32766-61-3

Upstream product

• 5781-53-3 monomethyl oxalyl chloride 
• 100-66-3 methoxybenzene 
• 6832-17-3 2-diazo-1-(4-methoxyphenyl)ethanone 
• 22979-36-8 methyl 2-diazo-2-(4-methoxypheny)acetate 
• 553-90-2 Dimethyl oxalate 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 67-56-1 methanol 
• 1076-95-5 p-methoxyphenylglyoxal 
• 104-01-8 4-Methoxyphenylacetic acid 
• 7099-91-4 p-methoxybenzoylformic acid 
• 74-88-4 methyl iodide 
• 100-07-2 4-methoxy-benzoyl chloride 
• 18166-02-4 N-trimethylsilylmethylamine 
• 124-38-9 carbon dioxide 

Downstream Products

• 137531-85-2 (Z)-O-methylisopinastric acid 
• 22628-24-6 (E)-4-methoxy-5-(α-methoxycarbonyl-4-methoxybenzylidene)-3-phenylfuran-2(5H)-one 
• 104206-34-0 methyl (E)-α-<3-methoxy-5-oxo-4-(3,4,5-trimethoxyphenyl)-2,5-dihydrofuran-2-ylidene>(4-methoxyphenyl)acetone 
• 61418-15-3 methyl (Z)-α-<3-methoxy-5-oxo-4-(3,4,5-trimethoxyphenyl)-2,5-dihydrofuran-2-ylidene>(4-methoxyphenyl)acetone 
• 104383-29-1 methyl (S)-α-hydroxy-(4-methoxyphenyl)acetate 
• 32174-38-2 methyl (R)-2-hydroxy-2-(4-methoxyphenyl)acetate 
• 81316-44-1 trans-2,3-bis(carbomethoxy)-p,p'-dimethoxystilbene oxide 
• 81316-37-2 cis-2,3-bis(carbomethoxy)-p,p'-dimethoxystilbene oxide 
• 33131-46-3 2-(4-methoxyphenyl)-3-methylcrotonic acid 
• 1018902-02-7 2-hydroxy-4-oxo-2-(4-methoxylphenyl)pentanoic acid methyl ester 
• 1073126-05-2 2-hydroxy-4-oxo-2-(4-methoxylphenyl)pentanoic acid methyl ester 
• 1408233-50-0 N,N-dihexyl-2-(4-methoxylphenyl)glycine methyl ester 
• 1408233-61-3 C₁₇H₁₇NO₆S 
• 1408233-62-4 C₁₆H₂₅NO₄Si 

Relevant academic research and scientific papers

Unraveling two pathways for NHPI-mediated electrocatalytic oxidation reaction

Two pathways for N-hydroxyphthalimide (NHPI)-mediated electrocatalytic oxidation using phenylacetate derivatives as template substrates were first reported for benzylic C[sbnd]H oxidation to oxygenated and non-oxygenated products. DFT calculation indicates that the hydrogen-atom transfer (HAT) process between phthalimido-N-oxyl (PINO) and substrate is a rate-determined step. Aromatic α-keto esters and 2-((1,3-dioxoisoindolin-2-yl)oxy)-2-aryl acetate obtained by cross-coupling between benzylic radical and PINO can be selectively synthesized through controlling the concentration of PINO radical. This method provides a deep understanding for selective weak C[sbnd]H oxidation using NHPI as redox mediator.

Tris(pentafluorophenyl)borane-Catalyzed Oxygen Insertion Reaction of α-Diazoesters (α-Diazoamides) with Dimethyl Sulfoxide

A tris(pentafluorophenyl)borane-catalyzed oxidation reaction of α-diazoesters (α-diazo amides) with dimethyl sulfoxide has been developed. The reaction proceeds under metal free conditions to afford a series α-ketoesters and α-ketoamides. The synthetic utility of this protocol is demonstrated through synthetic transformations and scaled-up synthesis. (Figure presented.).

Methyl Benzoylformate Derivative Norrish Type I Photoinitiators for Deep-Layer Photocuring under Near-UV or Visible LED

We designed and prepared a series of methyl benzoylformate (MBF) derivatives Norrish type I photoinitiators (MBFs) for light-emitting diode (LED)-induced photopolymerization through computer simulation. The potential photolysis mechanism of MBFs under LED at 405 nm was explored by steady-state photolysis, nuclear magnetic resonance, and electron spin resonance. The as-synthesized photoinitiator dimethyl 1,4-dibenzoylformate (DM-BD-F) can efficiently initiate free radical photopolymerization of acrylate monomers under LED irradiation at 405 nm. Moreover, we predicted well the photoinitiating capability of MBFs through the cleavage exothermy (ΔH) calculated by triplet bond dissociation energy (BDE) and triplet energy (ET). Significantly, based on the weak absorption of MBFs at 405 nm, MBFs were successfully applied to deep-layer photocuring and the curing depth reached 6.5 cm after the irradiation of LED at 405 nm for 30 s. This research provides a new idea and efficient strategy for the molecular design of photoinitiators for deep-layer photocuring.

