5465-37-2

Usage

Uses

Used in Dye Industry:
(2E)-1,4-bis(4-chlorophenyl)but-2-ene-1,4-dione is used as a dye intermediate for its ability to contribute to the color and stability of various dyes, enhancing their performance in different applications.
Used in Pharmaceutical Production:
In the pharmaceutical industry, (2E)-1,4-bis(4-chlorophenyl)but-2-ene-1,4-dione serves as a key component in the synthesis of certain drugs, leveraging its chemical properties to facilitate the development of new medicinal compounds.
Used in Organic Synthesis as a Reagent:
(2E)-1,4-bis(4-chlorophenyl)but-2-ene-1,4-dione is utilized as a reagent in organic synthesis due to its strong oxidizing properties, which are beneficial in various chemical reactions and processes.
Used in Anti-Tumor Research:
(2E)-1,4-bis(4-chlorophenyl)but-2-ene-1,4-dione is studied for its potential as an anti-tumor agent, as it has demonstrated the ability to induce cell death in cancer cells, making it a promising candidate for further research and development in oncology.

Upstream product

• 859811-17-9 1,4-bis-(4-chloro-phenyl)-2-methoxy-butane-1,4-dione 
• 627-63-4 fumaryl dichloride 
• 108-90-7 chlorobenzene 
• 3282-33-5 1-(4-chlorophenyl)-2-diazoethanone 
• 3901-07-3 3-(4-methoxy-phenyl)acrylic acid methyl ester 
• 98288-15-4 methyl 2-methoxycinnamate 
• 38693-90-2 trans-3-(3-methoxyphenyl)acrylic acid methyl ester 
• 103-26-4 Methyl cinnamate 
• 110-83-8 cyclohexene 
• 27297-60-5 (Z)-1,4-bis(4-chlorophenyl)but-2-ene-1,4-dione 
• 7647-01-0 hydrogenchloride 
• 7446-08-4 selenium(IV) oxide 
• 64-17-5 ethanol 
• 24314-35-0 1,4-bis(4-chlorophenyl)butane-1,4-dione 

Downstream Products

• 24314-35-0 1,4-bis(4-chlorophenyl)butane-1,4-dione 
• 5465-45-2 (+/-)-1.2-dimethyl-4r.5t-bis-(4-chloro-benzoyl)-cyclohexene-⁽¹⁾ 
• 859811-17-9 1,4-bis-(4-chloro-phenyl)-2-methoxy-butane-1,4-dione 
• 34102-86-8 3,6-bis-(4-chlorophenyl)-pyridazine 
• 74103-65-4 2,3-dibromo-1,4-bis-(4-chloro-phenyl)-butane-1,4-dione 
• 74-11-3 para-chlorobenzoic acid 
• 21399-25-7 2,5-bis(4-chlorophenyl)-1H-pyrrole 
• 36710-36-8 2,5-bis-(4-chlorophenyl)furan 
• 6315-71-5 1,3-bis-(4-chloro-phenyl)-isobenzofuran 
• 130443-09-3 1,3-bis-(4-chloro-phenyl)-5,6-dimethyl-4,7-dihydro-isobenzofuran 
• 130443-12-8 1,2-bis-(4-chloro-benzoyl)-4,5-dimethyl-benzene 
• 130443-19-5 1,3-Bis-(4-chloro-phenyl)-5,6-dimethyl-benzo[c]thiophene 

Relevant academic research and scientific papers

Visible-Light-Driven Stereoselective Annulation of Alkyl Anilines and Dibenzoylethylenes via Electron Donor-Acceptor Complexes

A catalyst-free, stereoselective visible-light-driven annulation reaction between alkenes and N,N-substituted dialkyl anilines for the synthesis of substituted tetrahydroquinolines is presented. The reaction is driven by the photoexcitation of an electron donor-acceptor (EDA) complex, and the resulting products are obtained in good to high yields with complete diastereoselectivity. Mechanistic rationale and photochemical characterization of the EDA-complex are provided.

Diastereoselective sp3-C–H Functionalization of Arylmethyl Ketones and Transformation of E- to Z-Products Through Photocatalysis

We have developed an efficient metal-free route for the synthesis of 1,4-enedione derivatives under microwave irradiation by reacting easily available arylmethylketones with DMSO or diphenyl sulfoxide in the presence of TBAI and persulfate. The reaction is very clean and completes within very short time. All the reagents and catalysts are cheap and environmentally benign. In addition, the E-isomer of the products can easily be transformed into the Z-isomer by using eosin Y photocatalyst under the irradiation of white CFL.

