23265-28-3

Usage

Uses

Used in Organic Synthesis:
[3-(bromomethyl)-3-phenyloxiran-2-yl](phenyl)methanone is used as a building block for the synthesis of more complex organic molecules due to the presence of its functional groups, such as the bromomethyl, phenyl, and methanone groups.
Used in Pharmaceutical Research:
[3-(bromomethyl)-3-phenyloxiran-2-yl](phenyl)methanone is used as a reagent for the preparation of various heterocyclic compounds, which are essential in the development of new drugs. Its potential pharmacological activity makes it a valuable candidate for further research in drug discovery.
Used in Research of New Drugs:
[3-(bromomethyl)-3-phenyloxiran-2-yl](phenyl)methanone has shown potential pharmacological activity, making it a promising compound for the research and development of new drugs in the pharmaceutical industry.

Upstream product

• 7462-71-7 (2Z)-4-bromo-1,3-diphenylbut-2-en-1-one 
• 70-11-1 α-bromoacetophenone 
• 13665-04-8 2,2-dibromoacetophenone 
• 98-86-2 acetophenone 
• 54435-79-9 (E)-1,3-diphenyl-3-methyl-2-propen-1-one 
• 64-17-5 ethanol 
• 861541-57-3 5-bromo-4-chloro-2,4-diphenyl-tetrahydro-furan-3-ol 
• 141-52-6 sodium ethanolate 
• 1769-24-0 2-methyl-4-quinazolone 
• 108-59-8 malonic acid dimethyl ester 
• 1007476-32-5 sodium ethyl acetylacetate enolate 

Downstream Products

• 93022-03-8 2-hydroxy-1,3-diphenyl-but-3-en-1-one 
• 495-71-6 phenacylacetophenone 
• 2085-90-7 1,4-diphenyl-1,4-butanediol 
• 1026-46-6 3,5-Diphenylpyridazine 
• 107924-53-8 2-acetyloxy-1,3-diphenyl-1-butanone 
• 7472-84-6 2-acetoxy-1,3-diphenyl-but-3-en-1-one 
• 113158-66-0 2-hydroxy-1,3-diphenyl-butan-1-one 
• 91899-75-1 1,3-Diphenyl-1,2-butanedione 
• 101735-53-9 (2RS,3RS)-2-acetoxy-3,4-dibromo-1,3-diphenyl-butan-1-one 
• 101735-53-9 (2RS,3SR)-2-acetoxy-3,4-dibromo-1,3-diphenyl-butan-1-one 
• 7472-85-7 (2RS,3SR)-2-benzoyloxy-3,4-dibromo-1,3-diphenyl-butan-1-one 
• 857419-10-4 3-chloro-1,2,4-triphenyl-pyrrole 
• 860759-20-2 1,2,4-triphenyl-pyrrol-3-ol 
• 101118-69-8 (2RS,3SR)-3,4-dibromo-2-hydroxy-1,3-diphenyl-butan-1-one 

Relevant academic research and scientific papers

An efficient and odorless synthesis of thioethers using 2-[Bis(alkylthio)methylene]-3-oxo-N-o-tolylbutanamides as thiol equivalents

Using 2-[bis(alkylthio)methylene]-3-oxo-N-o-tolylbutanamides 1 as odorless thiol equivalents, an efficient and odorless synthesis of thioethers has been developed. Promoted by NaOH in EtOH, the cleavage of 1 commences to generate thiolate anions, and the generated thiolate anions then react with halides to give various thioethers in good yield. It is noteworthy that only a very faint odor of thiols can be perceived during both the reaction and the workup. Using 2-[bis(alkylthio)methylene]-3-oxo-N-o-tolylbutanamides as odorless thiol equivalents, an efficient and odorless synthesis of thioethers has been developed. Promoted by NaOH in EtOH, the cleavage of 2-[bis(alkylthio)methylene] -3-oxo-N-o-tolylbutanamides commences to generate thiolate anions, and the generated thiolate anions then react with halides to give various thioethers in good yield. Copyright

