22020-95-7

Upstream product

• 106-44-5 p-cresol 
• 645-45-4 hydrocinnamic acid chloride 
• 119520-61-5 3-phenylpropanoic dithioperoxyanhydride 
• 104-55-2 3-phenyl-propenal 
• 624-31-7 4-tolyl iodide 
• 501-52-0 3-Phenylpropionic acid 
• 933675-29-7 4-formyl-2-methoxyphenyl 3-phenylpropanoate 
• 5720-05-8 4-methylphenylboronic acid 

Downstream Products

• 22020-97-9 1-(2-hydroxy-5-methylphenyl)-3-phenyl-1-propanone 

Relevant academic research and scientific papers

Two-step synthesis of ferrocenyl esters of vanillic acid

Successive reactions of vanillin with aromatic aldehydes at the phenol group and ferroceneboronic acid at the carbonyl group catalyzed with various N-heterocyclic carbenes afforded the corresponding ferrocenyl esters. In these reactions copper(II) sulfate

Ligand-Controlled C?O Bond Coupling of Carboxylic Acids and Aryl Iodides: Experimental and Computational Insights

Palladium-catalyzed cross-coupling reactions between carboxylic acids and aryl halides have several possible competitive pathways. Decarboxylative C?C bond coupling and C?H arylation are well established in the literature. However, direct C?O bond coupling between carboxylic acids and aryl halides has received little success. In this report, we describe a protocol for exclusive C?O bond formation, enabled by a bidentate N,N-ligand such as 1,10-phenanthroline. The reaction is general for a broad range of carboxylic acids and iodoarenes. Experimental evidence and computational results suggest a high energy barrier for the alternative pathway of decarboxylative carbon-carbon bond coupling. (Figure presented.).

Ionic liquid catalytic synthesis of styrene-acrylic acid ester derivative of the method (by machine translation)

The invention provides an ionic liquid catalytic synthesis of styrene-acrylic acid ester derivative of the method, the method adopts the imidazole ionic liquid as catalyst, in order to cinnamic aldehyde or its derivatives and nandrolone or testosterone alcohol or phenol derivatives as raw materials, without any additional acid and alkali, one-step reaction, to obtain the styrene-acrylic acid ester derivative. Compared with the prior art, the maximum of this invention is characterized in that the raw materials are all simple and easy to obtain, security and stability of the compound, the reaction time is short, after the reaction by simple extraction, concentration or crystallization can be obtained pure product, at the same time can also be realized in the use of the recycling of the catalyst, catalyst recycled is very convenient and almost no "wastes" problem. The invention it has less catalyst levels, the reaction selectivity is high, and the yield is high, the operation is simple, pollution is small, green high degree of several advantages; in the setting under the reaction conditions, the conversion of raw materials and the yield of the product are as high as 90% or more. (by machine translation)

Diacyl Disulfide: A Reagent for Chemoselective Acylation of Phenols Enabled by 4-(N,N-Dimethylamino)pyridine Catalysis

A general and excellent acylation reagent, diacyl disulfide, was uncovered for efficient ester formation enabled by DMAP (4-(N,N-dimethylamino)pyridine) catalysis. This protocol offered a promising synthetic platform on site-selective acylation of phenolic and primary aliphatic hydroxyl groups, which greatly expanded the realm of protecting group chemistry. The importance of the reagent was also reflected by its excellent moisture tolerance, high efficiency, and potential in synthetic chemistry and biologically meaningful natural product modification.

APPLICATION OF THE PHOTO-FRIES REARRANGEMENT OF ARYL DIHYDROCINNAMATES TO THE SYNTHESIS OF FLAVONOIDS

The photo-Fries rearrangement of aryl dihydrocinnamates is compared with that of the analogous cinnamates from a preparative point of view.The former proceeds with higher conversions, giving the corresponding 2'-hydroxydihydrochalcones in acceptable yields.This process, combined with well established reactions, provides an alternative entry to the synthesis of flavonoids.