5186-09-4

Usage

Synonyms

None provided

Chemical structure

Cyclic ketone derivative with a three-membered cyclopropane ring

Usage

Organic chemistry research and drug development

Pharmacological properties

a. Local anesthetic activity
b. Enzyme inhibition

Potential applications

a. Synthesis of pharmaceuticals
b. Synthesis of other organic compounds

Importance

Significant in the pharmaceutical industry due to its unique structural features and potential applications

Upstream product

• 106-93-4 ethylene dibromide 
• 93-91-4 1-phenylbutan-1,3-dione 
• 87268-42-6 Z-1-(1-Oximinoethyl)-1-benzoylcyclopropane 
• 5185-86-4 C₁₂H₁₃ClHgO₂ 

Downstream Products

• 1063996-48-4 4-(2-bromoethyl)-3-methyl-5-phenyl-1H-pyrazole 
• 1190220-29-1 methyl 4-methyl-5-(2-bromoethyl)-2-(4-ethylphenylsulfanyl)-6-phenylbenzoate 
• 1190220-32-6 methyl 4-methyl-5-(2-chloroethyl)-2-(4-ethylphenylsulfanyl)-6-phenylbenzoate 
• 1032195-70-2 (1-(1-benzoylcyclopropanecarbonyl)cyclopropyl)(cyclopropyl)methanone 
• 1032195-72-4 1,1'-carbonylbis(cyclopropane-1,1-diyl)bis(phenylmethanone) 
• 1318801-07-8 (1-(1-benzoylcyclopropanecarbonyl)cyclopropyl)-2,2-dimethylpropan-1-one 
• 1318801-08-9 (1-(1-benzoylcyclopropanecarbonyl)cyclopropyl)(p-tolyl)methanone 
• 1318801-09-0 (1-(1-benzoylcyclopropanecarbonyl)cyclopropyl)(4-methoxyphenyl)methanone 
• 1318801-10-3 (1-(1-benzoylcyclopropanecarbonyl)cyclopropyl)(4-tert-butylphenyl)methanone 
• 1401693-72-8 6-methyl-4-phenyl-2,3-dihydrofuro[3,2-c]pyridine 
• 1067879-88-2 (E)-1-(1-benzoylcyclopropyl)-3-(dimethylamino)prop-2-en-1-one 
• 1401693-61-5 (E)-1-(1-benzoylcyclopropyl)-3-(dimethylamino)but-2-en-1-one 
• 28638-80-4 2-Methyl-3-benzoyl-4,5-dihydrofuran 
• 28638-81-5 2-Phenyl-3-acetyl-4,5-dihydrofuran 

Relevant academic research and scientific papers

Organocatalytic Cloke-Wilson Rearrangement: DABCO-Catalyzed Ring Expansion of Cyclopropyl Ketones to 2,3-Dihydrofurans

An organocatalytic Cloke-Wilson rearrangement of cyclopropyl ketones to 2,3-dihydrofurans is exploited utilizing the homoconjugate addition process. With 1,4-diazabicyclo[2.2.2]octane as the catalyst, the rearrangement in DMSO at 120 °C proceeded in gener

Synthesis and characterization of bis-cyclopropanated 1,3,5-tricarbonyl compounds. A combined synthetic, spectroscopic and theoretical study

Bis-cyclopropanated 1,3,5-tricarbonyl compounds were prepared by a sequence of Claisen condensations and cyclopropanations. The optimization of the conditions proved to be very important to suppress retro-Claisen reactions. The conformation of these molec

Synthesis and structural characterization of (CH2)n-bridged indenyl-pyrazoles and their cyclopentadienyl nickel(II) complexes

A new class of (CH2)n-bridged indenyl-pyrazoles [4-{Ind-(CH2)n}-RR′PzH] (Ind = 1H-inden-3-yl, n = 1-3, RR′Pz = 3,5-disubstituted pyrazolato) were synthesized. Reactions of the indenyl-functionalized pyrazoles wi

Preparation and Cleavage of Some Cyclopropane Derivatives

Alkylation of active methylene compounds with 1,2-dibromoethane using anhyd.K2CO3/DMF at room temperature gives cyclopropane derivatives which undergo selective transformation by simple methods.Cyclopropanes, obtained by the condensation of α-diazoacetophenones with olefins, are cleaved to trisubstituted olefins with Grignard reagent.Hydration of the products has also been studied.

OPENING OF THE THREE-MEMBERED RING IN 1,1-DISUBSTITUTED CYCLOPROPANES AS A METHOD FOR THE SYNTHESIS OF FUNCTIONAL DERIVATIVES OF PYRAZOLE AND ISOXAZOLE

The reaction of 1,1-diacylcyclopropanes with hydrazine and hydroxylamine derivatives, which leads to nucleophilic opening of the three-membered ring and the formation of pyrazole and isoxazole derivatives, was studied.The dependence of the occurrence of t

CYCLOALKYLATION BY THE α,ω-DIBROMIDES OF COMPOUNDS CONTAINING AN ACTIVATED METHYLENE GROUP AS A METHOD FOR THE SYNTHESIS OF 1,1-DISUBSTITUTED CYCLOALKENES

A convenient preparative method was developed for the cycloalkylation of active methylene compounds, including β-diketones, by the dibromides BrCH2(CH2)nCH2Br (n = 0,1,2) in the presence of an excess of potassium carbonate in DMSO.The reaction gives high yields for the dibromides with n = 0 and 2, whereas the formation of cyclobutanes (n=1) is complicated by O,C-alkylation.The 1-substituted 1-acylcyclopropanes undergo thermal isomerization to the corresponding dihydrofuranes.