161891-29-8

Upstream product

• 403-42-9 1-(4-fluorophenyl)ethanone 
• 68-12-2 N,N-dimethyl-formamide 
• 3724-43-4 Vilsmeier reagent 
• 138716-20-8 (E)-3-(dimethylamino)-1-(4-fluorophenyl)prop-2-en-1-one 

Downstream Products

• 1374843-22-7 (2E,4Z)-1-(3-bromo-2-hydroxy-4,6-dimethoxyphenyl)-5-chloro-5-(4-fluoro phenyl)penta-2,4-dien-1-one 
• 1026235-50-6 [(Z)-1-(4-Fluoro-phenyl)-3-oxo-propenylsulfanyl]-phenyl-acetic acid methyl ester 
• 1361123-81-0 C₁₄H₁₄ClFO₃ 
• 1361124-09-5 (2E,4Z)-methyl-2-(azidomethyl)-5-chloro-5-(4-fluorophenyl)penta-2,4-dienoate 
• 1361124-08-4 (2E,4Z)-methyl-5-chloro-5-(4-fluorophenyl)-2-[(p-tolylamino)methyl]penta-2,4-dienoate 
• 1361124-07-3 (2Z,4Z)-methyl-5-chloro-2-((4-chlorophenylthio)methyl)-5-(4-fluorophenyl)penta-2,4-dienoate 
• 1361124-06-2 (2Z,4Z)-methyl-5-chloro-5-(4-fluorophenyl)-2-(p-tolylthiomethyl)penta-2,4-dienoate 
• 1361124-00-6 (2E,4Z)-methyl-5-chloro-5-(4-fluorophenyl)-2-(nitrooxymethyl)penta-2,4-dienoate 
• 1361123-97-8 3-((2E,4Z)-5-chloro-2-(ethoxycarbonyl)-5-(4-fluorophenyl)penta-2,4-dienyl)-1-methyl-1H-imidazol-3-iumhydrogensulfate 
• 1361123-95-6 3-((2E,4Z)-5-chloro-5-(4-fluorophenyl)-2-(methoxycarbonyl)penta-2,4-dienyl)-1-methyl-1H-imidazol-3-iumhydrogensulfate 

Relevant academic research and scientific papers

Efficient synthesis of 4- And 5-substituted 2-aminopyrimidines by coupling of β-Chlorovinyl Aldehydes and Guanidines

A general, practical, and simple synthesis of functionalized 2-aminopyrimidines starting from β-chlorovinyl aldehydes and amidines is reported. In the presence of potassium carbonate, various ketones have been efficiently transformed into the pyrimidine derivatives by a two-step sequence involving the Vilsmeier-Haack reaction followed by a condensation reaction with guanidines. The protocol is distinguished by operational simplicity, inexpensive reagents, and functional-group tolerance. In many cases, pure solid products can be obtained in high to excellent yields without using column chromatography. The synthetic value of the method was demonstrated by the efficient synthesis of steroidal pyrimidines and a precursor of the antitumor agents Imatinib and Mocetinostat.

Ugi Reaction Followed by Intramolecular Diels–Alder Reaction and Elimination of HCl: One-Pot Approach to Arene-Fused Isoindolinones

A one-pot procedure involving a four-component Ugi reaction followed by an intramolecular Diels–Alder reaction/HCl elimination cascade has been developed to provide rapid access to the isoindolinone framework in a diversity-oriented fashion. The scope of

Base-Promoted Intermolecular Cyclization of Substituted 3-Aryl(Heteroaryl)-3-chloroacrylaldehydes and Tetrahydroisoquinolines: An Approach to Access Pyrrolo[2,1-a]isoquinolines

We have developed a new base-promoted intermolecular cascade cyclization reaction of substituted 3-aryl(heteroaryl)-3-chloroacrylaldehydes and tetrahydroisoquinolines in one pot. The reaction provides a facile and practical synthesis of pyrrolo[2,1-a]isoquinolines. A number of pyrrolo[2,1-a]isoquinolines were synthesized in moderate to high yields (up to 97%).