Visible-light-mediated oxidative dimerization of arylalkynes in the open air: Stereoselective synthesis of (Z)-1,4-enediones

An organic photoredox catalytic one-pot protocol is developed for the highly stereoselective synthesis of (Z)-1,4-enediones. The reaction starts directly from alkyne precursors, using 4-(4-cyanophenyl)-2,6-diphenylpyrylium tetrafluoroborate (CN-TPT) as an efficient photosensitizer and dioxygen in the air as a green oxidant. A Csp-Csp oxidative coupling/[4 + 2] cyclization (with dioxygen)/fragmentive isomerization cascade mechanism was proposed. The predominant formation of (Z)-1,4-enediones is attributed to the efficient visible-light illumination from blue LEDs, along with possible energy transfer from the photosensitizer CN-TPT to the E-isomers.

Cyclotrimerization for the Synthesis of Cyclopropanes

The synthesis of small rings by functionalization of C(sp3)-H bonds remains a great challenge. We report for the first time a copper-catalyzed [1+1+1] cyclotrimerization of acetophenone derivatives under mild reaction conditions. The reaction has a broad scope for the stereoselective synthesis of cyclopropanes by trimerization of acetophenone. The developed transformation is based on an extraordinary copper-catalyzed cascade process that allows saturated carbocycles to be obtained for the first time by cyclotrimerization through functionalization of C(sp3)-H bonds. The cascade of sixfold C(sp3)-H bond functionalization allows the synthesis of cyclopropanes in a highly stereoselective approach. Give it a tri: Copper-catalyzed oxidative [1+1+1] cyclotrimerization of acetophenone derivatives under mild reaction conditions and with a broad reaction scope has been developed. This transformation is a radical cascade process that allows saturated carbocycles to be obtained by cyclotrimerization through functionalization of C(sp3)-H bonds.

Successively recycle waste as catalyst: A one-pot wittig/1,4-reduction/paal-knorr sequence for modular synthesis of substituted furans

A one-pot tandem Wittig/conjugate reduction/Paal-Knorr reaction is reported for the synthesis of di- or trisubstituted furans. This novel sequence first demonstrates the possibility of successively recycling waste from upstream steps to catalyze downstream reactions.

Asymmetric organocatalytic aza-michael reactions of isatin derivatives

Isatin was activated by derivatization to a Schiff base with aniline and used as an aza-Michael donor in organocatalytic asymmetric reactions with symmetric and nonsymmetric unsaturated 1,4-diketones. After hydrolysis (in situ), the N-substituted isatins were obtained in high yields (up to >95%) with high enantioselectivity (up to 95%).

Asymmetric diastereoselective synthesis of spirocyclopropane derivatives of oxindole

A new asymmetric organocatalytic synthesis of spirocyclopropane oxindoles has been developed. The method is based on the Michael addition of N-Boc-protected 3-chlorooxindole to unsaturated 1,4-dicarbonyl compounds, affording trans-substituted spirocyclopropane oxindole derivatives in high diastereo- and enantioselectivity. Copyright

Synthesis of (E)-1,4-enediones from α-halo ketones through a sodium sulfinate mediated reaction

We developed a mild and practical protocol for the synthesis of 1,4-enedione from α-halo ketones through a sodium sulfinate mediated reaction. This reaction enables the construction of symmetric and unsymmetric 1,4-enedione with complete E selectivity. Sodium 4-toluenesulfinate plays an important role in this reaction.

A highly tunable stereoselective dimerization of methyl ketone: Efficient synthesis of e - And Z-1,4-enediones

A new method for the tunable synthesis of 1,4-enedione directly from aromatic methyl ketone is described. This tandem reaction enables the construction of symmetric and unsymmetric 1,4-enediones with complete E-selectivity. Moreover, the resulting E-1,4-enedione could be transformed into a Z-isomer by irradiation with 23 W of white light.

Lewis acid-catalyzed one-pot, three-component route to chiral 3,3′-bipyrroles

(Chemical Equation Presented) 3,3′-Bipyrroles 3 could be synthesized using a double Michael addition reaction involving diaroyl acetylene 1 and the appropriate 1,3-dicarbonyls 2 using ammonium acetate as a nitrogen source. The axial chirality of bipyrrole was anticipated from the X-ray crystal structure and DFT calculations and confirmed by separating the racemates on a chiral column and subsequent CD spectra of the enantiomers. The absolute configuration of the enantiomers was achieved by theoretical CD spectra calculation using the ZINDO method.