294661-03-3

Upstream product

• 152404-49-4 methyl 3,5-dibromo-4-methoxy-<2,6-2H2>benzoate 
• 152404-50-7 methyl 4-methoxy-<2,6-2H2>benzoate 
• 33757-50-5 4-methoxy-N-(8-quinolinyl)benzamide 
• 100-07-2 4-methoxy-benzoyl chloride 
• 100-09-4 4-methoxybenzoic acid 

Relevant academic research and scientific papers

Regioselective Synthesis of Isocoumarins via Iridium(III)-Catalyzed Oxidative Cyclization of Aromatic Acids with Propargyl Alcohols

An Ir(III)-catalyzed oxidative cyclization of benzoic acids with propargyl alcohols to give substituted isocoumarins in a highly regioselective manner is described. This protocol has a broad substrate scope with high functional group tolerance. The observed isocoumarins were converted into biologically active tetracyclic indeno[2,1-c]isocoumarins by Lewis acid-mediated cyclization. A possible reaction mechanism is proposed and strongly supported by the detailed mechanistic investigation and DFT.

Rhodium(III)-Catalyzed C-H Olefination of Aromatic/Vinyl Acids with Unactivated Olefins at Room Temperature

A Rh(III)-catalyzed COOH-assisted C-H alkenylation of aromatic acids with unactivated alkenes at room temperature is described. Further, the highly challenging β-C-H olefination of acrylic acids with unactivated olefins was also demonstrated. In these reactions, ortho-alkenylated aromatic/vinylic acids were prepared in good to excellent yields. A possible reaction mechanism involving ortho C-H activation and a five-membered rhodacycle formation was proposed and supported by the deuterium-labeling studies and isolation of a key rhodacycle intermediate.

Ruthenium(II)-Catalyzed Hydrogen Isotope Exchange of Pharmaceutical Drugs by C?H Deuteration and C?H Tritiation

Well-defined ruthenium(II) biscarboxylate complexes enabled selective ortho-deuteration with weakly-coordinating, synthetically useful carboxylic acid with outstanding levels of isotopic labeling. The robust nature of the catalytic system was reflected by

Preparation method of o-position deuterated benzoic acid compound

The invention discloses a preparation method of an o-position deuterated benzoic acid compound. The preparation method sequentially comprises the following steps: carrying out an oil bath reaction on8-aminoquinoline substituted benzoic acid amide used as a raw material under a sealing state at a temperature of 120-160 DEG C for 24-72 hours in the presence of a deuterated reagent and a palladium catalyst, cooling the obtained reaction liquid to room temperature, carrying out extraction, washing the obtained organic layer, and carrying out drying and concentration; carrying out silica gel column chromatography on the obtained concentrate; carrying out an oil bath reaction on the obtained deuterated intermediate in a sulfuric acid water solution at 120+/-20 DEG C until a TLC detection reaction is completed; cooling the obtained reaction solution to room temperature, carrying out extraction, washing the obtained ether layer, and carrying out drying, suction filtration and concentration toobtain the o-position deuterated benzoic acid compound. The o-position deuterated benzoic acid compound prepared by adopting the method provided by the invention has the technical advantages of highyield, good selectivity and good economical efficiency.

Palladium-Catalyzed H/D Exchange Reaction with 8-Aminoquinoline as the Directing Group: Access to ortho-Selective Deuterated Aromatic Acids and β-Selective Deuterated Aliphatic Acids

We develop a palladium-catalyzed H/D exchange reaction with 8-aminoquinoline as the directing group as well as D2O as the source of deuterium atom and solvent. This reaction achieves selectively H/D exchange at the ortho-C-H of aromatic amides and the β-C-H of aliphatic amide. Ortho-deuterated aromatic acids and β-deuterated aliphatic acids are obtained by removal of the directing group. And a possible mechanism is also proposed.

Ruthenium(II)-Catalyzed Cyclization of Aromatic Acids with Allylic Acetates via Redox-Free Two-Fold Aromatic/Allylic C-H Activations: Combined Experimental and DFT Studies

A Ru(II)-catalyzed, redox-free, two-fold aromatic/allylic C-H bond activation of aromatic acids with allylic acetates to give (Z)-3-ylidenephthalides is described. In the reaction, H2 was formed as a side product. The detailed mechanistic investigation and DFT studies including the transition-state analysis support the postulate that the C-H allylation takes place at the ortho position of aromatic acids with allylic acetates followed by intramolecular cyclization at the allylic C(sp3)-H via a π-allylruthenium intermediate.

Studies on the biosynthesis of the antibiotic reductiomycin in Streptomyces xanthochromogenus

The biosynthesis of the antibiotic reductiomycin (1) in Streptomyces xanthochromogenus was investigated by feeding experiments with radioactive and stable isotope-labeled precursors. NMR and mass spectroscopic analyses of the labeled 1 samples revealed th