42289-03-2

Upstream product

• 5465-41-8 ditoluylethylene 
• 67-64-1 acetone 
• 627-63-4 fumaryl dichloride 
• 108-88-3 toluene 
• 13145-56-7 1,4-bis(4-tolyl)butane-1,4-dione 
• 7647-01-0 hydrogenchloride 
• 64-19-7 acetic acid 
• 619-41-0 4-(bromoacetyl)toluene 
• 122-00-9 para-methylacetophenone 
• 7726-95-6 bromine 
• 7446-08-4 selenium(IV) oxide 
• 64-17-5 ethanol 
• 766-97-2 4-n-methylphenylacetylene 

Downstream Products

• 34102-87-9 3,6-bis(4-methylphenyl)pyridazine 
• 13145-56-7 1,4-bis(4-tolyl)butane-1,4-dione 
• 42289-06-5 meso-2.3-dibromo-1.4-di-p-tolyl-butanedione-(1.4) 
• 5465-41-8 ditoluylethylene 
• 316124-39-7 1,3-di-p-tolyl-4,7-dihydro-2H-isoindole 
• 157957-24-9 2-endo-3-endo-Bis(4-methylbenzoyl)bicyclo<2.2.1>heptane 
• 130442-99-8 (+/-)-1.2-dimethyl-4r.5t-di-p-toluoyl-cyclohexene-⁽¹⁾ 
• 42289-06-5 racem.-2.3-dibromo-1.4-di-p-tolyl-butanedione-(1.4) 
• 107487-75-2 2-(7-Chloro-3-p-tolyl-1,2-dihydro-quinoxalin-2-yl)-1-p-tolyl-ethanone 
• 74322-72-8 [2-Diethylamino-6-(4-methyl-benzoyl)-cyclohex-3-enyl]-p-tolyl-methanone 

Relevant academic research and scientific papers

Revised structure of a purported 1,2-dioxin: A combined experimental and theoretical study

3,6-Bis(p-tolyl)-1,2-dioxin (1g) was suggested by Shine and Zhao as a product in an electron-transfer (ET) photochemical reaction. This photoproduct is instead shown to be (E)-1,4-di-p-tolylbut-2-ene-1,4-dione ((E)-4a). Ab initio and DFT calculations indi

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.

An Expedient, Direct, Three-Component Approach for the Synthesis of 4-Thioarylpyrroles

A three-component strategy for the synthesis of 4-thioarylpyrroles from 1,4-enediones, thiols, and ammonium formate in one-pot has been developed. The reaction proceeds through the sequential thiol-Michael/Paal-Knorr reaction of 1,4-enediones with the for

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.

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.

Indirect regioselective heteroarylation of indoles through a Friedel-Crafts reaction with (E)-1,4-diaryl-2-buten-1,4-diones

A two-step synthesis of 3-heteroaryl indoles has been developed. The first step of the sequence involves a Friedel-Crafts alkylation of indoles with 1,4-diaryl-2-buten-1,4-diones to give the corresponding indoles bearing a 1,4-dicarbonyl moiety. The reaction is catalyzed by InCl3 and takes place with good yields. Cyclization of the diones under different Paal-Knorr conditions allows to prepare indoles substituted at the C3 position with 3-furanyl, 3-pyrrolyl- and 3-thienyl moieties.

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.