6004-59-7

Upstream product

• 82700-57-0 cyclooctyl(phenyl)methanol 
• 931-88-4 cis-Cyclooctene 
• 100-52-7 benzaldehyde 
• 172230-04-5 1-benzoylcyclooctanol 
• 292-64-8 Cyclooctan 
• 98-88-4 benzoyl chloride 
• 50361-50-7 1-((trimethylsilyl)oxy)cyclooctanecarbonitrile 
• 502-49-8 cycloactanone 
• 69126-54-1 benzyl cyclooctyl ether 

Downstream Products

• 515154-98-0 C₂₅H₃₅NO₂ 
• 515154-97-9 C₂₅H₃₅NO₂ 

Relevant academic research and scientific papers

Synergistic Activation of Amides and Hydrocarbons for Direct C(sp3)–H Acylation Enabled by Metallaphotoredox Catalysis

The utilizations of omnipresent, thermodynamically stable amides and aliphatic C(sp3)?H bonds for various functionalizations are ongoing challenges in catalysis. In particular, the direct coupling between the two functional groups has not been realized. Here, we report the synergistic activation of the two challenging bonds, the amide C?N and unactivated aliphatic C(sp3)?H, via metallaphotoredox catalysis to directly acylate aliphatic C?H bonds utilizing amides as stable and readily accessible acyl surrogates. N-acylsuccinimides served as efficient acyl reagents for the streamlined synthesis of synthetically useful ketones from simple C(sp3)?H substrates. Detailed mechanistic investigations using both computational and experimental mechanistic studies were performed to construct a detailed and complete catalytic cycle. The origin of the superior reactivity of the N-acylsuccinimides over other more reactive acyl sources such as acyl chlorides was found to be an uncommon reaction pathway which commences with C?H activation prior to oxidative addition of the acyl substrate.

One-pot formal dehydrogenative ketone synthesis from aldehydes and non-activated hydrocarbons

Ketones are a fundamental functionality found throughout a range of natural and synthetic compounds, making their synthesis essential throughout the chemical disciplines. Herein, we describe a one-pot synthesis of ketones via decatungstate-mediated formal dehydrogenative coupling between aldehydes and non-activated hydrocarbons. A variety of substituted benzaldehydes and cycloalkanes could be used in the optimized reaction to produce the desired ketones in moderate yields. The decatungstate photocatalyst functions in two reactions in this synthesis, catalyzing both the coupling and oxidation steps of the process. Notably, the reaction displays both high atom economy and sustainability, as it uses light and oxygen as key energy sources.

A ketone the synthetic method of the compound of (by machine translation)

The invention discloses a method for the synthesis of ketone compound, the aldehyde compound and cyclanes mixed or dissolved in organic solvent, in the microwave radiation and presence of radical initiator under the condition of the 140 [...] 180 °C reaction to obtain the target product ketone compound, in the synthesis method of the reaction equation: , Wherein R 1 is phenyl or substituted phenyl, substituted phenyl benzene ring substituted the base is the fluorine, chloro, bromo, methyl, methoxy, trifluoromethyl or hydroxy in one or more of, the position of the substituent on the benzene ring is ortho, meta or para position, as n the 1 [...] 4 integer between the, free-radical initiator is benzoyl peroxide, di-tert-butyl peroxide, or cumyl peroxide, organic solvent as the alkane or benzene. The invention discloses method for the synthesis of the raw material is cheap and easy to obtain, good atom economy, wide range of the application of substrates, and the like, is suitable for industrial production. (by machine translation)

Synthesis of Ketones through Microwave Irradiation Promoted Metal-Free Alkylation of Aldehydes by Activation of C(sp3)-H Bond

In this paper, a novel methodology for the synthesis of ketones via microwave irradiation promoted direct alkylation of aldehydes by activation of the inert C(sp3)-H bond has been developed. Notably, the reactions were accomplished under metal-free conditions and used commercially available aldehydes and cycloalkanes as substrates without prefunctionalization. By using this novel method, an alternative synthetic approach toward the key intermediates for the preparation of the pharmaceutically valuable oxaspiroketone derivatives was successfully established.

Conversion of ketone trimethylsilylcyanohydrins to several types of compounds

Cyclic ketone O-trimethylsilylcyanohydrins (2) were prepared and converted to various compounds: α-hydroxyketones (3), dehydroxylated ketones (4), α,β-unsaturated ketones (9), tricyclic ketones (10), 1-ethoxycarbonyl-4- phenyl-1,2,4a,5,6,7,8,8a-octahydro-2-naphthalenone (13), 1- phenylperhydroisocoumarin (18) and 1,2,3,4,4a,10,11,11a-octahydro-5h- benzo[a,d]cyclohepten-10-one (20).

Ruthenium Complex Catalyzed Intermolecular Hydroacylation and Transhydroformylation of Olefins with Aldehydes

Low-valent ruthenium complexes such as dodecacarbonyltriruthenium (Ru3(CO)12), (η4-1,5-cyclooctadiene)(η6-1,3,5-cyclooctatriene)ruthenium (Ru(COD)(COT)) and bis(η5-cyclooctadienyl)ruthenium showed high catalytic activity for the intermolecular hydroacylation of olefins with various aromatic and heteroaromatic aldehydes at 180-200 deg C for 24-48 h under an initial carbon monoxide pressure of 20 kg cm-2 to give unsymmetric ketones in moderate to good yields.In the reaction of 2-thiophenecarbaldehyde with cyclohexene, cyclohexyl 2-thienyl ketone was obtained in 62 percent yield.On the other hand, when the aliphatic aldehyde, heptanal, was treated with cyclohexene, the corresponding ketone was not obtained at all, and a transhydroformylation reaction proceeded; i.e., the formyl group of heptanal was apparently transformed to cyclohexene to give cyclohexanecarbaldehyde in 29 percent yield, together with their Tishchenko-type reaction products.

α'β-ELIMINATION AND WITTIG REARRANGEMENT OF THE CARBANION FROM BENZYL CYCLOOCTYL ETHER

Beside the Wittig rearrangement and migration of the cyclooctyl radical to the para position, the title carbanion gives rise to an elimination in a syn process.