33951-43-8

Upstream product

• 127391-77-9 (E)-4-(acetoxy)-1-phenyl-2-buten-1-one 
• 141-78-6 ethyl acetate 
• 98-86-2 acetophenone 
• 1817-57-8 4-phenyl-3-butyne-2-one 
• 53392-49-7 phenacyl thioacetate 
• 35660-91-4 (E)-1-phenyl-2-buten-1-one 

Downstream Products

• 4240-97-5 4-methyl-2-phenyl-1,2-dihydro-6-oxo-5-pyridine-carbonitrile 
• 12267-22-0 1-phenyl-1,3-butanedionato-κ2-O,O'-bis(η5-cyclopentadienyl)titanium(IV) perchlorate 
• 20737-59-1 3-methyl-5-phenylpyrazole hydrochloride 
• 41768-43-8 mer-tris(1-phenyl-1,3-butanedionato)cobalt(III) 
• 137919-59-6 (Z)-3-(2,2-dimethylhydrazinyl)-1-phenyl-but-2-en-1-one 

Relevant academic research and scientific papers

Bismuth trichloride-catalyzed oxy-Michael addition of water and alcohol to α,β-unsaturated ketones

An efficient method was developed for the conjugate addition of water to various α,β-unsaturated ketones by using bismuth(III) chloride as a catalyst. The reactions proceeded smoothly in the presence of a catalytic amount of BiCl3 (20 mol%) in aqueous media to furnish a variety of synthetically useful β-hydroxyl ketones in moderate to good yields. Apart from water molecule, various alcohols could also be employed as nucleophiles to react with α,β-unsaturated ketones, leading to β-alkoxyl ketones in modest to high yields. In addition, the mild reaction conditions also entailed the conjugate addition reactions to proceed with the tolerance to a range of functional groups.

Synthesis of β-oxo carbonyl and thiocarbonyl compounds via basic sulfur abstraction

Sulfur abstraction from suitable thioesters represents a mild method for the formation of carbon-carbon bonds and the formation of 1,3-dicarbonyl compounds. A study of the scope and limitations of this reaction for the synthesis of these or mixed 1,3-carbonyl/thiocarbonyl compounds by a base promoted sulfur abstraction rearrangement is described. These reactions were typically very clean and the products were obtained in good yield (65–95%) in just 30 min. This method is particularly efficient for the introduction of thiocarbonyl containing groups. Thus, it constitutes a synthetic strategy for the generation of a new carbon-carbon bond and the regioselective preparation of mixed β-dicarbonyl compounds.

Facile access to 1,3-diketones by gold(i)-catalyzed regioselective hydration of ynones

A facile and efficient synthesis of 1,3-diketones was developed by the gold(i)-catalyzed regioselective hydration of ynones at room temperature. This methodology employed 2.5 mol% of PPh3AuCl and 3 mol% of AgOTf as a simple catalytic system wit

Cooperative Indium(III)/Silver(I) System for Oxidative Coupling/Annulation of 1,3-Dicarbonyls and Styrenes: Construction of Five-Membered Heterocycles

A cooperative indium(III)/silver(I) system for the synthesis of various five-membered heterocycles, including dihydrofurans, pyrroles, spirolactones, and spiroiminolactones, through the sequential oxidative coupling/annulation reaction of 1,3-dicarbonyl compounds with styrenes has been developed. Four different heterocyclic systems were successfully synthesized depending on the substitution pattern of the substrates using readily available starting materials. This system has the advantages of a broad substrate scope, moderate to good chemical yields, an operationally easy and simple procedure, and short reaction times. (Figure presented.) .

A tandem reaction initiated by 1,4-addition of bis(iodozincio)methane for 1,3-diketone formation

(Chemical Equation Presented) Treatment of an γ-acyloxy-α, β-unsaturated ketone with bis(iodozincio)methane leads to a novel tandem reaction consisting of three steps: (1) 1,4-addition of the dizinc reagent to the enone, which affords the corresponding zinc enolate of the β-zinciomethylated ketone; (2) intramolecular nucleophilic attack by the enolate on the ester group; and (3) Grob-type fragmentation of the adduct, accompanied by elimination of the zinc alkoxide of allyl alcohol. The overall reaction gives 1,3-diketones efficiently. Copyright