16179-65-0

Upstream product

• 30182-67-3 1,3-Cyclohexanedione 
• 110-89-4 piperidine 
• 504-02-9 1,3-cylohexanedione 
• 108-94-1 cyclohexanone 

Downstream Products

• 22381-56-2 2-benzylcyclohexane-1,3-dione 
• 89237-07-0 4-benzylcyclohexane-1,3-dione 
• 1574532-52-7 C₁₄H₁₇N₃ 

Relevant academic research and scientific papers

Formation of 3-Aminophenols from Cyclohexane-1,3-diones

meta-Aminophenols are formed by the action of DBU on 3-amino-2-chlorocyclohex-2-en-1-ones at room temperature in MeCN. The chloro compounds are generated by treating 3-aminocyclohex-2-en-1-ones with the easily prepared halogenating agent BnNMe3·ICl2 in Me

Fe-Catalyzed enaminone synthesis from ketones and amines

We have developed an iron-catalyzed direct olefination for enaminone synthesis, with saturated ketones as a source of olefins. This direct ketone β-functionalization reaction has readily available starting materials and a wide range of substrates and requires mild reaction conditions.

Intermolecular Multiple Dehydrogenative Cross-Couplings of Ketones with Boronic Acids and Amines via Copper Catalysis

An efficient and versatile oxidative coupling reaction was developed for the synthesis of valuable β-functionalized unsaturated ketones and meta-substituted phenols. In the case of intramolecular reactions, achieving rapid molecular complexity through multiple dehydrogenative couplings is already a well-established strategy. Herein, we report an intermolecular multiple dehydrogenative coupling between ketones and nucleophilic amines or boronic acids using inexpensive copper(I) oxide as a catalyst. This method provides a facile access to highly desirable chemical products such as α,β-unsaturated ketones, enaminones, and synthetically relevant meta-substituted phenols. (Figure presented.).

An efficient method for retro-Claisen-type C-C bond cleavage of diketones with tropylium catalyst

The retro-Claisen reaction is frequently used in organic synthesis to access ester derivatives from 1,3-dicarbonyl precursors. The C-C bond cleavage in this reaction is usually promoted by a number of transition-metal Lewis acid catalysts or organic Br?nsted acids/bases. Herein we report a new convenient and efficient method utilizing the tropylium ion as a mild and environmentally friendly organocatalyst to mediate retro-Claisen-type reactions. Using this method, a range of synthetically valuable substances can be accessed via solvolysis of 1,3-dicarbonyl compounds.

Synthesis, spectral and structural characterization of cobalt(III) dithiocarbamato complexes: Catalytic application for the solvent free enamination reaction

The syntheses, spectral, structural and catalytic properties of some new cobalt(III) complexes, [Co(mpcdt)3] (1), [Co(ppcdt)3] (2) and [Co(mppcdt)3]·0.25CHCl3 (3), derived from 4-methyl piperazine-1-carbodithioate (mpcdt), 4-phenyl piperazine-1-carbodithioate (ppcdt) and 4-(2-methoxyphenyl) piperazine-1-carbodithioate (mppcdt) have been described. A series of β-enaminoesters and β-enaminones were obtained in about 90% yield by the reactions of β-ketoesters and 1,3-diketones with aliphatic and aromatic amines using 1-2 mol% of the above cobalt(III) complexes as catalysts and these have been characterized by NMR, GC-MS and X-ray crystallography. Complexes 1, 2 and 3 are stabilized by intermolecular C-H?S interactions, leading to the formation of supramolecular architectures. Thermogravimetric analysis of complexes 1 and 2 have been investigated by TG-DTA, which indicate that cobalt sulfide is formed as the final product.

Rigidified merocyanine dyes with different aspect ratios: Dichroism and photostability

A series of new rigidified merocyanines were investigated with regard to their optical properties as dichroic dyes. Guest/host-mixtures of the dyes were prepared using a liquid crystal and a reactive mesogen mixture. Their dichroism was studied using linearly-polarized UV/Vis-spectroscopy. A strong dependence of the dichroic ratio on the aspect ratio, the number of double bonds in the molecular structure, and on the maximum wavelength of absorption was found. A strategy to increase the aspect ratio has also been demonstrated. Additionally, the photostability was characterized using continued irradiation with polychromatic light from a xenon source. High photostability was found in all host mixtures in the absence of oxygen by alignment in a matrix. The suitability for their application as dichroic dyes in thin layer polarizers and guest/host-displays is herein discussed.