130820-60-9

Upstream product

• 3132-99-8 m-bromobenzoic aldehyde 
• 551-93-9 2-aminoacetophenone 

Downstream Products

• 1569431-98-6 1-acetyl-2-(m-Br-phenyl)-2,3-dihydroquinolin-4(1H)-one 
• 1387576-26-2 (E)-N-(2-(3-(3-bromophenyl)acryloyl)phenyl)acetamide 
• 1245554-92-0 3-(3-bromophenyl)quinolin-4(1H)-one 

Relevant academic research and scientific papers

Synthesis of 3-Substituted 2,1-Benzisoxazoles by the Oxidative Cyclization of 2-Aminoacylbenzenes with Oxone

An efficient approach to the synthesis of 2,1-benzisoxazoles through direct construction of the N-O bond by the chemoselective oxidation of 2-aminoacylbenzenes with Oxone is described. This alternative methodology is characterized by its simple and transition-metal-free conditions and good functional group compatibility utilizing Oxone as a green oxidant instead of hypervalent iodine compounds. Moreover, this new procedure simplifies the number of steps compared to the previously reported procedure by circumventing the use of 2-azido-substituted aryl ketones.

Synthesis of [1,4]Thiazino[4,3- a]indol-10-one Derivatives through Radical Anti Aza-Michael Addition of 2′-Aminochalcones

An efficient method for the synthesis of [1,4]thiazino[4,3-a]indole derivatives using sodium chlorodifluoroacetate (ClCF2CO2Na) and elemental sulfur as the difluoromethylthiolating reagent system has been developed. Three-component reactions of 2′-aminochalcones, sulfur, and ClCF2CO2Na under basic conditions using TEMPO as the oxidant afforded [1,4]thiazino[4,3-a]indol-10-ones containing a difluoromethyl thioether moiety in good yields. Four bonds including one C-N, two C-S, and one C-C bonds are selectively formed in the sequential transformation process.

Pd-Catalyzed Decarboxylative Cyclization of Trifluoromethyl Vinyl Benzoxazinanones with Sulfur Ylides: Access to Trifluoromethyl Dihydroquinolines

An unprecedented Pd-catalyzed decarboxylative cyclization of 4-trifluoromethyl-4-vinyl benzoxazinanones (4) with sulfur ylides (2) is reported. While the reactions of 4-vinyl/4-CF3 benzoxazinanones (1a/1c) with 2 furnished the 3-vinyl/3-CF3 indolines (3a/3c), via an attack on the C1 carbon of the π-allyl/benzyl zwitterionic intermediates, 4 was converted into 4-trifluoromethyl-dihydroquinolines (5) in good yields via an attack on the C3 carbon of the π-allyl intermediate. The corresponding methyl-substituted analogues afford different products via an attack on the C2 carbon.

Azaisoflavones: Synthesis, antimicrobial evaluation and binding affinity with DNA gyrase

Antimicrobial potency of azaisoflavones has been evaluated in vitro against nine bacterial and two fungal strains, respectively. The requisite azaisoflavones are conveniently synthesized in three steps, with the key step being the super acid catalyzed tandem reaction. The biological results reveal that out of twelve compounds screened, 3 compounds (5a, 5j and 5l) exhibited comparable activities against the standard drugs and demonstrated activities at μM concentration. In addition, molecular docking revealed that compound 5a as the most potent by showing a least binding energy of -5.99 kcal/mol with DNA gyrase receptor compared to other compounds.

Enantioselective synthesis of azaflavanones using organocatalytic 6-endo aza-Michael addition

A method to prepare highly enantioenriched azaflavanones using an organocatalytic 6-endo aza-Michael addition has been described. A variety of 2-aryl-, 2-vinyl- and 2-methylazaflavanones were prepared in good yields (53-84%) and excellent enantioselectivities (97.6:2.4 to 99.3:0.7 er).