36081-80-8

Usage

Derivative of

1,3-Propanedione (acetylacetone)

Contains

Bromine-substituted phenyl group

Usage

Organic synthesis

Application

Building block for preparation of other chemical compounds

Industries

Pharmaceutical, agrochemical, and specialty chemicals

Potential applications

Materials science and catalysis

Versatility

Wide-ranging uses in the chemical industry

Upstream product

• 93-89-0 benzoic acid ethyl ester 
• 2142-69-0 2-bromophenyl methyl ketone 
• 134419-77-5 1-(2-bromophenyl)-3-phenylprop-2-yn-1-one 
• 932-90-1 Benzaldoxime 
• 93-58-3 benzoic acid methyl ester 
• 98-86-2 acetophenone 
• 610-94-6 2-bromobenzoic acid methyl ester 

Downstream Products

• 36081-81-9 1-(2-bromophenyl)-3-phenylpropan-1,2,3-trione 
• 525-82-6 FLAVONE 
• 36081-67-1 1-(2-bromophenyl)-2-phenyl-1,2-ethanedione 
• 1387637-91-3 5-(2-bromophenyl)-3-phenyl-1H-pyrazole 
• 1417340-85-2 2,5-diphenylpyrazolo[1,5-c]quinazoline 
• 4809-08-9 3-phenyl-isocoumarin 

Relevant academic research and scientific papers

Metal-Free, DBU-Mediated, Microwave-Assisted Synthesis of Benzo[c]xanthones by Tandem Reactions of Alkynyl-1,3-diketones

A base-mediated, green, microwave-assisted efficient preparation of a diverse benzoxanthone library from variety of readily accessible γ-alkynyl 1,3-diketones is reported. The synthesis is based on tandem reactions involving intramolecular cyclization, propargyl-allenyl isomerization, and electrocyclization in one pot. Some of the benzoxanthones are also synthesized by the one-pot reaction of 1,3-diketone and alkynyl bromide under basic heating conditions. This transformation also results in the construction of one new C?C bond and one new C?O bond. (Figure presented.).

Synthesis of Highly Substituted Biaryls by the Construction of a Benzene Ring via in Situ Formed Acetals

Herein, we present an interesting method for the construction of a benzene ring using propargylic alcohols and 1,3-dicarbonyls, which involves three new C-C bond formations via cascade alkylation, formylation, annulation, and aromatization to make substituted biaryls. This one-pot Br?nsted acid-promoted protocol utilizes the unique reactivity of the acetal formed under the reaction conditions. Alkynyl methyl ketones could be employed instead of 1,3-dicarbonyls as they are converted to 1,3-dicarbonyls by hydration under the reaction conditions.

Non-metal catalytic method for preparing 1,3-diketone compounds based on acetyenic ketone

The invention discloses a non-metal catalytic method for preparing 1,3-diketone compounds based on acetyenic ketone. The preparation method is a stepwise method or a one-pot method. The stepwise method comprises the following steps: mixing an acetyenic ketone compound I, a nitrogen-containing aromatic compound II and a No.1 base for a reaction, performing separation and purification to obtain an intermediate product, mixing the intermediate product and a No.2 base for a reaction, and performing separation and purification to obtain the product; and the one-pot method comprises the following steps: firstly mixing an acetyenic ketone compound I and a nitrogen-containing aromatic compound II, adding a No.1 base, performing a reaction for a period of time, adding a No.2 base, continuing a reaction for a period of time, and finally performing separation and purification to obtain the product. The method provided by the invention has mild reaction conditions, simple operation and a higher yield, wherein the yield is generally 80% or more, and the method has greater practical application value in drug synthesis.

An effective preparation of both 1,3-diketones and nitriles from alkynones with oximes as hydroxide sources

An effective phosphine-catalyzed protocol has been established for the syntheses of 1,3-diketones and nitriles from alkynones with oximes as hydroxide surrogates. This method features the use of a phosphine catalyst, compatibility with various functional groups and ambient temperature, which makes this approach very practical. A plausible mechanism was proposed.

Polycyclic compound including nitrogen and organic light emitting device using same

The present invention relates to a polycyclic compound including nitrogen and an organic light emitting device using the same.

PYRAZOLE-BASED COMPOUND AND ORGANIC LIGHT EMITTING DEVICE USING THE SAME

The present invention relates to a pyrazole-based compound and an organic light-emitting device using the same. The compound is represented by chemical formula 1. The compound described in the present invention can be used as an organic matter layer mater

Transition-metal-free formal decarboxylative coupling of ?±-oxocarboxylates with ?±-bromoketones under neutral conditions: A simple access to 1,3-diketones

A transition-metal-free formal decarboxylative coupling reaction between ?±-oxocarboxylates and ?±-bromoketones to synthesize 1,3-diketone derivatives is presented. In this reaction, a broad scope of substrates can be employed, and neither a metal-based reagent nor an additional base is required. DFT calculations reveal that this reaction proceeds through a coupling followed by decarboxylation mechanism and the ?±-bromoketone unprecedentedly serves as a nucleophile under neutral conditions. The rate-determining step is an unusual hydrogen-bond-assisted enolate formation by thermolysis.

Asymmetric transfer hydrogenation of unsymmetrical benzils

In this paper, the asymmetric transfer hydrogenation of unsymmetrical benzils with m, p-substituents was conducted with a substrate/catalyst molar ratio of 100 at 40°C for 24 h to produce (S,S)-hydrobenzoins in good yields (76.2% to 97.1%) with high diastereomeric (syn/anti = 10.8 to 29.7/1) and enantiomeric purities (86.1%ee syn to 98.9%ee syn). Unfortunately, the unsymmetrical benzils with the o-substituents such as electron-donating (R = CH3, OCH3) and electron-withdrawing groups (R = F, Cl, CF3) resulted in poor yields (0% to 31.2%), even at 40°C for 72 h. These products had inefficient diastereoselectivities (syn/anti = 1.5 to 5.0/1) caused by steric effects. Furthermore, the results of a dynamic-kinetic study were used to propose a plausible reaction pathway of unsymmetrical benzil using 3-methoxy-1,2-diphenyl ethanedione as an example.

Transition-metal-free intramolecular Ullmann-type O-arylation: Synthesis of chromone derivatives

(Chemical Equation Presented) Expect the upexpected: A transition-metal- free approach to access chromone derivatives has been developed. The intramolecular O-arylation of substituted 1-(2-haloaryl)-propane-1,3-diones in DMF in the presence of K2CO3 gave the corresponding target products in good to excellent yields (see scheme; DMF = N,N′- dimethylformamide).

The EPR D-parameter of 1,3-diarylcyclopentane-1,3-diyl triplet diradicals as a probe for steric substituent effects in benzyl-type radicals

The zero-field splitting D parameter of a set of ortho-substituted-1,3-diarylcyclopentane-1,3-diyl triplet diradicals 3 has been determined by EPR spectroscopy in a 2-methyltetrahydrofuran glass matrix at 77 K. While for meta- and para-substituted triplet