52868-15-2

Upstream product

• 939-52-6 4-chloro-1-phenylbutan-1-one 
• 71-43-2 benzene 

Downstream Products

• 1126519-20-7 (S)-4-chloro-1,2-diphenylbutan-1-one 
• 1126518-77-1 (R)-4-chloro-1,2-diphenylbutan-1-one 
• 1221065-68-4 (R,E)-2-(2-chloroethyl)-1-phenyl-4-(m-tolyl)but-3-en-1-one 
• 1221065-58-2 (S,E)-2-(2-chloroethyl)-1-phenyl-4-(m-tolyl)but-3-en-1-one 
• 52868-14-1 4-chloro-2-hydroxy-1-phenylbutan-1-one 
• 1234345-72-2 4-chloro-1-phenylbutane-1,2-dione 
• 63620-76-8 1-(benzoyl)cyclopropyl phenyl sulfide 

Relevant academic research and scientific papers

Radical Cleavage and Competing Photoreactions of Phenacyl Sulfides

The photochemistry of ketones with the stuctures PhCOCH2SR, PhCOCH2S(O)R, PhCOCH2SO2R, and p-X-PhCOCH2SPh has been studied.They all give primarily acetophenone as product when irradiated in the presence of benzenethiol, which traps free phenacyl radicals formed by excited state β-cleavage.The sulfur-centered radicals give coupling products.The maximum quantum yield for β-cleavage is 0.40; apparently 60percent of the initially formed radical pairs undergo in-cage reaction.When R = methyl or butyl, some acetophenone is formed by γ-hydrogen abstraction as well.Alkyl subtituents on the α-carbon enhance the disproportionation reactions of the phenacyl radicals.Measurements of quantum yields and triplet life times (by Stern-Volmer quenching of acetophenone formation) allowed determination of rate constants for β-cleavage as follows: PhS, 1E10-1E11; MeS(O), 6 * 1E9; BuS, 1.5 * 1E8; BuSO2, 1 * 1E7 s-1.Ring substituents increase triplet lifetimes.Absorption and phosphorescence spectra indicate that the n,?* and ?,?* transitions both involve some population of the C-S ?* orbital.This mixing, together with free spin density on the excited carbonyl carbon, appears to determine the rate constant for cleavage.Radical cleavage is also very fast and efficient for p-((phenylthio)methyl)acetophenone.

Copper-catalyzed 1,2-addition of α-carbonyl iodides to alkynes

β,γ-Unsaturated ketones are an important class of organic molecules. Herein, copper catalysis has been developed for the synthesis of β-γ-unsaturated ketones through 1,2-addition of α-carbonyl iodides to alkynes. The reactions exhibit wide substrate scope and high functional group tolerance. The reaction products are versatile synthetic intermediates to complex small molecules. The method was applied for the formal synthesis of (±)-trichostatin A, a histone deacetylase inhibitor.

Synthesis of 1-phenylbut-3-ene-1,2-dione and its attempted radical polymerization

1,2-Diketone moiety-bearing monomer 1-phenylbut-3-ene-1,2-dione, an analogue of phenyl vinyl ketone, was synthesized from 4-chlorobutyryl chloride in a 29 % overall yield in five steps. Following acylation of benzene with 4-chlorobutyryl chloride, the resulting ?±-methylene group was oxidized to 1,2-diketone in three steps: successive bromination, substitution with lithium hydroxide, and oxidation of ?±-hydroxyketone with potassium dichromate. The final step was dehydrochlorination of 4-chloro-1-phenyl-butane-1,2-dione. The attempted copolymerization of this monomer with styrene, using AIBN as the initiator, was unsuccessful.

Synthesis of 1-phenylbut-3-ene-1,2-dione and its attempted radical polymerization

1,2-Diketone moiety-bearing monomer 1-phenylbut-3-ene-1,2-dione, an analogue of phenyl vinyl ketone, was synthesized from 4-chlorobutyryl chloride in a 29 % overall yield in five steps. Following acylation of benzene with 4-chlorobutyryl chloride, the resulting α-methylene group was oxidized to 1,2-diketone in three steps: successive bromination, substitution with lithium hydroxide, and oxidation of α-hydroxyketone with potassium dichromate. The final step was dehydrochlorination of 4-chloro-1-phenyl-butane-1,2-dione. The attempted copolymerization of this monomer with styrene, using AIBN as the initiator, was unsuccessful.

Catalytic asymmetric cross-couplings of racemic α-bromoketones with arylzinc reagents

(Chemical Equation Presented) Nickel box: The first catalytic asymmetric method for cross-coupling arylzinc reagents with α-bromoketones has been developed (see scheme). This stereoconvergent carbon-carbon bond-forming process occurs under unusually mild conditions and without activators, thereby allowing the generation of potentially labile tertiary stereocenters.

Arylpiperidine derivatives and use thereof

The present invention provides an arylpiperidine derivative of the formula (I) or a pharmaceutically acceptable salt thereof, which has antipsychotic effect: wherein D is a carbon atom or a nitrogen atom, E is a CH group or a nitrogen atom, G is an oxygen atom, a sulfur atom, a nitrogen atom or an NH group, Y1is a hydrogen atom or a halogen atom, n is an integer of 1 to 4, and R1is a group represented by any of the formulas (i) to (iv) defined in the specification.