67205-87-2

Usage

InChI:InChI=1/C17H16O4/c1-3-21-17(19)14-6-4-12(5-7-14)16(18)13-8-10-15(20-2)11-9-13/h4-11H,3H2,1-2H3

Upstream product

• 27111-45-1 ethyl 4-(chlorocarbonyl)benzoate 
• 27645-60-9 4-(4-methoxybenzoyl)benzonitrile 
• 51934-41-9 4-iodobenzoic acid ethyl ester 
• 100-07-2 4-methoxy-benzoyl chloride 
• 123-11-5 4-methoxy-benzaldehyde 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 713-57-5 terephthalic acid monoethyl ester 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 727409-13-4 4-ethoxycarbonylbenzoyl cyanide 
• 64-17-5 ethanol 
• 54118-75-1 4-bromo-4'-methoxybenzophenone 

Downstream Products

• 67205-88-3 ethyl 4-(4-methoxybenzyl) benzoate 
• 67205-89-4 4-(4-methoxybenzyl)benzoic acid 
• 67205-84-9 4-[4-(4-methoxybenzyl)benzyl]heptane-3,5-dione 
• 67205-85-0 4-[4-(4-hydroxybenzyl)benzyl]heptane-3,5-dione 
• 679390-88-6 4-[1-(4-methoxy-phenyl)-vinyl]-benzoic acid ethyl ester 

Relevant academic research and scientific papers

Magnesium salt promoted tandem nucleophilic addition-Oppenauer oxidation of aldehydes with organozinc reagents

A magnesium salt promoted synthesis of ketones via tandem nucleophilic addition-Oppenauer oxidation of aldehydes using organozinc chemistry was demonstrated. Magnesium salts concomitantly generated via magnesium metal mediated organohalide zincation exhibit high efficacy for nucleophilic addition of organozinc reagents to aromatic aldehydes and thereafter Oppenauer oxidation whereby ketones are formed in high to excellent yields.

Synthesis of ketones via organolithium addition to acid chlorides using continuous flow chemistry

An efficient method for the synthesis of ketones using organolithium and acid chlorides under continuous flow conditions has been developed. In contrast to standard batch chemistry, over-addition of the organolithium to the ketone for the formation of the undesired tertiary alcohol has been minimised representing a direct approach toward ketones.

Unmasked acyl anion equivalent from acid chloride with indium: Reversed-polarity synthesis of unsymmetric aryl aryl and alkenyl aryl ketone through palladium-catalyzed cross-coupling reaction

A reversed-polarity synthetic method of a range of unsymmetric aryl aryl and alkenyl aryl ketones has been developed through Pd-catalyzed cross-coupling reaction of acylindium reagents generated in situ from easily available acid chlorides and indium with various electrophiles such as aryl iodide and triflate and alkenyl triflate.

An efficient synthesis of diaryl ketones by iron-catalyzed arylation of aroyl cyanides

An alternative to acyl chlorides: Iron(III)-catalyzed arylation of aroyl and heteroaroyl cyanides with aryl magnesium reagents (see example in scheme) provides an easy and mild approach to polyfunctionalized diaryl ketones in yields up to 98%.

The crocacins: Novel natural products as leads for agricultural fungicides

A short route to the synthesis of analogues of the antifungal but unstable natural product crocacin D was developed. A wide range of compounds were made in which the complex side chain was replaced by simple aromatic units, and many of them showed high activity in a mitochondrial beef heart respiration assay. Some of these compounds were active against plant pathogenic fungi of agricultural importance in glasshouse tests. In order to find compounds with greater stability than the natural crocacins, the photolabile (Z)-enamide was replaced with many different moieties, but none gave rise to useful fungicidal activity.

Aromatic diketones

Beta-diketones substituted by an aryl-aliphatic group in which the aliphatic chain is interrupted by a cyclic group, and useful as anti-viral agents, are prepared by interacting the appropriate aryl-aliphatic halide with an alkali metal salt of a beta-dik