Unexpected tandem reaction of new type moritabaylis- Hillman adducts promoted by [HMIM]HSO4/NANO3 system

A tandem reaction of new type Baylis-Hillman adducts 1 was prompted by ionic liquid [Hmim]HSO4/NaNO3 system and the unexpected products 6-aryl-2H-pyran-3-carboxylates 2 and imidazolium salts 3 were efficiently formed via the rearrang

Synthesis, biological evaluation and in silico study of β-chloro vinyl chalcones as inhibitors of the TNF-α, IL-6 with anticancer and antioxidant activity

A series of novel β-chloro vinyl chalcones have been synthesized from substituted (Z)-3-chloro-3-phenylacraldehydes with 1-(3-bromo-2-hydroxyl-4,6- dimethoxyphenyl)ethanone by Claisen-Schmidt condensation reaction. Compounds were screened for anti-inflammatory, anticancer and antioxidant activity. Compounds 6a, 6d and 6f revealed promising anti-inflammatory activity (87-99 %) with less cytotoxicity (4-9 %) at 10 μM. Compounds 6a, 6d, 6e and 6f having significant anticancer activity (71-83 %). Bioavailability of compounds were checked by in vitro cytotoxicity and confirmed to be nontoxic. Structure activity relationship and in silico drug relevant properties of compounds revealed as potential candidates for future drug discovery study.

Efficient synthesis of a new type of baylis-hillman adducts and their stereoselective bromination

A new type of Baylis-Hillman adducts derived from chlorovinyl aldehydes were prepared via Vilsmeier reaction of ketones with a bis(trichloromethyl) carbonate (BTC)/DMF system to construct chlorovinyl aldehydes, followed by sonochemical Baylis-Hillman reaction under solvent-free conditions. The stereoselective bromination of these new compounds with a Br2-Ph3P system has been achieved efficiently with good to excellent yields under mild conditions. Copyright Taylor & Francis Group, LLC.

One-pot synthesis of new type aza- Baylis-Hillman adducts from chlorovinyl aldehydes under solvent-free condition

A series of new type aza- Baylis-Hillman adducts were prepared in moderate yields by one-pot treatment of chlorovinyl aldehydes, benzenesulfonamides and activated olefi ns under solvent-free condition. The chlorovinyl aldehydes were obtained via chlorofor

Design, synthesis, and biological evaluation of thiophene analogues of chalcones

Chalcones are characterized by possessing an enone moiety between two aromatic rings. A series of chalcone-like agents, in which the double bond of the enone system is embedded within a thiophene ring, were synthesized and evaluated for antiproliferative

Synthesis and antifungal activity of novel 3,6-diaryl-5H-[1,2,4]triazolo[4, 3-b][1,2,4]triazepines

(Chemical Equation Presented) 5-Aryl-3,4-diamino-1,2,4-triazoles 5 on treatment with β-chlorocinnamaldehydes 7 in the presence of catalytic amount of p-TsOH and N,N-dimethylformamide as an energy transfer medium under microwave irradiation and as solvent with oil-bath heating at 80°C affords novel 3,6-diaryl-5H-[1,2,4]triazolo[4,3-b]-1,2,4]triazepines 8. The structures of the synthesized compounds were established on the basis of 1H NMR, IR, mass spectral data and elemental analysis.

Reactions of (Z)-3-aryl-3-chloropropenals with nucleophiles: Stereoselective formation of (E)-vinylogous esters, (E)-vinylogous amides, and vinamidinium salts

The highly stereoselective conversions of (Z)-3-aryl-3-chloropropenals to (E)-3-alkoxy-3-arylpropenals, to (E)-3-aryl-3-morphorlinopropenals, and to vinamidinium salts are reported. The stereochemical assignments were based on 2D-NMR experiments.