1138-44-9

Usage

InChI:InChI=1/C14H18O/c15-14-9-5-4-8-13(14)11-10-12-6-2-1-3-7-12/h1-3,6-7,13H,4-5,8-11H2

Upstream product

• 1125-99-1 1-(1-Cyclohexen-1-yl)pyrrolidine 
• 103-63-9 1-phenyl-2-bromoethane 
• 2562-37-0 1-nitrocyclohexene 
• 5414-21-1 5-bromopentan-1-nitrile 
• 58749-30-7 (3-phenylpropane-1,1-diyl)bis(phenylsulfane) 
• 100-42-5 styrene 
• 622-24-2 2-phenylethyl chloride 
• 37810-16-5 N-cyclohexylidene-2-methylpropan-2-amine 
• 75428-95-4 potassium 1-(ethoxycarbonyl)-2-oxocyclohexan-1-ide 
• 108-94-1 cyclohexanone 
• 41302-34-5 2-(methoxycarbonyl)cyclohexanone 
• 180573-16-4 2-oxo-1-phenethylcyclohexanecarboxylic acid methyl ester 
• 10468-40-3 cyclohexanone N-cyclohexylimine 

Downstream Products

• 144149-53-1 (E)-3-[2-(4-Fluoro-phenyl)-7-phenethyl-4,5,6,7-tetrahydro-2H-indazol-3-yl]-propenal 
• 144148-29-8 2-(4-Fluoro-phenyl)-7-phenethyl-4,5,6,7-tetrahydro-2H-indazole-3-carbaldehyde 
• 199797-18-7 7-(2-phenethyl)-2-oxepanone 
• 36449-64-6 (+/-)-1-phenethyl-cyclohexanol-⁽²⁾ 
• 144147-84-2 2-(2,2-Dimethoxy-acetyl)-6-phenethyl-cyclohexanone 

Relevant academic research and scientific papers

Carbolithiation of styrenes with N-tert-butyl aldimines

The addition of aldimine anions to styrene occurs upon the treatment of N-tert-butyl aldimine with LDA followed by the addition of styrene to give the corresponding aldehyde after hydrolysis. Cyclohexenyl amines are generated when the reactions are performed with unsaturated aldimines. This approach affords 4-phenyl substituted butanals and cyclohexenyl amines in a simple and inexpensive way.

Tetrahydro-indazole cannabinoid modulators

This invention is directed to a tetrahydro-indazole cannabinoid modulator compound of formula I: and a method for use in treating, ameliorating or preventing a cannabinoid receptor mediated syndrome, disorder or disease.

α-alkylation of ketones by addition of zinc enamides to unactivated olefins

A zinc enamide generated from the corresponding N-aryl imine undergoes addition to an unactivated olefin, such as ethylene, 1-octene, and isobutylene, to generate an α-alkylated γ-zincioimine intermediate in good to excellent yield. Terminal and gem-disubstituted olefins react with >99% regioselectivity, allowing the C-C bond formation to take place at the more hindered carbon of the double bond. The organozinc intermediate undergoes further C-C bond formation with a carbon electrophile to give, upon hydrolysis of the imine, an α-alkylated ketone bearing a variety of functionalized primary, secondary, and tertiary alkyl groups.

Titanocene(II)-promoted desulfurizative acylation of thioacetals with alkanenitriles

Ketones were obtained in good yields by titanocene(II)-promoted reaction of thioacetals with alkanenitriles. The regioselective formation of α-substituted ketone was observed when the reaction was carried out in the presence of methyl iodide or benzyl bro

Potassium tert-butoxide catalyzed addition of carbonyl derivatives to styrenes

(matrix presented) A catalytic amount of t-BuOK in DMSO allows the addition of ketones or imines to styrenes at 40 °C in good to excellent yield. Nitriles add to styrenes in NMP or in DMSO at room temperature.

DBU-Catalyzed Deconjugation of 7-Substituted 3,4-Didehydro-2-oxepanones. Deuterium Incorporation, Significance of the Imine Double Bond, and Application to the Synthesis of a Key Pharmacophore

7-Substituted 3,4-Didehydro-2-oxepanones are conveniently deconjugated to the 4,5-didehydro derivatives by DBU. The isomerization of 7-benzyl-substituted 2-oxepanones proceeds to the extent of 90% over the initial 3 h; the concentration falls gradually thereafter to achieve, in 25 h, a 3:2 equilibrium in favor of deconjugation. Such an equilibrium does not exist for the 7-methyl and the 7-(2-phenethyl) derivatives. The significance of the imine double bond in DBU has been explored. The isomerization in CDCl3 causes deuterium incorporation at positions 3 and 5 of the 2-oxepanones examined and at position 6 of DBU. The mechanistic rationales for these deuterium incorporations are advanced. The transformation of 7-benzyl-3,4-didehydro-2-oxepanone into a bicyclo[3.3.0] skeleton that is present in a diverse class of biologically active natural products is described as a possible potential use of the present deconjugation methodology.

Cerium(III) Chloride Mediated Michael Addition of RMgX to Nitroenes: a Very Efficient Access to Complex Nitroalkanes

Reactions of RMgX-CeCl3 complexes with nitroenes lead to functionalized nitroalkanes in very good yields.

Alkyl radical cyclisations of methylenecyclopropane derivatives

Radical cyclisations of various methylenecyclopropane derivatives have been studied. Cyclisation of diphenylsubstituted (methylenecyclopropyl)butyl radical 10 gave the unexpected cyclohexene 5, via a series of radical rearrangements. In further studies, (