10577-44-3

Upstream product

• 3698-28-0 2-allylanisole 
• 7452-01-9 1-(o-methoxyphenyl)-1-propanol 
• 123-62-6 propionic acid anhydride 
• 135-02-4 ortho-anisaldehyde 
• 10467-10-4 ethylmagnesium iodide 
• 925-90-6 ethylmagnesium bromide 
• 1746-13-0 allyl phenyl ether 
• 59086-52-1 2-allyloxybenzoic acid 
• 1745-81-9 o-Allylphenol 
• 3066-75-9 allyl diethyl phosphate 
• 578-57-4 2-bromoanisole 
• 18146-00-4 allyloxytrimethylsilane 
• 4873-09-0 allyl tosylate 
• 106-95-6 allyl bromide 

Downstream Products

• 6306-34-9 1-(2-methoxyphenyl)-2-nitropropene 
• 861298-43-3 1-(2-bromo-1-methoxy-propyl)-2-methoxy-benzene 
• 91969-33-4 2-(2-methyl-cyclopropyl)-anisole 
• 101355-97-9 1-[1-(2-methoxy-phenyl)-propyl]-piperidine 
• 5211-62-1 1-(2-methoxyphenyl)propan-2-one 
• 103754-06-9 2-(1,2-dibromo-propyl)-anisole 
• 579-75-9 2-Methoxybenzoic acid 
• 7452-01-9 1-(o-methoxyphenyl)-1-propanol 
• 5561-92-2 1-(2-methoxyphenyl)propan-1-one 
• 93-30-1 methoxyphenamine 

Relevant academic research and scientific papers

Facile Synthesis of Chiral Arylamines, Alkylamines and Amides by Enantioselective NiH-Catalyzed Hydroamination

Regio- and enantioselective hydroarylamination, hydroalkylamination and hydroamidation of styrenes have been developed by NiH catalysis with a simple bioxazoline ligand under mild conditions. A wide range of enantioenriched benzylic arylamines, alkylamines and amides can be easily accessed by nitroarenes, hydroxylamines and dioxazolones, respectively as amination reagents. The chiral induction in these reactions is proposed to proceed through an enantiodifferentiating syn-hydronickellation step.

Iron Catalyzed Double Bond Isomerization: Evidence for an FeI/FeIII Catalytic Cycle

Iron-catalyzed isomerization of alkenes is reported using an iron(II) β-diketiminate pre-catalyst. The reaction proceeds with a catalytic amount of a hydride source, such as pinacol borane (HBpin) or ammonia borane (H3N?BH3). Reactivity with both allyl arenes and aliphatic alkenes has been studied. The catalytic mechanism was investigated by a variety of means, including deuteration studies, Density Functional Theory (DFT) and Electron Paramagnetic Resonance (EPR) spectroscopy. The data obtained support a pre-catalyst activation step that gives access to an η2-coordinated alkene FeI complex, followed by oxidative addition of the alkene to give an FeIII intermediate, which then undergoes reductive elimination to allow release of the isomerization product.

Preferential Photoreaction in a Porous Crystal, Metal-Macrocycle Framework: PdII-Mediated Olefin Migration over [2+2] Cycloaddition

A nanosized confined space with well-defined functional surfaces has great potential to control the efficiency and selectivity of catalytic reactions. Herein we report that a 1,6-diene, which normally forms an intramolecular [2+2] cycloadduct under photoirradiation, preferentially undergoes a photoinduced olefin migration in a porous crystal, metal-macrocycle framework (MMF), and alternatively [2+2] cycloaddition is completely inhibited in the confined space. A plausible reaction mechanism for olefin migration triggered by the photoinduced dissociation of the Pd-Cl bond is suggested based on UV-vis diffuse reflectance spectroscopy, single-crystal XRD, and MS-CASPT2 calculation. The substrate scope of the photoinduced olefin migration in MMF was also examined using substituted allylbenzene derivatives.

Visible-light-mediated anti-regioselective nitrone 1, 3-dipolar cycloaddition reaction and synthesis of bisindolylmethanes

The development of photoredox reactions of 1, 3- dipolar cycloaddition of nitrones with alkenes is reported. It offers an efficient synthetic method to obtain isoxazolidine derivatives under mild conditions in synthetically useful yields. The nitrones are cyclized with oxidizable styrenes and aliphatic alkenes via a polar radical crossover cycloaddition reaction through photocatalytic reaction without additives. In addition, bis(indole)methanes can also be prepared through this method.

Practical iron-catalyzed allylations of aryl grignard reagents

An operationally simple iron-catalyzed reductive cross-coupling reaction between aryl halides and allyl electrophiles has been developed. The underlying domino process exhibits high versatility with respect to the allylic leaving group (acetate, tosylate, diethyl phosphate, methyl carbonate, trimethylsilanolate, methanethiolate, chloride, bromide) and high economic and environmental sustainability with respect to the catalyst system (0.2-5 mol% tris(acetylacetonato)iron(III), ligand-free) and reaction conditions (tetrahydrofuran, 0°C, 45 min).

Intramolecular Proton Transfer in Photohydration Reactions

The photohydration by intramolecular proton transfer of compounds 1-12 has been studied.The non-nitro-substituted o-hydroxystyrenes photohydrate cleanly via the Markovnikov addition of water to afford the 1-arylethanols.The nitro-substituted o-hydroxystyrenes showed no dependence of product quantum yield with change in pH.The products isolated and identified in this case were the corresponding 2-(2-hydroxyphenyl)ethanols.Compounds with α substituents showed evidence of an increased interaction between the hydroxyl group and the ? orbitals of the vinyl moiety.The absolute quantum yields for 1 and 9 were estimated and used to calculate the effective molarities, EM = 1E-2 and 2.6, respectively.