7448-87-5

Upstream product

• 3946-29-0 3,4'-Dichloropropiophenone 
• 33994-12-6 3-bromo-1-(4-chlorophenyl)propan-1-one 
• 95605-31-5 [3-(4-chloro-phenyl)-3-oxo-propyl]-trimethyl-ammonium; bromide 
• 75910-29-1 1-(4-chlorophenyl)-3-tosylpropan-1-one 
• 87015-40-5 3-(4-Chloro-benzenesulfonyl)-1-(4-chloro-phenyl)-propan-1-one 
• 50-00-0 formaldehyd 
• 1777-56-6 4-chlorobenzoylmethylenetriphenylphosphorane 
• 108-90-7 chlorobenzene 
• 1798-83-0 1-(4-chlorophenyl)-3-dimethylamino-propan-1-one hydrochloride 
• 563-47-3 3-Chloro-2-methylpropene 
• 7486-35-3 tri-n-butyl(vinyl)tin 
• 122-01-0 4-chloro-benzoyl chloride 
• 99-91-2 para-chloroacetophenone 
• 536-38-9 4-chlorobenzoylmethyl bromide 

Downstream Products

• 75910-29-1 1-(4-chlorophenyl)-3-tosylpropan-1-one 
• 143619-31-2 (S)-5-(4-Chloro-phenyl)-2-cyano-2-methyl-5-oxo-pentanoic acid isopropyl ester 
• 143619-31-2 (R)-5-(4-Chloro-phenyl)-2-cyano-2-methyl-5-oxo-pentanoic acid isopropyl ester 
• 87015-40-5 3-(4-Chloro-benzenesulfonyl)-1-(4-chloro-phenyl)-propan-1-one 
• 125742-27-0 ethyl 2-(4-chlorobenzoyl)ethyl(diethoxymethyl)phosphinate 
• 53842-12-9 1-(p-chlorophenyl)-1,4-pentanedione 
• 138174-25-1 1-(4-Chloro-phenyl)-hex-5-en-1-one 
• 1190719-54-0 1-(4-chlorophenyl)-2-(9-methyl-1,3,4,9-tetrahydropyrano[3,4-b]indol-4-yl)ethanone 
• 1255940-64-7 [InCl(ClC₆H₄COCH₂CH₂)2] 
• 120312-68-7 1-(4'-chlorophenyl)-4-(4''-methylphenyl)-butane-1,4-dione 
• 1260083-24-6 (E)-1-(4-chlorophenyl)-6-(3-methyl-1H-indol-2-yl)hex-2-en-1-one 
• 1256284-91-9 1-(4-chlorophenyl)-2-(9-methyl-2,3,4,9-tetrahydro-1H-carbazol-4-yl)ethanone 
• 1307917-13-0 1-(4-chloro-phenyl)-5-methyl-4-[1-(4-tosyl)-pyrrolidin-2-yl]-hex-4-en-1-one 
• 1359955-94-4 (p-chlorophenyl) 1-tert-butoxycarbonyl-2-phenyl-1,6-dihydropyrimidin-5-yl ketone 

Relevant academic research and scientific papers

Silver oxide(I) promoted Conia-ene/radical cyclization for a straightforward access to furan derivatives

A novel access to fused furan cores using silver oxide(I) has been developed. Mechanistic investigations indicate the involvement of a Conia-ene reaction/radical cyclization for an expedient path to complex furan derivatives. The reaction is broad in scop

Copper-catalyzed direct sulfenoamination of saturated ketones via in situ formed enaminones

A sequential and efficient protocol for the synthesis of α-thiolated enaminones has been developed using copper-TEMPO systems. This reaction features a broad substrate scope to afford the desired product in good to excellent yields with high stereoselectivity. A preliminary mechanistic study suggests that the in situ formed enaminone acts as the key intermediate.

Mild Darzens Annulations for the Assembly of Trifluoromethylthiolated (SCF3) Aziridine and Cyclopropane Structures

We report mild new annulation approaches to trisubstituted trifluoromethylthiolated (SCF3) aziridines and cyclopropanes via Darzens inspired protocols. The products of these anionic annulations, rarely studied previously, possess attractive features rendering them valuable building blocks for synthesis platforms. In this study, trisubstituted acetophenone nucleophiles bearing SCF3 and bromine substituents in their α position were shown to undergo [2 + 1] annulations with vinyl ketones and tosyl-protected imines under mild reaction conditions.

