15795-19-4

Upstream product

• 1122-91-4 4-bromo-benzaldehyde 
• 123-54-6 acetylacetone 

Downstream Products

• 1049806-63-4 (2S,3S)-ethyl 4-acetyl-3-(4-bromophenyl)-5-methyl-2,3-dihydrofuran-2-carboxylate 
• 354579-59-2 p-BrC₆H₄CHC(CMeNNHPh)2 

Relevant academic research and scientific papers

Substituent Effects on 13C and 1H Chemical Shifts in 3-Benzylidene-2,4-pentanediones

Substituent effects on the 13C and 1H chemical shifts have been studied for derivatives of 3-benzylidene-2,4-pentanedione.A significant correlation has been found between chemical shifts of the Z carbonyl group and (C-2) and Hammett constants, while no correlation has been found for the E carbonyl group (C-4).Attempts have been made to determine the structural factors which influence these effects.The conformation of 3-benzylidene-2,4-pentanediones has been determined by 13C and 1H NMR spectroscopy.

Enantioselective Synthesis of 2,3-Dihydrofurans via Ammonium Ylides

A chiral, ammonium ylide based access to tetrasubstituted 2,3-dihydrofurans starting from readily available benzylidene dicarbonyls and bromo acetophenones has been developed. The products are obtained in moderate to good yields with excellent diasteroselectivity and good to excellent enantioselectivity (up to 99:1 e.r.). The employed chiral amine can be recovered in near quantitative yield. The transformation can be run as a three-component one-pot reaction, generating the ammonium salt and ylide in situ. The scope of this reaction includes 17 new dihydrofurans with aromatic or heteroaromatic substituents.

An efficient iodine-catalysed Knoevenagel condensation reaction in the presence of acetic anhydride

A mild, simple and efficient iodine catalysed system has been developed for the Knoevenagel condensation of 1,3-dicarbonyl compounds with various aromatic aldehydes in the presence of acetic anhydride. The reaction gave good to excellent yields for a broad range of substrates.

Efficient solvent-free knoevenagel condensation between -diketone and aldehyde catalyzed by silica sulfuric acid

Silica sulfuric acid has been utilized as an efficient heterogeneous recyclable catalyst for Knoevenagel condensation between poorly reactive β-diketones and aldehydes under solvent-free conditions. This protocol also works well with more reactive β-ketoesters. The condensation is efficient, clean, and mild. The scope and generality of the Knoevenagel condensation were investigated. The procedure led only to the Knoevenagel product, and no side product derived from a subsequent Michael βaddition of -diketone to alkene was detected at rt. Increasing temperature led to a subsequent Michael addition, and it was applied to the efficient synthesis of 9-aryl-1,8-dioxo- octahydroxanthene derivatives.

Efficient organocatalyzed solvent-free selective synthesis of conjugated enones

A series of conjugated dienones and enones were synthesized by a reaction of both conjugated and simple aldehydes, respectively, with 1,3-dicarbonyl compounds and aldehydes under solvent-free conditions at room temperature in the presence of 10 mol % of l-proline as catalyst. The selective formation of one isomer was observed exclusively with most of the 1,3-dicarbonyl compounds and aldehydes. The most commonly formed xanthene derivative from the cyclic diketones is inhibited with our protocol, with the exclusive formation of conjugated dienones only.

Synthesis and biological evaluation of a novel series of 1,5-benzothiazepine derivatives as potential antimicrobial agents

Two series of novel 1,5-benzothiazepine derivatives (23 compounds) were efficiently synthesized and evaluated for antibacterial and antifungal activities. The results indicated that the compounds possessed a broad spectrum of activity against the tested microorganisms and showed higher activity against fungi than bacteria. Compound 2e exhibited the greatest antimicrobial activity. Preliminary study of the structure-activity relationship revealed that substituents in phenyl rings had a great effect on the antimicrobial activity of these compounds.

Magnesium perchlorate as efficient Lewis acid for the Knoevenagel condensation between β-diketones and aldehydes

A new protocol for the Knoevenagel condensation between β-diketones and aliphatic and aromatic aldehydes promoted by Mg(ClO4)2 under mild conditions is reported.

Aldol condensation of β-diketones and β -ketoesters with aldehydes catalyzed by samarium (III) iodide

Catalyzed by SmI3 β-diketones and β-ketoesters condense with aldehydes to give benzylidene substituted β -diketones and β -ketoesters at room temperatures in fair yields. Copyright