36952-37-1

Upstream product

• 1603-40-3 3-methylpyridin-2-ylamine 
• 100-52-7 benzaldehyde 
• 592-41-6 1-hexene 

Downstream Products

• 69547-87-1 [RhHCl(2-benzylideneamino-3-methylpyridine^(1-))(PPh₃)2] 
• 1273592-95-2 3,5,3'-trimethyl-2,4,6-triphenyl-2H-1,2'-bipyridine 
• 1273592-93-0 2,3,4,5-tetrabutyl-3'-methyl-6-phenyl-2H-[1,2']bipyridinyl 
• 1273592-98-5 1,4-diethyl-2-(3-methyl-pyridin-2-yl)-3-phenyl-1,2,5,6,7,8-hexahydroisoquinoline 
• 1273592-92-9 2,3,4,5-tetraethyl-3'-methyl-6-phenyl-2H-[1,2']bipyridinyl 
• 1273592-76-9 (E)-3-methyl-N-(1-phenyl-2-propylhex-2-en-1-yl)pyridin-2-amine 
• 1273592-96-3 2,4-bis-(4-methoxy-phenyl)-3,5,3'-trimethyl-6-phenyl-2H-[1,2']bipyridinyl 
• 1273592-94-1 3'-methyl-2,3,4,5,6-pentaphenyl-2H-[1,2']bipyridinyl 
• 1273592-97-4 1,4-dimethyl-2-(3-methyl-pyridin-2-yl)-3-phenyl-1,2,5,7-tetrahydro-[2]pyridine-6,6-dicarboxylic acid diethyl ester 
• 1151799-70-0 [RhH(2-benzylideneamino-3-methylpyridine)(PPh₃)2(pyridine)]BF₄ 
• 41865-46-7 3-(4-fluoro-phenyl)-1-phenyl-propan-1-one 
• 95465-70-6 1-phenyl-3-(3-methylphenyl)-1-propananone 
• 15101-68-5 1-phenyl-3-(3-(methoxy)phenyl)propan-1-one 
• 95465-72-8 3‐(2‐methoxyphenyl)‐1‐phenylpropan‐1‐one 

Relevant academic research and scientific papers

Montmorillonite K10 as a suitable co-catalyst for atom economy in chelation-assisted intermolecular hydroacylation

The clay montmorillonite K10 is an efficient acidic solid that can act as a reusable co-catalyst in the condensation reaction of aldehydes and amines to provide the imine intermediate which is then transformed into the ketone through the hydroiminoacylation reaction, in the presence of rhodium complexes.

Resolving a Reactive Organometallic Intermediate from Dynamic Directing Group Systems by Selective C?H Activation

Catalyst discovery from systems of potential precursors is a challenging endeavor. Herein, a new strategy applying dynamic chemistry to the identification of catalyst precursors from C?H activation of imines is proposed and evaluated. Using hydroacylation of imines as a model reaction, the selection of an organometallic reactive intermediate from a dynamic imine system, involving many potential directing group/metal entities, is demonstrated. The identity of the amplified reaction intermediate with the best directing group could be resolved in situ by ESI-MS, and coupling of the procedure to an iterative deconvolution protocol generated a system with high screening efficiency.

Gold-catalyzed oxidative rearrangement involving 1,2-acyl migration: Efficient synthesis of functionalized dihydro-γ-carbolines from α-(2-indolyl) propargylic alcohols and imines

Smooth moves with a nifty side step: A gold-catalyzed transformation of α-(2-indolyl) propargylic alcohols with imines in the presence of the oxidant 8-isopropylquinoline N-oxide provided rapid access to highly functionalized dihydro-γ-carbolines (see scheme). The reaction mechanism is proposed to involve intermolecular trapping of an α-carbonyl gold carbenoid intermediate, followed by cyclization and a novel gold-assisted 1,2-acyl migration.

Nickel-catalyzed, directing-group-assisted [2+2+2] cycloaddition of imine and alkynes

An aldimine bearing a 3-methyl-2-pyridyl group undergoes [2+2+2] cycloaddition reaction with two alkyne molecules under nickel catalysis to afford a 1,2-dihydropyridine derivative in moderate to good yield. The reaction is likely to involve oxidative cyclization of the imine and alkyne, insertion of another alkyne, and C-N reductive elimination, followed by a 1,5-sigmatropic hydrogen shift. The pyridyl group is proposed to facilitate the reaction by chelation to the aza-nickelacycle intermediates. Copyright

Solvent-free chelation-assisted hydroacylation of olefin by rhodium(I) catalyst under microwave irradiation

A solvent-free protocol for the rhodium(I)-catalyzed intermolecular hydroacylation was achieved under microwave irradiation to furnish various ketones in high yields. The reactivity was improved by the addition of aniline as well as 2-amino-3-picoline and benzoic acid to induce a transimination, which facilitates the formation of intermediate aldimine. A comparison of the reactivity between the reaction performed under the conventional heating mode and the microwave irradiation using monomode reactor revealed an important specific microwave effect during the chelation-assisted hydroacylation. It is supposed that the observed specific microwave effect mainly originates from the formation of aldimine by condensation of aldehyde and amine, which leads to a development of charges in the transition state. This result confirms that the rate-determining step of the reaction is the initial condensation step rather than the subsequent hydroiminoacylation step.

Synthesis of Schiff's bases from furylacroleins and aminopyridines in the presence of molecular sieves

We have studied the reactions of (hetero)aromatic aldehydes with 2-aminopyridines. The results obtained suggest that molecular sieves play a role in these processes not only as a dehydrating agent but also as an acid catalyst. We have synthesized a series of novel heterocyclic azomethines.