97060-29-2

Upstream product

• 100060-29-5 2-diazo-1-(4-methoxy-phenyl)-butan-1-one 
• 107-93-7 (E)-but-2-enoic acid 
• 100-66-3 methoxybenzene 
• 122969-82-8 3-hydroxy-1-(4-methoxyphenyl)-butan-1-one 
• 90802-47-4 formamido-2-butenamide 
• 625-35-4 trans-chrotonyl chloride 
• 150-76-5 4-methoxy-phenol 
• 106-95-6 allyl bromide 
• 4160-51-4 1-(4-methoxyphenyl)-1-butanone 
• 426840-86-0 1-(1-ethoxybuta-1,3-dienyl)-4-methoxybenzene 
• 64-17-5 ethanol 
• 768-60-5 4-methoxyphenylacetylen 
• 24165-60-4 1-(4-methoxyphenyl)but-3-en-1-ol 
• 123-11-5 4-methoxy-benzaldehyde 

Downstream Products

• 4160-51-4 1-(4-methoxyphenyl)-1-butanone 
• 40207-86-1 3-Hydroxy-3-(4'-methoxyphenyl)-4-hexenoieacid 
• 122969-15-7 (3RS,1'RS)-3-(3'-(4-methoxyphenyl)-1'-methyl-3'-oxopropyl)-1-methyl-2-pyrrolidinone 
• 122968-96-1 (E,3RS,1'SR)-3-(1'-hydroxy-1'-(4-methoxyphenyl)-2'-butenyl)-1-methyl-2-pyrrolidinone 
• 122968-95-0 (E,3RS,1'RS)-3-(1'-hydroxy-1'-(4-methoxyphenyl)-2'-butenyl)-1-methyl-2-pyrrolidinone 
• 97060-68-9 3-<4-(p-anisyl)-4-oxo-2-butyl>-N-methylpyrrolidone 
• 97060-65-6 (2'RS,3'RS)- and (2'RS,3'SR)-1-(2',3'-dimethyl-5'-(4-methoxyphenyl)-1',5'-dioxopentyl)pyrrolidine 
• 97060-64-5 (E,2'RS,3'RS)- and (E,2'RS,3'SR)-1-(3'-hydroxy-3'-(4-methoxyphenyl)-2'-methyl-1'-oxo-4'-hexenyl)pyrrolidine 
• 115826-97-6 (R)-1-(4-methoxyphenyl)-3-(phenyldimethylsilyl)-1-butanone 
• 143237-03-0 5-(4-Methoxy-phenyl)-2,3-dimethyl-5-oxo-pentanoic acid tert-butyl ester 

Relevant academic research and scientific papers

A new and one-pot synthesis of α,β-unsaturated ketones by dehydrogenation of various ketones with n-tert-butyl phenylsulfinimidoyl chloride

α,β-Unsaturated ketones were synthesized by one-pot procedure from various ketones in good to excellent yields on treatment of their lithium enolates with N-tert-butyl phenylsulfinimidoyl chloride (1) under mild conditions.

Enantioselective N -Alkylation of Nitroindoles under Phase-Transfer Catalysis

An asymmetric phase-transfer-catalyzed N -alkylation of substituted indoles with various Michael acceptors was studied. Acidities of nitroindoles were determined in acetonitrile by UV-Vis spectrophotometric titration. There was essentially no correlation between acidity and reactivity in the aza-Michael reaction. The position of the nitro group on the indole ring was essential to control the stereoselectivity of the reaction. Michael adducts were obtained in high yields and moderate enantioselectivities in the reaction between 4-nitroindole and various Michael acceptors in the presence of cinchona alkaloid based phase-transfer catalysts. In addition to outlining the scope and limitations of the method, the geometries of the transition states of the reaction were calculated.

Organocatalytic Enantioselective Selenosulfonylation of a C-C Double Bond to Form Two Stereogenic Centers in an Aqueous Medium

Organocatalytic selenosulfonylation of the C-C double bond of α,β-unsaturated ketones to construct two contiguous stereogenic centers in an aqueous medium was described. A series of α-selenyl and β-sulfonyl ketones with various functional groups were synthesized in good yields and enantioselectivities with saturated NaCl solution as the solvent. In addition, this protocol had been successfully scaled up to a decagram scale via a simple workup procedure.

