727401-29-8

Upstream product

• 498-66-8 norborn-2-ene 
• 120-46-7 1,3-diphenylpropanedione 
• 497-36-9 Norborneol 
• 497-37-0 exo-2-norbornanol 
• 497-36-9 (1S,4R)-bicyclo[2.2.1]heptan-2-ol 
• 727401-27-6 2-(1-(4-chlorophenyl)ethyl)-1,3-diphenylpropane-1,3-dione 

Relevant academic research and scientific papers

Cationic iron-catalyzed addition of carboxylic acids to olefins

Cationic iron salts were found to be good catalysts for intraand intermolecular addition of carboxylic acids to olefins, which afforded the corresponding esters in good yields. Copyright

Triflic acid adsorbed on silica gel as an efficient and recyclable catalyst for the addition of β-dicarbonyl compounds to alcohols and alkenes

The silica gel supported triflic acid was readily prepared via simple absorption of TfOH onto chromatographic silica gel. This solid acid was applied as an efficient catalyst for the heterogeneous addition of various β-dicarbonyl compounds to a series of alcohols and alkenes, which afforded moderate to excellent yields under solvent-free conditions or in nitromethane. Moreover, this silica gel supported catalyst surprisingly exhibited higher reaction yields in comparison with the homogeneous catalyst and can be readily recovered and reused up to 6 times with almost maintained reactivity and yields.

Perchloric acid catalyzed homogeneous and heterogeneous addition of β-dicarbonyl compounds to alcohols and alkenes and investigation of the mechanism

(Figure presented) The direct addition of various β-dicarbonyl compounds to a series of secondary alcohols and alkenes has been achieved using 1 mol % perchloric acid (HClO4) as the catalyst. The HClO 4-catalyzed reactions could be conveniently conducted in commercial solvent and gave moderate to excellent yields. Moreover, the silica gel-supported HClO4 could also catalyze the heterogeneous addition for a series of substrates with similar or even higher yields in comparison with the homogeneous ones. The supported catalyst could be readily recovered and reused for four runs. Furthermore, the mechanism of the HClO4- catalyzed addition of the β-diketone to alcohol was investigated, and an SN1 mechanism was proved unambiguously for the first time through a series of experiments. The discrimination of catalytic abilities among different Bronsted acids was also rationalized by DFT calculations.

Efficient copper(II)-catalyzed addition of activated methylene compounds to alkenes

(Chemical Equation Presented) Efficient regioselective addition of β-diketones to styrenes, norbornene, cyclic enol ether, and diene has been realized by means of copper(II) triflate as the catalyst. The solvent effect is prominent on the reactions, and the desired addition products were obtained in good to excellent yields only in dioxane or ionic liquid [bmim]PF6. The mechanism suggests that copper(II) triflate activates the enolic O-H bond of a β-diketone substrate to initiate the addition reaction.

Solvent-free hydroalkylation of olefins with 1,3-diketones catalyzed by phosphotungstic acid

An efficient and convenient method for the direct hydroalkylation of styrene and norborene with 1,3-diketones has been developed by using 12-phosphotungstic acid as an eco-friendly, and air- and moisture-tolerable catalyst. Reactions proceeded without any solvent, providing a clean access to alkylated 1,3-diketones.

The lewis acidic ruthenium-complex-catalyzed addition of β-diketones to alcohols and styrenes is in fact brensted acid catalyzed

The Perchlorate salt of the dicationic bipy-ruthenium complex cis-[Ru(6,6′-Cl2bipy)2(H2O)2] 2+ effectively catalyzes addition of β-diketones to secondary alcohols and styrenes to yield the α-alkylated β-diketones. In a catalytic addition reaction of acetylacetone to 1-phenylethanol, the κ2-acetylacetonate complex [Ru(6,6′-Cl 2bipy)2(κ2-acac)]ClO4 was isolated after the catalysis; this complex is readily synthesized by reacting cis-[Ru(6,6′-Cl2bipy)2-(H2O) 2] (ClO4)2 with acetylacetone. [Ru(6,6′-Cl2bipy)2(κ-acac)]ClO4 is unreactive toward 1-phenylethanol in the presence of HClO4; it also fails to catalyze the addition of acetylacetone to 1-phenylethanol. On the basis of these observations, it is proposed and confirmed by independent experiments that the catalytic addition of β-diketones to the secondary alcohols is in fact catalyzed by the Bronsted acid HClO4, which is generated by the reaction of cis-[Ru(6,6′-Cl2bipy)2(H 2O)2]-(ClO4)2 with the β-diketone.

Indium(III)-catalyzed addition of 1,3-dicarbonyl compounds to alkenes

A new InCl3-catalyzed addition reaction of 1,3-dicarbonyl compounds to various alkenes proceeded in good yields and can be carried out in air, which provided an easy and practical procedure for carbon-carbon bond formation. Georg Thieme Verlag Stuttgart.

An efficient metal-catalyzed hydroalkylation

An efficient metal-catalyzed hydroalkylation of various styrenes, norbornene, and cyclohexadiene with 1,3-dicarbonyl compounds has been developed. This new bismuth-catalyzed C-H functionalization provides the corresponding alkylated pentanediones in good to excellent isolated yields after short reaction times. Georg Thieme Verlag Stuttgart.

Bronsted acid mediated heterogeneous addition reaction of 1,3-dicarbonyl compounds to alkenes and alcohols

(Chemical Equation Presented) The unique acidity of a proton-exchanged montmorillonite catalyst (H-mont) was exploited in the nucleophilic addition of 1,3-dicarbonyl compounds to simple alkenes (see scheme). The benzylation and allylation of 1,3-dicarbony