24781-23-5

Upstream product

• 186581-53-3 diazomethane 
• 6304-89-8 3-acetoxybenzoic acid 
• 4525-33-1 dimethyl dicarbonate 
• 40812-76-8 3-hydroxybenzoyl chloride 
• 67-56-1 methanol 
• 108-24-7 acetic anhydride 
• 99-06-9 3-Carboxyphenol 
• 618-91-7 methyl 3-iodo-benzoate 
• 6018-89-9 nickel(II) acetate tetrahydrate 
• 15761-39-4 N-tert-butoxycarbonyl-proline 
• 93-58-3 benzoic acid methyl ester 
• 3240-34-4 [bis(acetoxy)iodo]benzene 

Downstream Products

• 6304-89-8 3-acetoxybenzoic acid 

Relevant academic research and scientific papers

Preparation method of 3-hydroxyacetophenone

The invention discloses a preparation method of 3-hydroxyacetophenone. The preparation method comprises the following steps of: S1, carrying out esterification reaction and hydroxyl protection reaction on 3-hydroxybenzoic acid, an esterification reagent, a protection reagent and strong acid to obtain a substance A; S2, reacting the substance A with dimethyl sulfoxide and an alkali reagent to obtain a substance B; and S3, reducing the substance B to obtain the 3-hydroxyacetophenone. The method has the advantages of readily available raw materials, short route, high yield, easiness in reaction operation and low environmental pollution, and is suitable for industrial production.

Semi-heterogeneous Dual Nickel/Photocatalysis using Carbon Nitrides: Esterification of Carboxylic Acids with Aryl Halides

Cross-coupling reactions mediated by dual nickel/photocatalysis are synthetically attractive but rely mainly on expensive, non-recyclable noble-metal complexes as photocatalysts. Heterogeneous semiconductors, which are commonly used for artificial photosynthesis and wastewater treatment, are a sustainable alternative. Graphitic carbon nitrides, a class of metal-free polymers that can be easily prepared from bulk chemicals, are heterogeneous semiconductors with high potential for photocatalytic organic transformations. Here, we demonstrate that graphitic carbon nitrides in combination with nickel catalysis can induce selective C?O cross-couplings of carboxylic acids with aryl halides, yielding the respective aryl esters in excellent yield and selectivity. The heterogeneous organic photocatalyst exhibits a broad substrate scope, is able to harvest green light, and can be recycled multiple times. In situ FTIR was used to track the reaction progress to study this transformation at different irradiation wavelengths and reaction scales.

Palladium-catalyzed acetoxylation of arenes by novel sulfinyl n-heterocyclic carbene ligand complexes

A series of novel ligands based on N-heterocyclic carbene and sulfoxide functionalities have been prepared and characterized. Pd(II) complexes have been synthesized by transmetalation from the corresponding NHC-Ag derivatives, and their behavior as catalysts has been studied in arene C-H bond oxidative activation. Studies conducted toward the elucidation of the reaction mechanism of the acetoxylation suggest a C-H activation step at Pd(IV) rather than Pd(II) intermediates.

Lewis Acids as Highly Efficient Catalysts for the Decarboxylative Esterification of Carboxylic Acids with Dialkyl Dicarbonates

Mild Lewis acids such as Mg(ClO4)2 show a new level of catalytic activity for the decarboxylative esterification of carboxylic acids with commercially available dialkyl dicarbonates. In the presence of as little as one mol % Mg(ClO4)2 catalyst, carboxylic acids can thus easily and near quantitatively be protected at room temperature, e.g., as methyl, benzyl, or t-butyl esters. Only volatile by-products are released so that the purification of the products is particularly easy. Many sensitive functionalities are tolerated, including even phenol esters, or free hydroxy and BOC groups.

Correlation of Carbon-13 Substituent-Induced Chemical Shifts: meta- and para-Substituted Methyl Benzoates

Carbon-13 NMR spectra are reported for 69 substituted methyl benzoates in deuteriochloroform or in its mixture with dimethyl sulphoxide-d6.The substituent-induced chemical shifts (SCS) of the CO carbon correlate poorly with dual substituent parameters (DSP) in all possible modifications, and for meta derivatives in particular this correlation is both overparameterized and imprecise.A much better correlation was obtained with parameters (designated Bm, Bp and Cp) derived previously by principal component analysis (PCA) from a larger set.The SCS of the CH3 carbon correlate very well with the original simple Hammett equation, and no DSP treatment is needed.The clustering of substituents is not consequential in such a large set.KEY WORDS Methyl benzoates 13C NMR Substituent effects