Synthesis of Enones and Enals via Dehydrogenation of Saturated Ketones and Aldehydes

A general, efficient and economic palladium-catalyzed dehydrogenation to form enones or enals has been developed. The approach possesses extremely broad substrate scope including various linear or cyclic saturated ketones and aldehydes. The protocol is ligand-free, and molecular oxygen is used as the sole clean oxidant in the reaction. Due to mild reaction conditions, good functional group compatibility, and versatile utilities of enones and enals, the method can be applied in the late-stage synthesis of natural products, pharmaceuticals and fine chemicals. (Figure presented.).

An iron-catalyzed hydroalkylation reaction of α,β-unsaturated ketones with ethers

A general strategy for the hydroalkylation of vinyl ketones using ethers catalyzed by an iron catalyst is described. This catalytic method permits direct transformation of easily accessible and abundant precursors into highly substituted, structurally diverse and functionally concentrated products.

Photoredox-Catalyzed Cyclopropanation of Michael Acceptors

A new protocol for the catalytic cyclopropanation of α,β-unsaturated carbonyl compounds with diiodomethane by means of photoredox catalysis has been successfully developed. The transformation is characterized by its mild conditions, functional-group compatibility, and excellent selectivity profile.

Carbonylative coupling of allylic acetates with aryl boronic acids

The first allylic carbonylation reaction of allylic acetates with aryl boronic acids under carbon monoxide has been developed. Using Pd-PCy3 as a catalyst, a wide spectrum of allylic acetates was carbonylated in the presence of various aryl boronic acids, affording α,β-unsaturated aryl ketones in good to excellent yields. Preliminary studies indicate that carbon monoxide always inserts at the least substituted terminal allylic carbon and the resulting β,γ-unsaturated aryl ketones generally isomerise to the ketones obtained.

Trans-cis isomerization of vinylketones through triplet 1,2-biradicals

The irradiation of trans-vinylketones 1a-c yields the corresponding cis isomers 2a-c. Laser flash photolysis of 1a and 1b with 308 and 355 nm lasers results in their triplet ketones (T1K of 1), which rearrange to form triplet 1,2-biradicals 3a and 3b, respectively, whereas irradiation with a 266 nm laser produces their cis-isomers through singlet reactivity. Time-resolved IR spectroscopy of 1a with 266 nm irradiation confirmed that 2a is formed within the laser pulse. In comparison, laser flash photolysis of 1c with a 308 nm laser showed only the formation of 2c through singlet reactivity. At cryogenic temperatures, the irradiation of 1 also resulted in 2. DFT calculations were used to aid in the characterization of the excited states and biradicals involved in the cis-trans isomerization and to support the mechanism for the cis-trans isomerization on the triplet surface.

Synthesis of Z-alkenes from Rh(I)-catalyzed olefin isomerization of β,γ-unsaturated ketones

Developing olefin isomerization reactions to reach kinetically controlled Z-alkenes is challenging because formation of trans-alkenes is thermodynamically favored under the traditional catalytic conditions using acids, bases, or transition metals as the catalysts. A new synthesis of Z-alkenes from Rh(I)-catalyzed olefin isomerization of β,γ-unsaturated ketones to α,β-unsaturated ketones was developed, providing an easy and efficient way to access various Z-enones.

Synthesis and properties of BF2-3,3′- dimethyldiarylazadipyrromethene near-infrared fluorophores

The first synthesis of both organic and aqueous soluble BF2 chelated 3,3′-dimethyl-5,5′-diarylazadipyrromethenes has been achieved. The fluorophores are emissive in organic and aqueous solvents with high quantum yields in the key biological near-infrared (NIR) spectral region of 675-700 nm. Following efficient cellular uptake from aqueous media the fluorophore can be readily visualized with confocal microscopy.