1126991-60-3

Upstream product

• 104-53-0 3-phenyl-propionaldehyde 
• 2564-83-2 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical 
• 122-97-4 3-Phenyl-1-propanol 
• 623-73-4 diazoacetic acid ethyl ester 
• 2564-83-2 2,2,6,6-tetramethyl-piperidine-N-oxyl 
• 39655-59-9 4-(3-phenyl-1-propen-1-yl)-morpholine 

Downstream Products

• 936331-31-6 (S)-3-phenyl-2-(2,2,6,6-tetramethylpiperidin-1-yloxyl)propan-1-ol 

Relevant academic research and scientific papers

Photoinduced oxyamination of enamines and aldehydes with TEMPO catalyzed by [Ru(bpy)3]2+

Tris(bipyridyl)rutheriium(II) ([Ru(bpy)3J2+: TB(II)) catalyzes oxidative coupling of enamines and aldehydes with 2,2,6,6- tetramethylpiperidinyl-l-oxy (TEMPO) under irradiation of visible light to afford α-oxyaminated carbonyl compounds. The vi

Highly stable and porous cross-linked polymers for efficient photocatalysis

Porous cross-linked polymers (PCPs) with phosphorescent [Ru(bpy) 3]2+ and [Ir(ppy)2(bpy)]+ building blocks were obtained via octacarbonyldicobalt (Co2(CO) 8)-catalyzed alkyne trimerization

Efficient asymmetric α-oxyamination of aldehydes by resin-supported peptide catalyst in aqueous media

The resin-supported peptide catalyst having the terminal five-residue Pro-d-Pro-Aib-Trp-Trp combined with polyleucine successfully catalyzed the asymmetric α-oxyamination of aldehydes in aqueous media. The secondary structure and the chirality sense of th

Concerning the mechanism of the FeCl3-catalyzed α-oxyamination of aldehydes: Evidence for a non-SOMO activation pathway

The mechanism of a recently reported aldehyde α-oxyamination reaction has been studied using a combination of kinetic, spectrometric, and spectrophotometric techniques. Most crucially, the use of a validated cyclopropane-based radical-clock substrate has demonstrated that carbon-oxygen bond formation occurs predominantly through an enamine activation manifold. The mechanistic details reported herein indicate that, as has been proposed for previously studied alcohol oxidations, complexation between TEMPO and a simple metal salt leads to electrophilic ionic reactivity.

Ad Hoc Adjustment of Photoredox Properties by the Late-Stage Diversification of Acridinium Photocatalysts

The steadily growing interest in substituting precious-metal photoredox catalysts with organic surrogates is vibrantly sustained by emerging methodologies to vary their photochemical behavior. Herein, we report an ad hoc approach for the preparation of acridinium salts with a particularly broad range of photoredox properties. The method involves an aryne-imine-aryne coupling to a linchpin tetrafluoro acridinium salt for a late-stage diversification by nucleophilic aromatic substitution reactions to form diaminoacridinium and undescribed aza-rhodol photocatalysts. The different functionalities and redox properties of the organic acridinium photocatalysts render them suitable for bifunctional photoredox catalysis and organocatalytic photochemical C-N cross-couplings.

Efficient Use of Photons in Photoredox/Enamine Dual Catalysis with a Peptide-Bridged Flavin-Amine Hybrid

An isoalloxazine (flavin) ring system and a secondary amine have been integrated through a short peptide linker with the aim of using photons as efficiently as possible in photoredox/enamine dual catalysis. We herein report a peptide-bridged flavin-amine

Photoorganocatalytic α-oxyamination of aldehydes

Methylene blue catalyzes the visible light-induced organocatalytic α-oxyamination of aldehydes via enamines. The irradiation of 3-phenylpropanal with TEMPO radical in the presence of morpholine as an organocatalyst and methylene blue as a photoredox catalyst gave the desired α-functionalized aldehyde in 75% yield.

Porphyrins as Photoredox Catalysts: Experimental and Theoretical Studies

Metalloporphyrins not only are vital in biological systems but also are valuable catalysts in organic synthesis. On the other hand, catalytic properties of free base porphyrins have been less explored. They are mostly known as efficient photosensitizers for the generation of singlet oxygen via photoinduced energy transfer processes, but under light irradiation, they can also participate in electron transfer processes. Indeed, we have found that free base tetraphenylporphyrin (H2TPP) is an efficient photoredox catalyst for the reaction of aldehydes with diazo compounds leading to α-alkylated derivatives. The performance of a porphyrin catalyst can be optimized by tailoring various substituents at the periphery of the macrocycle at both the β and meso positions. This allows for the fine tuning of their optical and electrochemical properties and hence their catalytic activity.

Peptide/laccase cocatalyzed asymmetric α-oxyamination of aldehydes

An asymmetric α-oxyamination could be successfully performed by a peptide catalyst and laccase. The combination of peptide catalysis and enzymatic air oxidation promoted the reaction smoothly in water without employing a metal reagent. The oxyaminated compounds could be obtained as both aldehyde and carboxylic acid products depending on the reaction conditions.

One-pot sequential alcohol oxidation and asymmetric α-oxyamination in aqueous media using recyclable resin-supported peptide catalyst

An efficient tandem reaction system was developed, in which primary alcohols were used for the oxidation to the corresponding aldehydes followed by an asymmetric α-oxyamination with a resin-supported peptide catalyst.