4571-27-1

Upstream product

• 62961-62-0 (Z)-3-hydroxy-1,3-diphenyl-2-propen-1-one 
• 7647-01-0 hydrogenchloride 
• 861587-13-5 3,3-diethoxy-2-bromo-1,3-diphenyl-propan-1-one 
• 2085-31-6 2-diazo-1,3-diphenylpropane-1,3-dione 
• 1393481-70-3 C₁₇H₁₄INO₅ 
• 838-57-3 ethyl 4-nitrobenzoylacetate 
• 72923-08-1 3-imino-1,3-diphenyl-N-(4-methylphenyl)-prop-1-enylamine 
• 71115-31-6 3-imino-1,3,N-triphenylprop-1-enylamine 
• 88039-17-2 2-chloro-3-imino-1,3-diphenyl-N-(p-tolyl)prop-1-enamine 
• 455-32-3 benzoyl fluoride 
• 65041-57-8 7,7-dichloro-1,6-diphenyl-2,5-dioxa-bicyclo[4.1.0]heptane 
• 120-46-7 1,3-diphenylpropanedione 

Downstream Products

• 93-58-3 benzoic acid methyl ester 
• 532-27-4 1-chloroacetophenone 
• 120-46-7 1,3-diphenylpropanedione 
• 944419-13-0 d₂-2-chloro-1-(phenyl)ethanone 
• 5221-40-9 N-(3-pyridinyl)benzamide 
• 611-73-4 Benzoylformic acid 
• 79344-03-9 3,5-diphenyl-4,4-dichloro-5-methoxy-Δ²-isoxazoline 
• 100-47-0 benzonitrile 
• 79344-05-1 3,5-diphenyl-4,4-dichloro-5-hydroxy-Δ²-isoxazoline 
• 19359-39-8 benzoyldichloroacetanilide 
• 525-82-6 FLAVONE 
• 108-95-2 phenol 
• 79344-04-0 2,2-dichloro-1,3-diphenylpropane-1,3-dione 

Relevant academic research and scientific papers

Investigations on the Photochemical Reaction Mechanisms of Selected Dibenzoylmethane Compounds

In this work, combined time-resolved spectroscopies of femtosecond transient absorption, nanosecond transient absorption, and DFT calculations were performed to unravel the photocyclization reaction mechanisms of selected dibenzoylmethane (DBM) derivatives, including 2-chloro-1,3-diphenylpropan-1,3-dione (1a), 2-chloro-1-(3,5-dimethoxyphenyl)-3-phenylpropan-1,3-dione (1b), 2-chloro-2-fluoro-1,3-diphenylpropan-1,3-dione (1c), and 2-chloro-2-fluoro-1,3-di(4-methoxyphenyl)propan-1,3-dione (1d). Photocyclization reaction mechanisms for 1a and 1b are similar, where a C-Cl heterolysis occurs yielding an α-ketocation intermediate, followed by cyclization to generate the cation species. On the other hand, 1c and 1d undergo dechlorination primarily producing a radical species, which further experiences cyclization yielding cyclized radical species. The dominant factor leading to the different reaction mechanisms is the involvement of a fluorine atom bonded at α-C. Due to the meta-effect, the p-methoxy substitution on the benzene ring inhibits the photocyclization reaction and reduces the yield of photocyclization.

Electrochemical chlorination and bromination of electron-deficient C[sbnd]H bonds in quinones, coumarins, quinoxalines and 1,3-diketones

The electrochemistry-promoted chlorination and bromination of electron-deficient C[sbnd]H bonds was developed, using quinones, coumarins, quinoxalines and 1,3-diketones. This protocol features readily available and safe halogen sources (hydrochloric acid and KBr), high site-selectivity and mild reaction conditions. It could provide an efficient access to a series of chlorinated and brominated quinones, coumarins, quinoxalines and 1,3-diketones.

Chlorination method of 1,3-dicarbonyl compound

The present invention relates to a chlorination method of 1,3-dicarbonyl compounds with structural formulas as shown below: The method steps: at -65 ° C -0 ° C the dichloromethane solution of oxalyl chloride is added dropwise to the dichloromethane soluti

Copper Triflate Mediated α-Monohalogenation of α-Diazo β-Ketosulfones with Ammonium Halides

Copper triflate mediated α-monohalogenation of α-diazo β-ketosulfones with ammonium halides provides the corresponding α-halo β-ketosulfones. Different metal triflates are investigated for this facile and efficient transformation. A plausible mechanism is proposed.

