15954-46-8

Upstream product

• 828-45-5 1-methylcyclohexylbenzene 
• 75-36-5 acetyl chloride 
• 591-49-1 1-methylcyclohex-1-ene 
• 33026-37-8 (rac)-3-phenyl-3-methylcyclohexanone 
• 13329-40-3 4-Iodoacetophenone 
• 99-90-1 para-bromoacetophenone 
• 89854-70-6 1-methylcyclohexanamine hydrochloride 
• 71-43-2 benzene 
• 17206-54-1 2-methyl-2-phenyl-cyclohexanone 
• 591-47-9 4-methylcyclohexene 
• 583-59-5 2-Methylcyclohexanol 
• 589-91-3 p-methylcyclohexanol 

Downstream Products

• 14962-16-4 1-p-ethylphenyl-1-methylcyclohexane 
• 107317-81-7 1-p-acetoxyphenyl-1-methylcyclohexane 
• 2948-44-9 1-methoxy-4-(1-methylcyclohexyl)benzene 
• 14962-20-0 4-(1-methylcyclohexyl)phenol 
• 63007-39-6 [4-(1-Methyl-cyclohexyl)-phenyl]-acetic acid 

Relevant academic research and scientific papers

Dual Nickel/Photoredox-Catalyzed Deaminative Cross-Coupling of Sterically Hindered Primary Amines

We report a method to activate α-3° amines for deaminative arylation via condensation with an electron-rich aldehyde and merge this reactivity with nickel metallaphotoredox to generate benzylic quaternary centers, a common motif in pharmaceuticals and natural products. The reaction is accelerated by added ammonium salts. Evidence is provided in support of two roles for the additive: inhibition of nickel black formation and acceleration of the overall reaction rate. We demonstrate a robust scope of amine and haloarene coupling partners and show an expedited synthesis of ALK2 inhibitors.

Iron-Nickel Dual-Catalysis: A New Engine for Olefin Functionalization and the Formation of Quaternary Centers

Alkene hydroarylation forms carbon-carbon bonds between two foundational building blocks of organic chemistry: olefins and aromatic rings. In the absence of electronic bias or directing groups, only the Friedel-Crafts reaction allows arenes to engage alkenes with Markovnikov selectivity to generate quaternary carbons. However, the intermediacy of carbocations precludes the use of electron-deficient arenes, including Lewis basic heterocycles. Here we report a highly Markovnikov-selective, dual-catalytic olefin hydroarylation that tolerates arenes and heteroarenes of any electronic character. Hydrogen atom transfer controls the formation of branched products and arene halogenation specifies attachment points on the aromatic ring. Mono-, di-, tri-, and tetra-substituted alkenes yield Markovnikov products including quaternary carbons within nonstrained rings.

Conformational Dependence of 13C SCS in 1-Methyl-1-phenylcyclohexanes

13C chemical shift data are reported for a series of para-substituted 1-methyl-1-phenylcyclohexanes at 22 and -100 deg C.The magnitudes of the SCS at alkyl and cycloalkyl carbon positions are discussed.The SCS at C-methyl and C-4 are significantly differe