21433-91-0

Upstream product

• 250358-91-9 (Z)-2-phenyl-5-trimethylsilanylpent-2-en-4-yn-1-ol 
• 13636-88-9 3,3-bis(methylthio)-1-phenylprop-2-en-1-one 
• 84735-55-7 2,2-bis(methylthio)-4-phenyl-2,5-dihydrofuran 
• 20131-24-2 2-phenyl-2-(prop-2-ynyl)oxirane 
• 7732-18-5 water 
• 98-86-2 acetophenone 
• 31428-82-7 (Z)-2-bromo-1-phenylvinyl diethyl phosphate 
• 67-64-1 acetone 
• 582-24-1 1-phenyl-2-hydroxyethanone 
• 106-96-7 propargyl bromide 
• 70-11-1 α-bromoacetophenone 
• 82323-38-4 (Z)-5-bromo-4-phenylpent-3-en-2-one 
• 70396-10-0 (Z)-3-iodo-2-phenyl-prop-2-en-1-ol 
• 18152-84-6 5-bromo-2-methyl-6-oxo-4-phenyl-6H-pyran-3-carboxylic acid ethyl ester 

Downstream Products

• 1622397-97-0 2-methyl-4-phenyltetrahydrofuran 

Relevant academic research and scientific papers

β-Bromoenol phosphate as a new precursor for the modular regioselective synthesis of substituted furans

Owing to its importance in various realms of chemistry, furan occupies a position of eminence among heterocycles. Despite the availability of many methodologies for the synthesis of variably substituted furans, a modular convenient synthesis of 2,4-disubstituted furans remains challenging. The present work attempts to bridge that gap through a novel annulation-based approach using feedstock chemicals such as methyl ketones and their easily available derivatives, β-bromoenol phosphates. We have demonstrated a hitherto unknown reactivity of β-bromoenol phosphates which is responsible for the observed regioselectivity. The reaction requires only sodium hydride as the base under mild conditions. The scope of the reaction was found to be broad with the possibility of obtaining even tri-substituted furans besides a variety of 2,4-disubstituted furans. The methodology was applied to obtain synthetically challenging 3-acylfuran derivatives as well. The newly developed methodology is characterized by the modularity, regioselectivity as well as its practicality owing to easily available starting materials and fast reaction times.

Five-membered heteroaromatic ring derivative as well as preparation method and application thereof

The invention discloses a five-membered heteroaromatic ring derivative and a preparation method and application thereof, and the compound has obvious inhibition on DHODH. The blocking effect can be used as DHODH specific inhibitor, can be used for preparing medicines for treating diseases caused by fungal infection, can be used for preparing agricultural fungicides, and has wide application prospects.

Studies towards iodine-catalyzed dehydrative-cycloisomerization of pent-4-yne-1,2-diols to di- and tri-substituted furans

An efficient and single-step iodine catalyzed and metal-free synthesis of di and tri-substituted 2-methylfuran derivatives were achieved from 1-popargyl-1,2-diols. Stereospecific synthesis of starting 1,2-diols was achieved by indium mediated Barbier type

γ-halo-enones: A method for their synthesis from arylacyl halides and their application to the preparation of five-membered ring heterocycles

A simple method has been developed for synthesis of γ-halo-enones. The approach employs a sequence involving initial indium-mediated allenylation reactions of phenacyl halides with propargyl bromide. This process is followed by acid-promoted rearrangement reactions of the formed homoallenic halohydrins. The new method can be incorporated into routes for the efficient synthesis of various five-membered heterocyclic compounds.

Asymmetric hydrogenation of disubstituted furans

An enantioselective hydrogenation of disubstituted furans has been developed by using a chiral ruthenium catalyst with N-heterocyclic carbene ligands. This reaction converts furans into valuable enantioenriched disubstituted tetrahydrofurans.

Indium-mediated allenylation of arylacyl bromides in a route for the synthesis of substituted furans

A three-step, single purification procedure has been developed for the concise synthesis of substituted furans from arylacyl bromides.

A continuous-flow synthesis of annulated and polysubstituted furans from the reaction of ketones and α-haloketones

A synthesis of di-, tri- and tetra-substituted furans from reaction of the corresponding ketones and α-haloketones with LiHMDS is reported. Reaction under continuous-flow conditions gave increased yields and removed the need for external cooling when comp

A general and facile synthesis of substituted furans by palladium- catalyzed cycloisomerization of (Z)-2-en-4-yn-1-ols

A general and facile synthesis of furans, based on Pd(II)-catalyzed cycloisomerization of (Z)-2-en-4-yn-1-ols, is described. Cycloisomerization reactions are carried out at 25-100 °C in the presence of a very simple catalytic system, consisting of K2PdI4, under essentially neutral conditions. This new methodology is very versatile and can be applied to the synthesis of a variety of substituted furans, including particularly fragile, naturally occurring furans such as rosefuran. Efficient synthetic approaches for the regioselective synthesis of suitably substituted (Z)-2-en-4-yn-1-ols have been developed.

Hydrogen peroxide oxidation of polysubstituted pyrylium salts: Formation of enol esters and furans

2,4,6-Trialkylsubstituted pyrylium salts 1 have been known to afford 2-acyl-3,5-dialkyl-furans 2 in moderate yields (30 - 45%). Oxidation of these salts in buffer solutions (pH = 3-4.5) increased the yields of acylfurans to 75%. In contrast, tetra- and pe

Electrosynthesis of 4-Aryl-2-Methylfurans

The electrochemical reduction on Hg cathode of a dropping solution of phenacyl bromides in dry acetone-LiClO4 yields 4-aryl-2-methylfurans and acetophenones.In this process the acetone plays a dual role, as solvent and reagent.