69814-23-9

Upstream product

• 251635-75-3 trans-1,3,5-triphenylpent-4-en-1-one 
• 96-26-4 dihydroxyacetone 
• 94-41-7 benzalacetophenone 
• 2280-44-6 D-Glucose 
• 6347-01-9 fructopyranose 
• 530-27-8 D-gulopyranose 
• 28697-53-2 D-arabinopyranose 
• 532-20-7 D-Ribose 
• 87-72-9 D-Xylose 
• 9004-34-6 cellulose 
• 98-86-2 acetophenone 
• 122-78-1 phenylacetaldehyde 
• 70-11-1 α-bromoacetophenone 
• 1666-17-7 (E)-N′-benzylidene-4-methylbenzenesulfonohydrazide 

Downstream Products

• 3274-56-4 2,4-diphenylpyrrole 
• 15811-37-7 1,2,4-triphenyl-1H-pyrrole 
• 1416550-18-9 2,4-diphenyl-1H-pyrrole-1-¹⁵N₁ 
• 1416550-19-0 2-nitroso-3,5-diphenyl-1H-pyrrole-1-¹⁵N₁ 
• 1416550-23-6 3,5-diphenyl-1H-pyrrol-2-amine-1-¹⁵N₁ 
• 1416550-07-6 C₃₂H₂₃N₂⁽¹⁵⁾N 
• 1416550-09-8 C₃₂H₂₃N⁽¹⁵⁾N₂ 
• 1416550-10-1 C₃₂H₂₃N⁽¹⁵⁾N₂ 
• 5369-55-1 2,4-diphenylfuran 
• 862201-24-9 4,4-dimethoxy-1,3-diphenyl-butan-1-one 
• 1001206-29-6 dimethyl 1-(1-trimethylsiloxy-2-oxo-1,2-diphenylethyl)cyclopropene-3,3-dicarboxylate 

Relevant academic research and scientific papers

Acridine Orange Hemi(Zinc Chloride) Salt as a Lewis Acid-Photoredox Hybrid Catalyst for the Generation of α-Carbonyl Radicals

A readily accessible organic-inorganic hybrid catalyst is reported for the reductive fragmentation of α-halocarbonyl compounds. The robust hybrid catalyst is a self-stabilizing combination of ZnCl2 Lewis acid and acridine orange as the photoactive organic dye. Mechanistic specifics of this hybrid catalyst have been studied in detail using both photophysical and electrochemical experiments. A systematic study enabled the discovery of the appropriate Lewis acid for the effective LUMO stabilization of α-halocarbonyl compounds and thereby lowering of reduction potential within the range of a standard organic dye. This strategy resolves the issues like dehalogenative hydrogenation or homo-coupling of alkyl radicals by guiding the photoredox cycle through an oxidative quenching pathway. The cooperativity between the photoactive organic dye and the Lewis acid counterparts empowers functionalization with a wide range of coupling partners through efficient and controlled generation of alkyl radicals and serves as an appropriate alternative to the expensive late transition metal-based photocatalysts. To demonstrate the application potential of this cooperative catalytic system, four different synthetic transformations of α-carbonyl bromides were explored with broad substrate scopes.

1,2,4-Triphenylpyrroles: Synthesis, Structure and Luminescence Properties

Pyrroles are widely found in natural products and play an important role in biological processes. Certain pyrrole derivatives are fluorescent and may be used as molecular probes or biomarkers in the diagnosis of diseases, such as Alzheimer's or Parkinson'

Directed C-C bond cleavage of a cyclopropane intermediate generated from: N -tosylhydrazones and stable enaminones: Expedient synthesis of functionalized 1,4-ketoaldehydes

An efficient method to construct functionalized 1,4-ketoaldehydes bearing all-carbon α-quaternary centers via regioselective C-C bond activation has been described. The cyclopropanation of bench-stable enaminones with in situ generated diazo reagents from

Catalytic activation of carbohydrates as formaldehyde equivalents for stetter reaction with enones

We disclose the first catalytic activation of carbohydrates as formaldehyde equivalents to generate acyl anions as one-carbon nucleophilic units for a Stetter reaction. The activation involves N-heterocyclic carbene (NHC)-catalyzed C-C bond cleavage of carbohydrates via a retro-benzoin-type process to generate the acyl anion intermediates. This Stetter reaction constitutes the first success in generating formal formaldehyde-derived acyl anions as one-carbon nucleophiles for non-self-benzoin processes. The renewable nature of carbohydrates, accessible from biomass, further highlights the practical potential of this fundamentally interesting catalytic activation.

Mechanistic insight into the formation of tetraarylazadipyrromethenes

The tetraarylazadipyrromethene chromophore class has gained increasing attention in the past decade for a diverse set of scientific interests and applications. The most direct synthetic route available for their generation is heating of 4-nitro-1,3-diaryl

Enone-alkyne reductive coupling: A versatile entry to substituted pyrroles

The reductive coupling of enones or enals with alkynes, followed by olefin oxidative cleavage and Paal-Knorr cyclization, provides a versatile entry to a variety of pyrrole frameworks. A number of limitations of alternate entries to the requisite 1,4-dica

PYRROLE DERIVATIVES AS THERAPEUTIC COMPOUNDS

Novel pyrrole derivatives are disclosed as Aβ42-lowering agents for the treatment and prevention of neurodegenerative disorders characterized by the formation or accumulation of amyloid plaques comprising the Aβ42 peptide.

Formaldehyde dialkylhydrazones as neutral formyl anion and cyanide equivalents: Nucleophilic addition to conjugated enones

A versatile methodology for the nucleophihc formylation and cyanation of conjugated enones is reported. The procedure is based on the use of formaldehyde dimethylhydrazone, which, acting as a neutral formyl anion equivalent, adds to preformed trialkylsilyl-enone complexes. Both 4-(silyl- oxy)-3-enal hydrazones 3 or deprotected 4-oxo aldehyde monohydrazones 4 can be obtained at products depending on quenching conditions. In full analogy, an asymmetric version of the reaction using chiral formaldehyde SAMP- hydrazone as a neutral synthon of the chiral formyl anion has been developed, giving rise to the corresponding adducts 5 and 6 in good yields and with excellent diastereoselectivities (de 85-≤98%). Ozonolysis or HCl-mediated hydrolysis of adducts 4 and 6 readily affords racemic and optically enriched 4-oxo aldehydes 7, respectively. Additionally, high-yielding MMPP-oxidative cleavage of 4-oxo hydrazones 4 and 6 has been performed to obtain 4-oxo nitriles 8 in racemic and optically enriched forms, respectively. In this way, interesting chiral bifunctional building blocks, some of them bearing newly created stereogenic quaternary centers, have been efficiently synthesized.

Indium-Induced Reaction of Phenacyl Iodide. Deiodinative Dimerization to β,γ-Epoxy Ketone and Aldol Condensation with Aldehydes

The reaction of phenacyl iodide with indium metal gave 3,4-epoxy-1,3-diphenyl-1-butanone which, on treatment with silica gel, gave 2,4-diphenylfuran and 2,4-diphenyl-4-oxobutanal.Metallic indium as well as indium(I) iodide were found to mediate the aldol condensation between α-halo ketone and aldehyde.