Photoinduced Diverse Reactivity of Diazo Compounds with Nitrosoarenes

A diverse reactivity of diazo compounds with nitrosoarene in an oxygen-transfer process and a formal [2 + 2] cycloaddition is reported. Nitosoarene has been exploited as a mild oxygen source to oxidize an in situ generated carbene intermediate under visible-light irradiation. UV-light-mediated in situ generated ketenes react with nitosoarenes to deliver oxazetidine derivatives. These operationally simple processes exemplify a transition-metal-free and catalyst-free protocol to give structurally diverse α-ketoesters or oxazetidines.

Silyl Cyanopalladate-Catalyzed Friedel-Crafts-Type Cyclization Affording 3-Aryloxindole Derivatives

3-Aryloxindole derivatives were synthesized through a Friedel-Crafts-type cyclization. The reaction was catalyzed by a trimethylsilyl tricyanopalladate complex generated in situ from trimethylsilyl cyanide and Pd(OAc) 2. Wide varieties of diethyl phosphates derived from N -arylmandelamides were converted almost quantitatively into oxindoles. When N, N -dibenzylamide was used instead of an anilide substrate, a benzo-fused δ-lactam was obtained. An oxindole product was subjected to substitution reactions to afford 3,3-diaryloxindoles with two different aryl groups.

Metabolically stable vanillin derivatives for the treatment of hypoxia

Vanillin derivative compounds that bind covalently with hemoglobin are provided. Methods of treating sickle cell disease and other hypoxia-related disorders by administering such compounds are also provided.

Visible-Light-Induced Catalyst-Free Carboxylation of Acylsilanes with Carbon Dioxide

Intermolecular carbon-carbon bond formation between acylsilanes and carbon dioxide (CO2) was achieved by photoirradiation under catalyst-free conditions. In this reaction, siloxycarbenes generated by photoisomerization of the acylsilanes added to the C═O bond of CO2 to give α-ketocarboxylates, which underwent hydrolysis to afford α-ketocarboxylic derivatives in good yields. Control experiments suggest that the generated siloxycarbene is likely to be from the singlet state (S1) of the acylsilane and the addition to CO2 is not in a concerted manner.

[Fe(bpy)3]2+-based porous organic polymers with boosted photocatalytic activity for recyclable organic transformations

Three rigid metal porous organic polymers (POPs) based on an iron(ii) complex are prepared from the condensation reactions of an octahedral [Fe(bpy)3]2+-cored hexaaldehyde and three rod-like aromatic diamines. The POPs have been studied as the first series of earth-abundant metal complex-connected photocatalysts for heterogeneous visible light-driven oxidation of benzyl halides and enantioselective α-alkylation of aldehydes. Both yields and enantioselectivities of the reactions catalyzed by one of the POPs, which possesses the largest porosity, rival or even surpass those of the reactions homogeneously catalyzed by control [Fe(bpy)3]2+complexes. Moreover, POP catalysts are highly stable and exhibit a considerable activity after recycling 10 times.

Visible-Light-Enabled Paternò-Büchi Reaction via Triplet Energy Transfer for the Synthesis of Oxetanes

One of the most efficient ways to synthesize oxetanes is the light-enabled [2 + 2] cycloaddition reaction of carbonyls and alkenes, referred to as the Paternò-Büchi reaction. The reaction conditions for this transformation typically require the use of hig

Stoichiometric Photochemical Carbene Transfer by Bamford–Stevens Reaction

The photolysis of diazoalkanes is a timely strategy to conduct carbene-transfer reactions under mild and metal-free reaction conditions, and has developed as an important alternative to conventional metal-catalyzed carbene-transfer reactions. One of the major limitations lies within the rapidly occurring side reaction of the carbene intermediate with remaining diazoalkane molecules that result in the use of an excess of the reaction partner and thus impacts on the reaction efficiency. Herein, we describe a protocol that takes advantage of the in situ generation of donor–acceptor diazoalkanes by Bamford–Stevens reaction. Following this strategy, the concentration of the diazoalkane reaction partner can be minimized to reduce unwanted side reactions and to now conduct photochemical carbene transfer reactions under stoichiometric reaction conditions. We have explored this approach in the C?H and N?H functionalization and cyclopropanation reaction of N-heterocycles and could demonstrate the applicability of this method in 51 examples.