2429-96-1

Usage

Structure

Tetrahydrofuran derivative containing a 2-phenylethyl group

Classification

Member of the family of phenethylamines

Usage

Commonly used as a fragrance ingredient in perfumes and cosmetics

Odor

Sweet, floral, and woody

Applications

Utilized in the production of flavorings and as a chemical intermediate in organic synthesis

Potential医药应用

Exhibits certain biological activities and has been investigated for its potential medicinal properties

Upstream product

• 64025-65-6 6-phenyl-hex-3-en-1-ol 
• 109-99-9 tetrahydrofuran 
• 90878-19-6 phenethylmagnesium chloride 
• 1192-30-9 tetrahydrofurfuryl bromide 
• 112607-22-4 (+)-(R)-5-(2-phenylethyl)dihydrofuran-2(3H)-one 
• 13122-67-3 6-phenyl-4-oxohexanoic acid 
• 2430-76-4 (R)-6-Phenyl-hexane-1,4-diol 
• 100-52-7 benzaldehyde 
• 18138-76-6 tetrahydro-2-furanylmethyl(triphenyl)phosphonium bromide 
• 36707-30-9 2-(2-phenylethyl)furan 
• 97-99-4 Tetrahydrofurfuryl alcohol 

Relevant academic research and scientific papers

Nickel complex catalyzed efficient activation of sp3and sp 2c-h bonds for alkylation and arylation of oxygen containing heterocyclic molecules

A nickel(II) complex (1) of N,N'-bis(2,6-diisopropylphenyl)-2,6- pyridinedicarboxamido (L) ligand was examined for catalytic coupling of Grignard reagents with the C-H bond of oxygen containing heterocyclic compounds such as tetrahydrofuran and furan. The nickel( II) complex showed excellent activity in catalyzing C-H activation and further coupling with various Grignard reagents. The effective activation of the C-H bond proceeded under ambient reaction conditions with a short reaction time (1-2 h). The catalyst (1) displays high turnover frequency of 4,130 h-1with catalyst loading as low as 0.01 mol%. This catalytic route could prove to be an efficient mode of activation of sp3and sp2C-H bonds in various heterocycles for the preparation of synthetically and pharmaceutically relevant molecules. Springer Science+Business Media New York 2013.

Activation of sp3 and sp2 C-H bonds of oxygen containing heterocyclic molecules for alkylation and arylation reactions catalyzed by an iron complex

Activation of both sp3 and sp2 CH bonds is reported using an efficient iron(III) complex (1) of a ligand (N2,N6-bis(2,6- diisopropylphenyl)pyridine-2,6-dicarboxamide: L). The iron(III) complex showed catalytic activity of CC coupling reaction of oxygen containing heterocycles, e.g. tetrahydrofuran (THF), with various alkyl, allyl and aryl Grignard reagents under ambient reaction conditions. Complex 1 demonstrated excellent activity and reactions were completed within 30 min to 1 h. A high turnover frequency (TOF) of 1700 h-1 using a low catalyst loading of 0.02 mol% was obtained for the reaction. Interestingly, the catalyst was selective in activation of the CH bond adjacent to the oxygen in various oxygen containing heterocyclic molecules to yield 2-substitituted products.

Oxygen-directed intramolecular hydroboration

Metal-free homoallylic oxygen-directed intramolecular hydroboration is reported. Regioselectivities from 20:1 to 82:1 favoring the 1,3-dioxy-substituted products have been achieved using Me2S·BH3/TfOH followed by standard oxidative workup. Branching at the C5 position improves regioselectivity. Copyright

Baker's yeast reduction of arylalkyl and arylalkenil γ- and δ-keto acids

γ- and δ-Lactones 5, 6, 13, 14, 15 and 16 were synthesized via baker's yeast reduction of the corresponding keto acids 3, 4 and 9-12. The enantioselectivity of the reduction is strongly dependent on the nature of the keto acid; the δ-lactones ware always obtained in an ee% higher than the γ-lactones and ranging from 70% to 100%.