Design and synthesis of Mannich base-type derivatives containing imidazole and benzimidazole as lead compounds for drug discovery in Chagas Disease

The protozoan parasite Trypanosoma cruzi is the causative agent of Chagas disease, the most important parasitic infection in Latin America. The only treatments currently available are nitro-derivative drugs that are characterised by high toxicity and limited efficacy. Therefore, there is an urgent need for more effective, less toxic therapeutic agents. We have previously identified the potential for Mannich base derivatives as novel inhibitors of this parasite. To further explore this family of compounds, we synthesised a panel of 69 new analogues, based on multi-parametric structure-activity relationships, which allowed optimization of both anti-parasitic activity, physicochemical parameters and ADME properties. Additionally, we optimized our in vitro screening approaches against all three developmental forms of the parasite, allowing us to discard the least effective and trypanostatic derivatives at an early stage. We ultimately identified derivative 3c, which demonstrated excellent trypanocidal properties, and a synergistic mode of action against trypomastigotes in combination with the reference drug benznidazole. Both its druggability and low-cost production make this derivative a promising candidate for the preclinical, in vivo assays of the Chagas disease drug-discovery pipeline.

Visible-Light-Driven Nitrogen Radical-Catalyzed [3 + 2] Cyclization of Vinylcyclopropanes and N-Tosyl Vinylaziridines with Alkenes

A visible light photoredox-promoted and nitrogen radical catalyzed [3 + 2] cyclization of vinylcyclopropanes and N-tosyl vinylaziridines with alkenes is developed. Key to the success of this process is the use of the readily tunable hydrazone as a nitrogen radical catalyst. Preliminary mechanism studies suggest that the photogenerated nitrogen radical undergoes reversible radical addition to the vinylcyclopropanes and N-tosyl vinylaziridines to enable their ring-opening C-C and C-N bond cleavage and ensuing cyclization with alkenes.

PROCESS FOR THE DIRECT ALPHA-METHYLENATION OF KETONES

The invention relates to a process for preparing an α-methylene ketone comprising the step of reacting a ketone with formaldehyde in the presence of a catalyst which is an organic compound comprising at least one acid function or the corresponding salt, ester or amide thereof and at least one amine function or the corresponding ammonium salt, or a zwitterion thereof.

PROCESS FOR THE PREPARATION OF DIHALOBENZOPHENONES, NEW CHEMICALS USEFUL FOR ITS IMPLEMENTATION AND METHODS FOR PREPARING SAID CHEMICALS

The invention relates to new compounds of formulae (IV), wherein X represents a halogen atom selected from the group consisting of fluorine, chlorine, bromine and iodine, said compounds being useful as precursors and/or intermediates for the preparation of 4,4'dihalobenzophenones of formula (I), wherein X is as defined above.

Photocatalytic C(sp3)?H Activation towards α-methylenation of Ketones using MeOH as 1 C Source Steering Reagent

Unprecedented direct access to terminal enones via α-methylenation of aryl ketones to form C=C bond is achieved under visible-light conditions using methanol as one carbon source substrate and solvent as well. The reaction involves Cu@g-C3N4-catalysed in situ oxidation of methanol into formaldehyde followed by dehydrative cross aldol type reaction. Various aryl ketones react efficiently with MeOH, producing α,β-unsaturated carbonyl compounds only in 4–8 h at room temperature in excellent yield (84–97%). Operational simplicity, wide substrate scope, ambient reaction conditions, visible-light photocatalysis and novel application of MeOH as methylene donor substrate are the salient features making the envisaged protocol mild, efficient and green alternative to the existing methods for synthesis of such fine chemicals. (Figure presented.).

Alkylation of Indoles with α,β-Unsaturated Ketones using Alumina in Hexanes

We evaluated the influence of solvent on the alumina-promoted C3-alkylation of indoles with α,β-unsaturated ketones. We found that lipophilic solvents were generally superior to hydrophilic ones with hexanes offering the 3-alkyl indole products in high yields. Thus, we demonstrate an inexpensive and procedurally simple new process that pairs acidic alumina with hexanes to achieve this important Michael alkylation. The substrate scope includes twenty-four examples with reaction yields ranging from 61 to 96%. (Figure presented.).

Manganese-Catalyzed Ring-Opening Coupling Reactions of Cyclopropanols with Enones

A manganese-catalyzed ring-opening coupling reaction of cyclopropanols with enones for the facile and efficient preparation of 1,6-diketones is described. A wide array of synthetically important 1,6-diketones bearing manifold functional groups are obtained with up to 93% yield. These reactions feature broad substrate scopes, environmentally benign conditions, inexpensive catalyst, and operational simplicity.