15232-96-9

Upstream product

• 2441-97-6 3-chloro-cyclohexene 
• 2362-61-0 trans-2-Phenylcyclohexanol 
• 22040-54-6 trans-(+/-)-1-Acetoxy-2-phenylcyclohexane 
• 22040-54-6 cis-2-phenyl-cyclohexyl acetate 
• 17540-17-9 (+/-)-dithiocarbonic acid S-methyl ester-O-(trans-2-phenyl-cyclohexyl ester) 
• 17540-17-9 (+/-)-dithiocarbonic acid S-methyl ester-O-(cis-2-phenyl-cyclohexyl ester) 
• 97395-16-9 optically inactive sulfurous acid methyl ester-(trans-2-phenyl-cyclohexyl ester) 
• 97395-16-9 optically inactive sulfurous acid methyl ester-(cis-2-phenyl-cyclohexyl ester) 
• 1521-51-3 rac-3-bromocyclohexene 
• 591-50-4 iodobenzene 
• 110-83-8 cyclohexene 
• 107-10-8 propylamine 
• 771-98-2 1-Phenylcyclohexene 
• 26974-24-3 6-phenyl-1-pyrrolidinocyclohexene 

Downstream Products

• 138153-06-7 7,7-Dibrom-exo-2-phenylbicyclo<4.1.0>heptan 
• 827-52-1 1-phenyl-1-cyclohexane 
• 771-98-2 1-Phenylcyclohexene 
• 2270-20-4 5-Phenylpentanoic acid 
• 2628-88-8 2-phenyl-1,6-hexanedioic acid 
• 20383-30-6 3-phenylcyclohexene oxide 
• 51171-72-3 4-phenylcyclohex-2-en-1-one 

Relevant academic research and scientific papers

Heck reactions in hydrothermal, sub-critical water: Water density as an important reaction variable

Heck coupling reactions of iodobenzene and cyclohexene in sub-critical water illustrate the importance of water density as a reaction variable. Altering the water density from 0.03 to 0.84 g/mL and the reaction pressure from 30 to greater than 213 bar at 225°C changed both product and isomer yields. The multiple physical effects of water density were also explored by the addition of ionic salts. Changing the isothermal state of the liquid water, measurably altered coupling reaction pathways suggesting that changes in solvent-solute interactions can influence transition states favoring some configurations and disfavoring others.

Photosensitized (electron-transfer) deconjugation of 1-arylcyclohexenes

(equation presented) A series of 1-arylcyclohexenes have been deconjugated to the corresponding 3-arylcyclohexenes via a photosensitized electron-transfer reaction. The introduction of substituents on the aryl group has provided insight into the underlyin

A Change from Kinetic to Thermodynamic Control Enables trans-Selective Stereochemical Editing of Vicinal Diols

Here, we report the selective, catalytic isomerization of cis-1,2-diols to trans-diequatorial-1,2-diols. The method employs triphenylsilanethiol (Ph3SiSH) as a catalyst and proceeds under mild conditions in the presence of a photoredox catalyst and under

Efficient functionalization of olefins by arylsilanes catalyzed by palladium anionic complexes

The coupling of organosilanes and different olefins was performed efficiently in the presence of anionic complexes, [CA]2[PdX4] and [CA]2[Pd2X6], where CA?=?imidazolium or pyridinium cation. The reaction proceeds according to a Pd(II)-mediated pathway, and Cu(OAc)2 acts as the re-oxidant of Pd(0) formed during the catalytic process. High product yields were obtained for differently substituted olefins at 80?°C in 4?h. Styrylsilanes reacted in the same conditions giving unsymmetrical 1,3-dienes.

Cobalt-Catalyzed Cross-Coupling of Grignards with Allylic and Vinylic Bromides: Use of Sarcosine as a Natural Ligand

Sarcosine was discovered to be an excellent ligand for cobalt-catalyzed carbon-carbon cross-coupling of Grignard reagents with allylic and vinylic bromides. The Co(II)/sarcosine catalytic system is shown to perform efficiently when phenyl and benzyl Grignards are coupled with alkenyl bromides. Notably, previously unachievable Co-catalyzed coupling of allylic bromides with Grignards to linearly coupled α-products was also realized with Co(II)/sarcosine catalyst. This method was used for efficient preparation of the key intermediate in an alternative synthesis of the antihyperglycemic drug sitagliptin.

Direct C(sp2)-C(sp3) cross-coupling of diaryl zinc reagents with benzylic, primary, secondary, and tertiary alkyl halides

The direct C(sp2)-C(sp3) cross-coupling of diaryl zinc reagents with benzylic, primary, secondary, and tertiary alkyl halides proceeded in the absence of coordinating ethereal solvents at ambient temperature without the addition of a catalyst. The C(sp2)-C(sp3) cross-coupling showed excellent functional-group tolerance, and products were isolated in high yields, generally without the requirement for purification by chromatography. This process represents an expedient, operationally simple method for the construction of new C(sp2)-C(sp3) bonds. Zinc and you'll miss it. Direct C(sp2)-C(sp3) cross-coupling of diaryl zinc reagents with alkyl halides proceeded rapidly at ambient temperature without a coordinating ethereal solvent or an added catalyst (see scheme). This versatile, operationally simple approach to C(sp2)-C(sp3) bond formation enables the expedient construction of a diverse array of carbon-based structural motifs.

A palladium NNC-pincer complex: An efficient catalyst for allylic arylation at parts per billion levels

Allylic arylation of allylic acetates by sodium tetraarylborates in the presence of ppb to ppm (molar) loadings of a palladium NNC-pincer complex catalyst in methanol at 50°C gave the corresponding arylated products in excellent yields. Total turnover numbers of up to 500 000 000 and turnover frequencies of up to 11 250 000 h-1 were achieved.

A vesicular self-assembled amphiphilic palladium NNC-pincer complex-catalyzed allylic arylation of allyl acetates with sodium tetraarylborates in water

Abstract The allylic arylation of various allyl acetates with sodium tetraarylborates proceeded in water in the presence of a vesicular self-assembled amphiphilic palladium NNC-pincer complex to give the corresponding arylated products in high yield, wher

Cycloalkyl-based unsymmetrical unsaturated (U2)-NHC ligands: Flexibility and dissymmetry in ruthenium-catalysed olefin metathesis

Air-stable Ru-indenylidene and Hoveyda-type complexes bearing new unsymmetrical unsaturated N-heterocyclic carbene (U2-NHC) ligands combining a mesityl unit and a flexible cycloalkyl moiety as N-substituents were synthesised. Structural features, chemical stabilities and catalytic profiles in olefin metathesis of this new library of cycloalkyl-based U2-NHC Ru complexes were studied and compared with their unsymmetrical saturated NHC-Ru homologues as well as a set of commercially available Ru-catalysts bearing either symmetrical SIMes or IMes NHC ligands.

A mild method for eliminating alkyl ethers to alkenes

A method for the conversion of methyl ethers into alkenes is described. In a one-step and mild procedure, both conjugated and isolated cyclic alkenes are accessible in mostly good yields using triflic anhydride in combination with triethylamine. This elimination procedure can also be applied to ethyl and benzyl ethers.