereof.

Visible light mediated oxidation of benzylic sp3 C-H bonds using catalytic 1,4-hydroquinone, or its biorenewable glucoside, arbutin, as a pre-oxidant

Benzylic ethers undergo a visible light induced C-H activation and oxygen insertion to give the corresponding benzoate esters in moderate to good yields. The conditions employ substoichiometric amounts of 1,4-hydroquinone with copper(ii) chloride dihydrate as an electron-transfer mediator, oxygen as the terminal oxidant and dimethyl carbonate as solvent under visible light irradiation. The naturally occurring glucoside, arbutin, which is commercially available or can be accessed via extraction of the leaves of bearberry (Arctostaphylos uva-ursi) or elephant ears (Bergenia crassifolia) can be used as a biorenewable source of 1,4-hydroquinone. The methodology exploits the increase in oxidizing ability of quinones upon irradiation with visible light, and offers a sustainable alternative for the late stage oxidative functionalization of benzylic C-H bonds. It is applicable to a range of cyclic benzylic ethers such as isochromans and phthalans, and simple benzyl alkyl ethers. It can also be applied in the oxidation of benzylic amines into amides, and of diarylmethanes into the corresponding ketones. Mechanistic studies suggest that the reaction proceeds by H-abstraction by the photo-excited triplet benzoquinone to give a benzylic radical that subsequently reacts with molecular oxygen.

HYDANTOIN DERIVATIVES USEFUL AS KV3 INHIBITORS

The invention provides compounds of formula (I): Said compounds being inhibitors of Kv3 channels and of use in the prophylaxis or treatment of related disorders.

HYDANTOIN DERIVATIVES USEFUL AS KV3 INHIBITORS

The invention provides compounds of formula (I): Said compounds being inhibitors of Kv3 channels and of use in the prophylaxis or treatment of related disorders.

'Clicking' molecular hooks on silica nanoparticles to immobilize catalytically important metal complexes: The case of gold catalyst immobilization

Gold mediated reactions have emerged as one of the best choices for affecting a variety of chemical transformations with a wide range of functional group tolerance. Application of such transformations to industrial processes necessitates immobilization of the Au ions into a matrix for easy separation of the catalyst after reaction. We report the synthesis and characterization of silica nanoparticles in which Au(iii) has been immobilized through a 1,2,3-triazole linkage using an alkynalated picolinic acid exploiting "click chemistry". The Au(iii) immobilized silica nanoparticle has been thoroughly characterized using FT-IR, 13C CP MAS NMR and XPS. The utility of these particles as an easily separable catalyst for the Hashmi phenol synthesis is also reported.

Regioselective reductive opening of substituted phthalans: synthetic applications

The reductive opening of substituted phthalans 6, 11, 12, 20, 21 and 28 with lithium and a catalytic amount of DTBB leads to the formation of corresponding functionalised organolithium intermediates 8, 15, 16, 23, 25 and 29+30 in a regioselective manner. The further reaction of these dianions with different electrophiles, mainly carbonyl compounds, gives the expected functionalised benzylic alcohols 9, 17, 18, 24, 26 and 31+32. The observed stereochemistry can be easily explained taking into account the values of the electron densities deduced by semiempirical PM3 calculations.

Synthesis of arylboronates via Cp*RuCl-catalyzed cycloaddition of alkynylboronates

In the presence of 5-10 mol% Cp*RuCl(cod), 1,6- and 1,7-diynes were allowed to react with an ethynylboronate at ambient temperature to give rise to bicyclic arylboronates in 64-93% isolated yields. 1,6-Diynes bearing a boronate terminal also underwent cycloaddition with monoalkynes to give the corresponding bicyclic arylboronates.

Intramolecular reactions of alkynes with furans and electron rich arenes catalyzed by PtCl2: The role of platinum carbenes as intermediates

5-(2-Furyl)-1-alkynes react, with PtCl2 as catalyst, to give phenols. On the basis of DFT calculations, a cyclopropyl platinacarbene complex was found as the key intermediate in the process. The cyclopropane and dihydrofuran rings of this intermediate open to form a carbonyl compound, which reacts with the platinum carbene to form an oxepin, which is in equilibrium with an arene oxide. When the reaction is carried out in the presence of water, dicarbonyl compounds are obtained, which support the proposed mechanism. Other cyclizations of alkynes with furans or electron-rich arenes give products of apparent Friedel-Crafts-type reactions, although these processes could also proceed by pathways involving the formation of cyclopropyl platinum carbenes.

PtII catalyzed intramolecular reaction of furans with alkynes

A platinum cycloprpyl carbene complex, formed by anti attack of the furan ring on an (η2-alkyne) platinum complex (see scheme), is the key intermediate in the intramolecular reaction of furans with alkaynes according to experimental studies and density functional calculations.