Electrophilic and nucleophilic side chain fluorination of para-substituted acetophenones

para-Substituted α-fluoroacetophenones have been synthesised by three different routes. Electrophilic fluorination of trimethylsilyl enol ethers of acetophenones using Selectfluor (F-TEDA-BF4, 1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis-(tetrafluoroborate)) gave high to moderate yield depending on the electronic properties of the substituents. F-TEDA-BF4 mediated fluorination of acetophenones in methanol resulted in a mixture of α-fluoroacetophenones and the corresponding 2-fluoro-1,1-dimethyl acetals. The dimethyl acetals were hydrolysed using trifluoroacetic acid in water to maximise the yield of the product. Nucleophilic fluorination of α-bromoacetophenones using tetrabutylammonium hydrogen bifluoride (TBABF) led to moderate yield when having electron-donating substituents, whereas low yields were experienced when more electron-withdrawing substituents were introduced.

Regioselective reactions of phenacyl bromide with active methylene compounds

The reactivity of phenacyl bromide with active methylene compounds in the presence of alcoholic KOH, BTEAC (PTC), NaOEt and K2CO3 has been studied.

Electrochemical reduction of 2,2-dibromoacetophenone

The cathodic reduction of 2,2-dibromoacetophenone in aprotic medium DMF-LiClO4 yields (E)-4,4-dibromo-1,3-diphenyl-2,3-epoxybutan-1-one as the major product and trans-1,2,3-tribenzoylcyclopropane through an ionic or carbene route, respectively.

Reaction of α-halo organoindium reagents with carbonyl compounds and electron-deficient alkenes

A variety of α-halo organoindium reagents were prepared in situ from the reaction of gem-dihalo compounds with indium metal, and their reactions with carbonyl compounds and electron-deficient alkenes were examined. The reactions of simple 1,1-diiodoalkanes with indium metal gave no defined products but benzal iodide gave stilbene in a moderate yield. α-Halo organoindium reagents derived from α,α-dibromo carbonyl compounds gave oxiranes and cyclopropanes upon the reactions with aldehydes and alkenes, respectively. 3,3-Dichloropropenes reacted with aldehydes in the presence of indium metal to give the corresponding chlorohydrins and/or homoallylalcohols, depending on the structures of both the dichloropropenes and aldehydes employed.

THE CHEMICAL SIMULATION OF THE "ATP-IMIDAZOLE" CYCLE

The synthetic strategy inherent in the "ATP-Imidazole" cycle and centred around the vicinal disposition of -NH2 and -CONH2 functions, has been demonstrated with anthranilamide (2) and 1-benzyl-5-aminoimidazole-4-carboxamide (1) as regeneratable carriers involving specifically N-alkylated quinazolin-4-ones, hypoxantines and adenines, as key intermediates.The isolation and characterization of the enamine (22) coupled with other observations has made it possible to rationalize the pathways involved in these cyclic operations.The practical utility of the synthetic strategy using regeneratable carriers has beem illustrated with the synthesis of a range of 1,5-disubstituted imidazoles.Whilst pathways leading to specific N-alkylation in the Natural cycle and in simulation studies are comparable, the subsequent events take place in a reverse order, primarily because of the divergence in the hydrolitic profile of the alkylated substrates.The action of dilute alkali on 3-alkylated quinazolin-4-ones leads to 2-3 rather than 3-4 bond rupture.Endeavours to promote the latter path, by blocking the 2 position gave unexpected results. 2-Methyl-3-phenacyl quinazolin-4-one gave with dilute alkali the novel aromatic tricyclic system (32) from trans-annular cyclization.On the other hand the 2-blocked 3-benzamido quinazolin-4-ones (33) and (34) gave triazoles (35) and (36) arising from the desired 3-4 rupture followed by cyclization initiated by the resulting amidine unit. 2-Phenil-3-benzamidoquinazolin-4-one (34) with distilled water at 200 deg C gave a number of products whicc have been identified and their formation explained.