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Upstream product

• 127-09-3 sodium acetate 
• 40424-51-9 2-chloro-1-phenylbutane-1,3-dione 
• 2009-96-3 2-diazo-1-phenylbutane-1,3-dione 
• 64-19-7 acetic acid 
• 118-41-2 Eudesmic acid 
• 108-24-7 acetic anhydride 
• 3240-34-4 [bis(acetoxy)iodo]benzene 
• 93-91-4 1-phenylbutan-1,3-dione 

Downstream Products

• 18632-35-4 2-hydroxy-1-phenyl-butane-1,3-dione 
• 110080-52-9 2,5-diethoxy-2,5-diphenyl-[1,4]dioxane 
• 16114-57-1 3-methyl-5-phenyl-isoxazol-4-ol 
• 34878-64-3 4-methoxy-3-methyl-5-phenyl-isoxazole 
• 55697-81-9 4-hydroxy-3-methyl-1,5-diphenylpyrazole 

Relevant academic research and scientific papers

Pd(II)-catalyzed formal O-H insertion reactions of diazonaphthoquinones to acetic acid: Synthesis of 1,2-naphthalenediol derivatives

Pd(II)-catalyzed formal O-H insertion reaction of diazonaphthoquinones to acetic acid proceeded to afford 1,2-naphthalenediol monoacetates. In the presence of lithium halides, halonaphthols were obtained under the reaction conditions.

Electrochemically Induced Intermolecular Cross-Dehydrogenative C-O Coupling of β-Diketones and β-Ketoesters with Carboxylic Acids

The electrochemically induced cross-dehydrogenative C-O coupling of β-diketones and β-ketoesters (C-H reagents) with carboxylic acids (O-H reagents) was developed. An important feature of this reaction lies in the selective formation of intermolecular C-O

Aged red wine pigments as a source of inspiration for organic synthesis - The cases of the color-stable pyranoflavylium and flavylium-(4→8)-flavan chromophores

Two flavylium-based chromophores peculiar to aged red wine pigments are investigated from a synthetic viewpoint. The condensation between easy-to-prepare 5-hydroxy-4-methylflavylium salts and aldehydes, giving birth to color-stable pyranoflavylium pigments, further proves efficient and wide in scope. A set of some twenty structurally-related flavylium-based pigments has been prepared and structure:color relationships are discussed. Furthermore, the synthesis of the flavylium-(4→8)-flavan chromophore is achieved via a novel three-step sequence. The elaborated sequence starts with an iodine-magnesium exchange from an 8-iodinated flavan, thus generating a magnesiated species that then smoothly reacts with a flavone to furnish an adduct, that finally leads to the expected chromophore via dehydration.

A copper-catalyzed formal O-H insertion reaction of α-diazo-1,3- dicarbonyl compounds to carboxylic acids with the assistance of isocyanide

A novel copper-catalyzed formal O-H insertion of α-diazo-1,3- dicarbonyl compounds to carboxylic acids has been developed, providing a straightforward synthetic method for α-acyloxy-1,3-dicarbonyl compounds, in which the activation of carboxylic acids by isocyanide plays a crucial role.

Synthesis of 1,2-naphthalenediol diacetates by rhodium(II)-catalyzed reaction of 1,2-diazonaphthoquinones with acetic anhydride

A metal-catalyzed reaction of α-diazocarbonyl compounds with an acid anhydride is reported. In particular, 1,2-naphthalenediol diacetates were synthesized by the reaction of 1,2-diazonaphthoquinones with acetic anhydride catalyzed by Rh2(OAc)s

Hypervalent iodine(III)-induced methylene acetoxylation of 3-oxo-n-substituted butanamides

1-Carbamoyl-2-oxopropyl acetate derivatives were synthesized through an acetoxylation process to methylene with the aid of (diacetoxyiodo)benzene (DIB) as the oxidant. Not only mild reaction conditions, but also excellent yields and good substrate scope m

Copper(II) and 2,2'-biimidazole-promoted novel reaction of 4,4,4-trifluoro-1-phenylbutane-1,3-diones with iodobenzene diacetate

A new and efficient way was developed to carry out the reaction of 4,4,4-trifluoro-1-phenylbutane-1,3-dione with iodobenzene diacetate under the assistance of Cu(II) and 2,2'-biimidazole at a low temperature in excellent yield. 2-Acetoxyacetophenone was obtained unexpectedly.

Various α-oxygen functionalizations of β-dicarbonyl compounds mediated by the hypervalent iodine(III) reagent p-iodotoluene difluoride with different oxygen-containing nucleophiles

p-Iodotoluene difluoride (p-Tol-IF2) has been found to be a general reagent for the effective introduction of various oxygen-containing functionalities including tosyloxy, mesyloxy, acetoxy, phosphoryloxy, methoxy, ethoxy and isopropoxy at the α-position of β-dicarbonyl compounds. These transformations can be readily realized by the use of the combined reagent of p-iodotoluene difluoride and various oxygen-containing nucleophilic compounds such as p-toluenesulfonic acid, methanesulfonic acid, acetic acid, diphenyl phosphate, methanol, ethanol and propan-2-ol under mild conditions, respectively. And, the in situ generated hypervalent iodine(III) species via ligand exchange between p-iodotoluene difluoride and the respective oxygen-containing nucleophiles are believed to be the real oxidizing agents in such transformations.

Synthesis of functionalized p-dihydrobenzoquinones and p-benzoquinones based on [3+3] cyclizations of 1,3-bis-silyl enol ethers

Functionalized mono-protected p-dihydrobenzoquinones were prepared by [3+3] cyclization of 1,3-bis-silyl enol ethers with 2-acyloxy-3-(silyloxy)alk-2-en-1-ones. Deprotection and oxidation of the products afforded the corresponding p-benzoquinones.