29304-32-3

Upstream product

• 26939-18-4 2,4,4,6-tetramethyl-5,6-dihydro-4H-1,3-oxazine 
• 111-24-0 1,5-dibromo-pentane 
• 143-33-9 sodium cyanide 
• 137407-47-7 (E)-1-phenylcyclooctene 
• 25328-90-9 1-phenylcyclooct-1-ene 
• 7287-06-1 1-phenyl-1-cyclooctanol 
• 629-11-8 1,6-hexanediol 
• 98-86-2 acetophenone 
• 36867-36-4 1-phenyl-7-(4,4,6-trimethyl-5,6-dihydro-4H-[1,3]oxazin-2-yl)-heptan-1-one 

Downstream Products

• 1226854-92-7 C₃₂H₄₂O₃ 
• 103187-10-6 8-hydroxy-8-phenyloctanoic acid 
• 413615-54-0 8-hydroxy-1-phenyl-1-octanone 

Relevant academic research and scientific papers

Iodobenzene-catalyzed oxidative cleavage of olefins to carbonyl compounds

A metal-free approach for the oxidative cleavage of carbon–carbon double bonds of olefins to carbonyl compounds was established by using oxidant m-CPBA and non-metallic organocatalyst PhI in toluene/H2O. A broad scope of aromatic olefins was used. All the reactions proceeded smoothly at 35 °C in short reaction time to furnish the respective mono- and double carbonyl compounds selectively in moderate to good yields.

Synthesis of diketones and ω-hydroxy ketones from methyl ketones and α,ω-diols by an [IrCl(eod)]2/PPh3/KOH system

ω-Hydroxy ketones and diketones, which are important starting materials for the synthesis of cycloalkanones and heterocyclic compounds, were prepared by the one-step reaction of methyl ketones with α,ω-diols under the influence of an iridium complex and a base. The selectivity of ω-hydroxy ketones and diketones could be controlled by varying the starting ratio of methyl ketones to α,ωdiols. For example, reaction using acetophenone (5 equiv) with respect to 1,6-hexanediol (1 equiv) in the presence of [IrCl(cod)]2, PPh3, and KOH without solvent gave 1,10-diphenyl-1,10-decane-dione in almost quantitative yield, while reaction using acetophenone (1 equiv) to 1,6-hexanediol (4 equiv) led to 8-hy-droxy-l-phenyl-l-octanone in 92% yield. This methodology was successfully extended to the reaction of arylacetonitriles with α.ω-odiols leading to diaryldinitriles.

Ring size effect in oxidation of 1-phenylcycloalkenes with chromic anhydride-pyridine complex: Preferential formation of epoxide with increase in ring size

A marked ring size effect in the oxidation of 1-phenylcycloalkenes (1) with chromic anhydride-pyridine complex has been observed.While 1-phenylcyclopentene (1a) and 1-phenylcyclohexene (1b) give the expected α,β-unsaturated cyclic ketones (2a,b) 1-phenylcycloheptene (1c) and 1-phenylcyclooctene (1d) furnish epoxides (5c,d) as the major products.