1352131-52-2

Upstream product

• 1352131-43-1 5-hydroxy-5-(4-methylphenylethynyl)-N,N'-diphenylimidazolidine-2,4-dione 
• 591-51-5 phenyllithium 
• 766-97-2 4-n-methylphenylacetylene 
• 582-24-1 1-phenyl-2-hydroxyethanone 
• 98-86-2 acetophenone 
• 611-73-4 Benzoylformic acid 
• 78146-52-8 phenylglyoxal monohydrate 

Relevant academic research and scientific papers

Oxidative coupling of terminal alkyne with α-hydroxy ketone: An expedient approach toward ynediones

An efficient and mild copper-catalyzed one-pot approach toward ynediones has been established. A variety of ynediones were constructed directly through oxidative coupling of alkyne with α-hydroxy ketone. Oxygen-oxidizing and neutral conditions in one-pot for a wide range of substrates including natural product derivatives make this transformation highly efficient and practical. On the basis of control experiments, in situ IR measurements, and isotopic labeling experiments, a plausible mechanism involving intermediate phenylglyoxal was drawn. Applications by synthesis of various heterocycles were also investigated.

Copper-catalyzed aerobic oxidative coupling of terminal alkynes with α-carbonyl aldehydes: An expedient approach toward ynediones

An efficient and mild one-pot approach for copper-catalyzed aerobic oxidative coupling of α-carbonyl aldehydes with terminal alkynes toward ynediones has been developed. Moreover, a variety of ynediones were constructed under the optimized reaction condit

A alkynyl dione compound and its synthesis method

The invention discloses a synthetic method of an alkynyl diketone compound which is shown in a formula (II). The synthetic method comprises the following step: in methylbenzene, at 90 DEG C, carrying out a reaction to obtain the alkynyl diketone compound by using alpha hydroxy-ketone and terminal alkyne as reaction raw materials and oxygen as an oxidizing agent under the effect of a copper catalyst. The synthetic method provided by the invention has the advantages that the reaction is efficient and the yield is high; oxygen is used as the oxidizing agent; the reaction condition is mild and no strong acids or strong bases are needed; cheap metals are used for catalyzing; reaction substrates are easy to prepare; amplified reaction can be further achieved.

N-Heterocyclic Carbene-Catalyzed Umpolung of Alkynyl 1,2-Diketones

The umpolung of alkynyl 1,2-diketones via N-heterocyclic carbene (NHC) catalysis was achieved for the first time, allowing the rapid access to a large variety of synthetically and pharmaceutically important α-pyrones under very mild conditions. A completely new NHC-catalyzed umpolung pattern involving an O-acylated allenolate as the key intermediate was proposed. Moreover, an unprecedented reaction pathway, featured by a series of group migrations and new bond formation, was postulated to demonstrate the formation of the products. (Figure presented.).

Diphenylparabanic acid as a synthon for the synthesis of α-diketones and α-ketocarboxylic acids

Diphenylparabanic acid was found to react with >2 equiv of organolithiums at -78 °C to effectively give the corresponding symmetrical α-diketones. However, upon treatment with 1 equiv of organolithium, the parabanic acid gave mainly 5-substituted 5-hydroxyimidazolidine-2,4-diones. On the other hand, Grignard reagents were less reactive toward the parabanic acid at low temperature, and selectively gave the corresponding 5- hydroxyimidazolidine-2,4-diones even if more than 1 equiv of the reagents was used. A tandem process in which the parabanic acid was first reacted with a Grignard reagent and then reacted in one-pot with an organolithium effectively gave the unsymmetrical α-diketone. 5-Substituted 5-hydroxyimidazolidine-2, 4-diones were useful as versatile precursors for preparing α- ketocarboxylic acids as well as unsymmetrical α-diketones.