Preparation, structure, and oxidative reactivity of (dichloroiodo)pyridines: Recyclable hypervalent iodine reagents

New pyridine-based hypervalent iodine reagents, (dichloroiodo)pyridines, were prepared by chlorination of 2-, 3-, or 4-iodopyridines with NaOCl-HCl at room temperature. Structures of 2-(dichloroiodo)pyridine and 2-(dichloroiodo)-3-propoxypyridine were established by X-ray crystallography. The new (dichloroiodo)pyridines can be used as efficient reagents for oxidation of alcohols to carbonyl compounds and also as chlorinating reagents. The reduced form of the reagents such as 2-iodo-3-propoxypyridine, can be recovered from the reaction mixture in good yields by an acid-base liquid-liquid biphasic protocol.

Trimethylchlorosilane-Mediated Mild α-Chlorination of 1,3-Dicarbonyl Compounds Promoted by Phenyliodonium Diacetate

Trimethylchlorosilane was used as chlorine source for the α-chlorination of 1,3-dicarbonyl compounds with phenyliodonium diacetate as oxidant at room temperature. The reaction allows the selective synthesis of α-monochlorinated products from different kinds of 1,3-dicarbonyl compounds in good yield. The potential possibility of this conversion for bromination has also been investigated.

2,4,6-Tris[(4-dichloroiodo)phenoxy)]-1,3,5-triazine as a new recyclable hypervalent iodine(III) reagent for chlorination and oxidation reactions

The synthesis of 2,4,6-tris[(4-dichloroiodo)phenoxy)]-1,3,5-triazine, as a new recyclable nonpolymeric analogue of (dichloroiodo)benzene, is achieved in two steps using 2,4,6-trichloro-1,3,5-triazine and 4-iodophenol. The application of 2,4,6-tris[(4-dichloroiodo)phenoxy)]-1,3,5-triazine for the chlorination reaction of various activated arenes, olefin, and 1,3-diketone is demonstrated. The reagent 2,4,6-tris[(4-dichloroiodo)phenoxy)]-1,3,5-triazine can be applied also for the oxidative synthesis of 1,3,4-oxadiazoles and 1,2,4-thiadiazoles under mild conditions in excellent yields. The recyclability of the 2,4,6-tris[(4-dichloroiodo)phenoxy)]-1,3,5-triazine was possible owing to the facile recovery and reuse of the coproduced 2,4,6-tris(4-iodophenoxy)-1,3,5- triazine from the reaction mixture due to its practical insolubility in methanol. Georg Thieme Verlag Stuttgart, New York.

Reaction of iodonium ylides of 1,3-dicarbonyl compounds with HF reagents

Reaction of dibenzoylmethane with (diacetoxyiodo)benzene in the presence of KOH in MeCN quantitatively gave the corresponding iodonium ylide, which was treated with a HF reagent to afford the corresponding 2-fluorinated dibenzoylmethane in 14-50% yields.

Convenient chlorination with concentrated hydrochloric acid in the presence of iodosylbenzene

An efficient chlorination of -keto esters, 1,3-diketones, and alkenes was performed conveniently with concentrated HCl in the presence of PhIO, selectively giving -chloro - keto esters, 2-chloro-1,3-diketones, and 1,2-dichloroalkanes, respectively. It was suggested that the chlorination took place with (dichloroiodo)benzene generated in situ. A selective anti-addition was observed in the chlorination of indene. Georg Thieme Verlag Stuttgart New York.

Mild and efficient α-chlorination of carbonyl compounds using ammonium chloride and oxone (2KHSO5·KHSO4· K2SO4)

A simple protocol for the α-monochlorination of ketones and 1,3-dicarbonyl compounds utilizing NH4Cl as a source of chlorine and Oxone as an oxidant in methanol without catalyst is presented. The reaction proceeds at ambient temperature in yields ranging from moderate to excellent.