147849-98-7

Upstream product

• 104-88-1 4-chlorobenzaldehyde 
• 140-88-5 ethyl acrylate 

Downstream Products

• 367487-89-6 ethyl 2-(acetoxy(4-chlorophenyl)methyl)acrylate 
• 776297-03-1 ethyl 2-benzyl-3-(4-chlorophenyl)-3-oxopropanoate 
• 1174757-04-0 ethyl (Z)-2-[(dimethoxyphosphoryl)methyl]-3-(4-chlorophenyl)-2-propenoate 
• 1256543-73-3 3-ethoxycarbonyl-2-(4-chlorophenyl)-6-(4-methoxyphenyl)-5,6-dihydro-(4H)-pyran 
• 1256544-00-9 ethyl α-(4-chlorobenzoyl)-3-[2-(ethoxycarbonyl)-1H-indol-3-yl]propanoate 
• 1256543-93-7 diethyl 2-benzoyl-4-(4-chlorobenzoyl)glutarate 
• 1309791-42-1 ethyl (2Z)-3-(4-chlorophenyl)-2-{[(4-methylphenyl)sulfonyl]methyl}prop-2-enoate 
• 5739-37-7 4'-chloro-3-phenylpropiophenone 

Relevant academic research and scientific papers

Synthesis of new triazolium-based ionic liquids and their use in the Morita-Baylis-Hillman reaction

A series of 1,3,4-trialkyl-1,2,3-triazolium ionic liquids were synthesized via click chemistry and used as reaction media for the Morita-Baylis-Hillman (MBH) reaction.

Silver/palladium relay catalyzed 1,3-dipole annulation/allylation reactions to access fully substituted allyl imidazolidines

A silver/palladium relay catalyzed 1,3-dipole annulation/allylation reaction of iminoesters and Baylis-Hillman acetates for the construction of fully substituted allyl imidazolidines is reported. The reaction of both iminoesters and Baylis-Hillman acetate

On the development of a nucleophilic methylthiolation methodology

Methylthiolation reactions are usually explored to access organosulfur compounds using methanethiol, an extremely flammable and toxic compound. Herein, methylthiomethyl esters were successfully applied as novel methylthiolation reagents in a low cost, transition-metal-free methodology. These reagents allowed the methylthiolation of a wide scope of chalcones, acyl ester derivatives and Morita-Baylis-Hillman acetates with good group tolerance, affording the methylthiolated products in moderate to excellent yields. The reaction mechanism was investigated through several control experiments, as well as by theoretical calculations employing Density Functional Theory. The results strongly support that a sulfurane and a sulfonium ylide appear as key intermediates and that a Pummerer type rearrangement is also crucial for the formation of this novel reagent. Furthermore, the methylthiolation mechanism is likely to proceed through the nucleophilic attack of the reagent, followed by an entropically favoured step involving the acetate attack to the positively charged species, then releasing the product. This journal is

Unprecedented E-stereoselectivity on the sigmatropic Hurd-Claisen rearrangement of Morita-Baylis-Hillman adducts: A joint experimental-theoretical study

Herein we report the first systematic investigation of the tandem mercury(ii) catalysed transvinylation/Hurd-Claisen rearrangement of MBH adducts derived from alkyl acrylates. This is the first report of E-selectivity for MBH adducts with alkyl side chain

A Hydrazine Insertion Route to N′-Alkyl Benzohydrazides by an Unexpected Carbon-Carbon Bond Cleavage

A serendipitous carbon-carbon bond cleavage in the reaction of benzoyl acrylates, derived from Morita-Baylis-Hillman adducts, with hydrazines delivered new N′,N′-disubstituted benzohydrazides. The reaction features a regioselective formation of two carbon

Fe(III)-Catalyzed Hydroallylation of Unactivated Alkenes with Morita-Baylis-Hillman Adducts

An Fe(III)-catalyzed hydroallylation of unactivated alkenes with Morita-Baylis-Hillman adducts via an Fe-catalyzed process is described. A variety of alkenes, including mono-, di-, and trisubstituted alkenes, could all smoothly convert to structural diver

Methylsulfenylation of Electrophilic Carbon Atoms: Reaction Development, Scope, and Mechanism

An innovative method for the methylsulfenylation of electrophilic carbons was explored. Cheap and commercially available dimethyl sulfoxide (DMSO) was used as a source of the –SCH3 group. Chalcone, dibenzylideneacetone, and Morita–Baylis–Hillma

Catalytic Enantioselective Vinylogous Allylic Alkylation of Coumarins

An unprecedented, organocatalytic enantioselective vinylogous γ-allylic alkylation of 4-methylcoumarins has been developed. Using allylic carbonates as the allyl source, this reaction is catalyzed by Lewis basic dimeric Cinchona alkaloid (QD)2P

Electrophilic warhead-based design of compounds preventing NLRP3 inflammasome-dependent pyroptosis

Pyroptosis is a caspase-1-dependent pro-inflammatory form of programmed cell death implicated in the pathogenesis of autoinflammatory diseases as well as in disorders characterized by excessive cell death and inflammation. Activation of NLRP3 inflammasome

Synthesis of 1-benzhydryl piperazine derivatives and evaluation of their ACE inhibition and antimicrobial activities

This study presents the synthesis of 14 new 1,4-disubstituted piperazine derivatives from allyl bromides of Baylis-Hillman adduct and 4,4-disubstituted benzhydryl piperazines. All the synthesized compounds were further screened for in vitro ACE inhibitor and antimicrobial activities. Among the synthesized piperazine derivatives, compound 12h showed moderate ACE inhibitor activity as compared to the standard, angiotensin-converting enzyme inhibitor (Sigma). The kinetic data (K m, K i and V max values) of enzyme inhibition for compound 12h and ACE inhibitor standard were also determined. Similarly, all compounds were screened against different bacterial strains. Compounds 12a, 12b, 12d, 12h and 12i showed excellent to moderate activity against various tested bacterial strains. Compounds 12b and 12i showed broad spectrum of antibacterial activity against Pseudomonas aeruginosa, Staphylococcus aureus, S. aureus MLS 16, Escherichia coli, Bacillus subtilis and Klebsiella planticola, while compounds 12a, 12d and 12i showed promising activity against P. aeruginosa (MIC value of 8.96 μM), S. aureus (MIC value of 42.2 μM) and S. aureus MLS 16 (MIC value of 81.3 μM), respectively. The remaining compounds showed activity at a concentration of >491 μM.