16735-15-2

Upstream product

• 104-93-8 p-methylanizole 
• 71-43-2 benzene 
• 106-44-5 p-cresol 
• 17429-36-6 4-methyl-4-phenylcyclohex-2-enone 
• 15036-22-3 1-phenyl-2-methylcyclohexanol 
• 2100-17-6 4-pentenal 
• 536-74-3 phenylacetylene 
• 598-32-3 2-hydroxy-3-butene 
• 93-55-0 1-phenyl-propan-1-one 
• 589-92-4 1-methylcyclohexan-4-one 

Downstream Products

• 92035-61-5 1-Methyl-2-phenyl-cyclohexanol-⁽⁴⁾ 
• 50715-86-1 4-methyl-3-phenylphenol 
• 72316-02-0 4-methyl-3-phenyl-cyclohexene 

Relevant academic research and scientific papers

Palladium mediated one-pot synthesis of 3-aryl-cyclohexenones and 1,5-diketones from allyl alcohols and aryl ketones

One-pot synthesis of Robinson annulated 3-aryl-cyclohexenones from allyl alcohols and ketones using palladium is reported. Long chain aliphatic or aryl substitutions at the C1 position of allyl alcohol result in the formation of 1,5-diketone products. This simple one-pot method avoids the use of highly electrophilic vinyl ketones.

Manganese-Catalyzed Intermolecular Oxidative Annulation of Alkynes with γ-Vinyl Aldehydes: An Entry to Bridged Carbocyclic Systems

Manganese-catalyzed intermolecular oxidative annulation of alkynes with γ-vinyl aldehydes involving acylation and alkylation is described, thus providing a scenario for the divergent synthesis of bridged carbocyclic systems. By means of this manganese-catalyzed alkyne dicarbofunctionalization strategy, three chemical bonds, including two C-C bonds and one C-H bond, are formed via an aldehyde C(sp2)-H oxidative functionalization/[4 + 2] annulation/protonation cascade.

Copper/Selectfluor-System-Catalyzed Dehydration-Oxidation of Tertiary Cycloalcohols: Access to β-Substituted Cyclohex-2-enones, 4-Arylcoumarins, and Biaryls

A route to β-substituted cyclohex-2-enones, 4-arylcoumarins, and biaryls has been developed. This approach involves a one-pot Cu0/Selectfluor-catalyzed dehydration-oxidation of tertiary cycloalcohols. Thus, by using 2 equiv. of Selectfluor at 25 C, the dehydration-oxidation of tertiary cyclohexanols and oxabenzocyclohexanols gave β-substituted cyclohex-2-enones and 4-arylcoumarins, respectively; whereas the dehydration-oxidation of tertiary cyclohexanols gave biaryls as the final products by using 2.5 equiv. of Selectfluor at 80 C. A route to β-substituted cyclohex-2-enones, 4-arylcoumarins, and biaryls has been developed. This approach involves a one-pot Cu0/Selectfluor-catalyzed dehydration-oxidation of tertiary cycloalcohols.

Aerobic double dehydrogenative cross coupling between cyclic saturated ketones and simple arenes

The synthesis of 3-aryl-2-cyclohexenones is a topic of current interest as they are not only privileged structures in bioactive molecules, but they are also relevant feedstocks for the synthesis of substituted phenols or anilines, which are ubiquitous structural elements both in drug design and medicinal chemistry. A simple and sustainable one-pot aerobic double dehydrogenative reaction under mild conditions for the introduction of arenes in the β-position of cyclic ketones has been developed. Starting from the corresponding saturated ketone, this reaction sequence proceeds under relatively low Pd catalyst loading and involves catalytic amounts of electron-transfer mediators (ETMs) under ambient oxygen pressure. A simple and sustainable one-pot aerobic double dehydrogenative reaction under mild conditions for the introduction of arenes in the β-position of cyclic ketones has been developed (see scheme). Starting from the corresponding saturated ketone, this reaction sequence proceeds under relatively low Pd catalyst loading and involves catalytic amounts of electron-transfer mediators (ETMs) under ambient oxygen pressure.

Gold(I) catalyzed isomerization of 5-en-2-yn-1-yl acetates: An efficient access to acetoxy bicyclo[3.1.0]hexenes and 2-cycloalken-1-ones

The gold(I) catalyzed rearrangement of 5-en-2-yn-1-yl acetates into functionalized acetoxy bicyclo[3.1.0]hexenes is described. The mild reaction conditions employed allow the efficient and rapid synthesis of a variety of such bicyclic compounds via a sequence of two gold(I)-catalyzed isomerization steps. Acetoxy bicyclo[3.1.0]hexenes products can be further transformed to 2-cycloalkenones by simple methanolysis. Copyright

Controlling the reactive state through cation binding: Photochemistry of enones within zeolites

The nature of the lowest triplet state of enones is altered by the cations present within Y zeolites. Alkali metal ions, such as Li+, are predicted to interact with the carbonyl unit of enones in a collinear fashion and significantly lower both the p-type n and π-2 orbitals. Excited state energies, estimated at the CIS(D)/6-31+G* level, show that the lowest triplet is n-π* in character for the enones, but switch to π-π* on coordination with Li+. Observed product distribution within zeolite is consistent with this theoretical prediction.

Diprotonation de derives phenoliques. Application a' la preparation de phenyl-3 et de phenyl-4 cyclohexenones

Monocyclic phenols 1-3a (and their methyl ethers) react readily with benzene, in superacid SbF5-HF.In these experiments 4,4 disubstituted cyclohexenones (5, 8 and 11) are the only primary products of the reaction.Their formation is best explain