60143-80-8

Upstream product

• 56290-53-0 1-(2-methoxyphenyl)butane-1,3-dione 
• 21615-34-9 2-Methoxybenzoyl chloride 
• 67-64-1 acetone 
• 135-02-4 ortho-anisaldehyde 
• 90-02-8 salicylaldehyde 
• 579-74-8 2-Methoxyacetophenone 
• 141-78-6 ethyl acetate 

Downstream Products

• 1032131-16-0 2-fluoro-1-(2-methoxyphenyl)-1,3-butanedione 
• 947340-53-6 4-(2-methoxyphenyl)-4-[(trimethylsilyl)oxy]-3-buten-2-one 

Relevant academic research and scientific papers

Metal-Free, Base-Promoted, Tandem Pericyclic Reaction: A One-Pot Approach for Cycloheptane-Annelated Chromones from γ-Alkynyl-1,3-Diketones

A microwave-assisted, base-promoted, tandem cyclization reaction strategy has been developed for the synthesis of cyclohepta[b]chromones and spiro cyclohepta[b]chromones. Readily accessible γ-alkynyl-1,3-diketones undergo intramolecular cyclization and 7-endo-trig carbocyclization to afford various cycloheptane-annelated chromones in one-pot reactions. This metal-free protocol also led to the generation of polycyclic ring with a new C?C bond and a new C?O bond. (Figure presented.).

Design, synthesis and evaluation of curcumin-based fluorescent probes to detect Aβ fibrils

Amyloid β fibrillation is an early event in Alzheimer's disease, so its detection is important to understand its roles in Alzheimer's disease. Curcumin, which has poor water solubility, has been reported to have many pharmacological activities including potent anti-amyloid β fibril activity in Alzheimer's disease. In this study, we found that curcumin analogues with the fluorescence property instead of non-inhibition of amyloid β fibrils. The development of new curcumin analogue, Me-CUR (9), as fluorescent switchable probe to detect amyloid β fibrils is described. Me-CUR (9) shows excellent fluorescence, especially higher than ThT (4), in the presence of amyloid β fibrils. These results suggest that Me-CUR (9) can become a useful in vitro amyloid fluorescence sensor for diagnosis of Alzheimer's disease.

Synthesis of dibenzo[b,d]pyran-6-ones based on [3 + 3] cyclizations of 1,3-bis(silyl enol ethers) with 3-silyloxy-2-en-1-ones

(Chemical Equation Presented) Functionalized dibenzo[b,d]pyran-6-ones were prepared by formal [3 + 3] cyclization of 1,3-bis(silyl enol ethers) with 3-silyloxy-2-en-1-ones or 1,1-diacetylcyclopropane to give functionalized salicylates, Suzuki cross-coupling reactions of the corresponding triflates, and subsequent BBr3-mediated lactonization. A second approach to dibenzo[b,d]pyran-6-ones relies on the [3 + 3] cyclization of 1,3-bis(silyl enol ethers) with 1-(2-methoxyphenyl)-1-(trimethylsilyloxy)alk-1-en-3-ones and subsequent BBr3-mediated lactonization.

INFLUENCE OF INTRAMOLECULAR HYDROGEN BONDS ON THE TAUTOMERIC EQUILIBRIUM OF 1,3-DIKETONES

The paper deals with a quantitative characterization of the influence of multiple intramolecular hydrogen bonds on the tautomeric equilibrium of 1,3-diketones by means of NMR-spectroscopy.The contents of the keto- and two enol forms of 1-(o-hydroxyphenyl)-1,3-butandione and 1-(o-methoxyphenyl)-1,3-butandione in tetrachloromethane, deuterochloroforme, acetone-d6 and acetonitrile-d3 are compared.The intramolecular hydrogen bond between the phenolic hydroxyl group and the aromatic carbonyl group in 1-(o-hydroxyphenyl)-1,3-butandione shifts the keto-enol equilibrium toward the keto-tautomer and enol-enol equilibrium toward the tautomer with an enolized aliphatic carbonyl group.