114566-93-7

Upstream product

• 99-91-2 para-chloroacetophenone 
• 21133-98-2 ethyl 3-(4-chlorophenyl)-3-hydroxybutanoate 
• 81187-86-2 ethyl 3-(4-chlorophenyl)-2-butenoate 

Downstream Products

• 81187-93-1 4-(4-chlorophenyl)-1,5-dihydro-2H-pyrrol-2-one 
• 147224-53-1 (R)-ethyl 4-azido-3-(4-chlorophenyl)-1-butanoate 
• 123632-35-9 (R)-(-)-4-(4-chlorophenyl)pyrrolidin-2-one 
• 123632-31-5 (S)-(+)-4-(4-chlorophenyl)pyrrolidin-2-one 
• 63701-56-4 (+)-Baclofen hydrochloride 
• 63701-55-3 (R)-(-)-baclofen hydrochloride 
• 62624-45-7 (S)-4-phenyl-1-tosylpyrrolidin-2-one 
• 71657-88-0 (4R)-4-phenyl-2-pyrrolidone 
• 537676-64-5 ethyl 4-azido-3-(4-chlorophenyl)-2-butenoate 

Relevant academic research and scientific papers

Dihydropyrrolones as bacterial quorum sensing inhibitors

Bacteria regulate their pathogenicity and biofilm formation through quorum sensing (QS), which is an intercellular communication system mediated by the binding of signaling molecules to QS receptors such as LasR. In this study, a range of dihydropyrrolone (DHP) analogues were synthesized via the lactone-lactam conversion of lactone intermediates. The synthesized compounds were tested for their ability to inhibit QS, biofilm formation and bacterial growth of Pseudomonas aeruginosa. The compounds were also docked into a LasR crystal structure to rationalize the observed structure-activity relationships. The most active compound identified in this study was compound 9i, which showed 63.1% QS inhibition of at 31.25 μM and 60% biofilm reduction at 250 μM with only moderate toxicity towards bacterial cell growth.

The synthesis, characterization and optical properties of novel 2-Acyl 6-Arylindolizines

A series of novel 2-Acyl-6-Aryl substituted indolizine derivatives was synthesized by a novel tandem reaction between 4-Acyl-pyrrole-2-carbaldehyde derivatives and ethyl 4-bromo-3-Arylbut-2-enoate under mild conditions. The compounds were characterized using IR, 1H NMR 13C NMR and HRMS. The crystal structure of 7a was determined using single crystal X-ray crystallography. The absorption results showed that compounds 7a-e presented their absorption maxima at ca. 270 nm, while compounds 7f and 7g with a larger conjugation system exhibited red-shifted absorption character (ca. 280 nm). Fluorescence spectra revealed that these compounds exhibited blue fluorescence (434-456 nm) in dilute solutions and showed quantum yields of fluorescence between 0.02 and 0.39 in dichloromethane.

Iron-catalyzed aerobic C-H functionalization of pyrrolones

The aerobic oxidation of pyrrolones catalyzed by Fe(OTf)3 to form reactive N-acyliminium ion intermediates that undergo nucleophilic additions with alcohols to give the corresponding products in moderate to good yields is described.

Enantioselective synthesis of (R)-(-)-baclofen via Ru(II)-BINAP catalyzed asymmetric hydrogenation

A short and efficient enantioselective synthesis of (R)-(-)-baclofen, a selective GABAB agonist has been described with an overall yield of 26% and 90% ee. Ru(II)-(S)-BINAP catalyzed asymmetric hydrogenations of C=C and C=O groups constitute the key steps in introducing stereogenic centers into the molecule.