58529-72-9

Usage

InChI:InChI=1/C9H14O2/c1-7(2)11-9-5-3-4-8(10)6-9/h6-7H,3-5H2,1-2H3

Upstream product

• 504-02-9 1,3-cylohexanedione 
• 67-63-0 isopropyl alcohol 
• 53293-00-8 hex-5-ynoic acid 
• 5323-87-5 3-Ethoxycyclohex-2-en-1-one 
• 16807-60-6 3-methoxycyclohex-2-en-1-one 
• 104808-17-5 3-propanoxycyclohex-2-en-1-one 
• 16493-04-2 3-butanoxycyclohex-2-en-1-one 
• 877823-41-1 3-(hexyloxy)cyclohex-2-en-1-one 

Downstream Products

• 101087-88-1 3-isopropoxy-cyclohex-2-enone-(2,4-dinitro-phenylhydrazone) 
• 86544-71-0 Trifluoro-methanesulfonic acid 5-isopropoxy-cyclohexa-1,5-dienyl ester 
• 79300-00-8 6-(Bis-methylsulfanyl-methylene)-3-isopropoxy-cyclohex-2-enone 
• 168778-68-5 6-(2,3-dimethoxy-4-isopropyl)benzyl-3-isopropoxy-2-cyclohexen-1-one 
• 40996-91-6 3-vinyl-cyclohex-2-enone 
• 61765-62-6 3-(prop-1-en-2-yl)cyclohex-2-enone 
• 504-02-9 1,3-cylohexanedione 
• 71556-78-0 1-methyl-3-(3-oxocyclohexen-1-yl)-2-pyrrolidone 
• 10345-87-6 3-phenylcyclohex-2-enone 
• 77545-60-9 5-(2-Cyclohexen-1-on-3-yl)-benzo<1,2-d><1,3>dioxol 
• 58713-52-3 2'-methoxy-5,6-dihydro-[1,1'-biphenyl]-3(4H)-one 
• 61054-60-2 3’,5’-dimethoxy-5,6-dihydro-[1,1’-biphenyl]-3(4H)-one 
• 501942-55-8 7-phenyl-1,4-dioxaspiro[4.5]decan-8-one 
• 1374219-30-3 7-(2-methoxyphenyl)-1,4-dioxaspiro[4.5]decan-8-one 

Relevant academic research and scientific papers

Rapid and Multigram Synthesis of Vinylogous Esters under Continuous Flow: An Access to Transetherification and Reverse Reaction of Vinylogous Esters

An environmentally benign approach for the synthesis of vinylogous esters from 1,3-diketone and its reverse reaction under continuous-flow has been developed with alcohols in the presence of inexpensive Amberlyst-15 as a catalyst. This methodology is highly selective and general for a range of cyclic 1,3-dicarbonyl compounds which gives a library of linear alkylated and arylated vinylogous esters in good to excellent yield under solvent and metal free condition. Furthermore, the long-time experiment in a continuous-flow up to 40 h afforded 8.0 g of the vinylogous ester with turnover number (TON) = 28.6 and turnover frequency (TOF) = 0.715 h-1 using Amberlyst-15 as a catalyst. Furthermore, a continuous-flow sequential transetherification of vinylogous esters with various alcohols has been achieved in high yield. Reversibly, this vinylogous ester was deprotected or hydrolyzed into ketone using environmentally benign water as a solvent and Amberlyst-15 as a catalyst under continuous-flow process.

Reversible chemoselective transetherification of vinylogous esters using Fe-catalyst under additive free conditions

An additive/Br?nsted acid/base free, highly efficient and chemoselective transetherification of electron deficient vinylogous esters and water mediated de-alkylation using an earth-abundant Fe-catalyst under very mild reaction conditions is described. This reaction is highly selective to primary alcohols over secondary alcohols, has good functional group tolerance, is scalable to gram scale and a purification free sequential transetherification in a continuous flow mode is demonstrated.

Cyclization of 5-hexynoic acid to 3-alkoxy-2-cyclohexenones

The one-pot cyclization of 5-hexynoic acid to produce 3-alkoxy-2- cyclohexenones proceeds in good yields (58-90%). 3-Hexynoic acid was converted to its acyl chloride with the aid of oxalyl chloride and was cyclized to 3-chloro-2-cyclohexenone upon addition of indium(III) chloride. Subsequent addition of alcohol nucleophiles led to the desired 3-alkoxy-2-cyclohexenones.

Recombination of diterpenoid structure units: Synthesis of antitumor amides bearing functionalized bicyclo[3.2.1]octane ring

In this work, 23 new amides (14-36) bearing a representative diterpenoid structure unit, the functionalized bicyclo[3.2.1]octane ring, have been synthesized and its antitumor potential is studied. In vitro studies demonstrate that a number of amides with the bicyclo[3.2.1]oct-3-en-2-one subunit are active against HL-60, SMMC-7721, A-549, SK-BR-3, and PANC-1 tumor cell lines. The hybrid derivative, compound 20, was found to be the most potent compound (IC50 = 1.05 μM against HL-60) and more active than cisplatin (DDP), the positive control. Additionally, compound 20 exhibited broad spectrum in vitro anticancer activity with IC50 values of 1.1-4.3 μM against the five tested cancer cell lines.

Iron(III) tosylate in the preparation of dimethyl and diethyl acetals from ketones and β-keto enol ethers from cyclic β-diketones

An efficient method for conversion of ketones to their corresponding dimethyl and diethyl acetals and of cyclic β-diketones into β-keto enol ethers using Fe(OTs)3 as a catalyst is described. Copyright Taylor & Francis Group, LLC.

Ytterbium triflate catalyzed synthesis of β-keto enol ethers

β-Keto enol ethers have been synthesized in very good yield in solvent-free conditions from differently substituted alcohols and β-diketones in the presence of Yb(OTf)3 as catalyst. The method is applicable to both cyclic and acyclic β-diketones with only slight differences in the experimental procedure.

An efficient conversion of β-diketones into β-keto enol ethers with P2O5/SiO2 under solvent-free conditions

P2O5/SiO2 was found to be an efficient reagent for converting cyclic-β-diketones into their corresponding β-keto enol ethers at room temperature under solvent-free conditions.

Cerium(IV) ammonium nitrate-catalyzed synthesis of β-keto enol ethers from cyclic β-diketones and their deprotection

A mild and efficient method for etherification of cyclic β-diketones with alcohols has been developed using a catalytic amount of cerium(IV) ammonium nitrate at room temperature to afford the corresponding β-keto enol ethers in good to excellent yields. The deprotections of enol ethers in water-acetonitrile (1:1) using a catalytic amount (10 mol %) of cerium(IV) ammonium nitrate have also been achieved. Copyright

Microwave assisted rapid synthesis of 3-alkoxy-2-cyclohexen-1-ones from 1,3-cyclohexanedione

Synthesis of 3-alkoxy-2-cyclohexen-1-ones from 1,3-cyclohexanedione with various alcohols has been achieved under microwave irradiation conditions within 7 min.

Solvent free rapid synthesis of 3-alkoxycyclohex-2-en-1-one from 1,3-cyclohexanedione promoted by indium(in) chloride/silica gel

A convenient and environmentally friendly method for the synthesis of 3-alkoxycyclohex-2-en-1-one 1 from cyclohexane-1,3-dioneonthe surface of silica gel impregnated with indium(III) chloride under microwave irradiation without any solvent has been reported CSIRO 2005.