ChemInform Abstract: CONDENSATION OF BETA‐AROYLPROPIONIC ACIDS WITH ISATIN UNDER PERKIN CONDITIONS

Abstract

Durch Kondensation der β‐Aroylpropionsäuren (I) mit Isatin (II) unter den Bedingungen der Perkin‐Reaktion werden in 46‐68%iger Ausbeute die Butenolide (III) erhalten, aus denen durch saure Hydrolyse in 84‐92%iger Ausbeute die Butenolide (IV) entstehen.

Conversion of 2(3H)‐furanones bearing indole nuclei into novel amide, pyrrolone, and imidazole derivatives

“…The preparation of (3E)-1-acetyl-3(5-aryl-2-oxofuran-3(2H)-ylidene)-1,3-dihydro-2H-indol-2-ones 1a-d has already been described [19] as part of our previous investigation on 2-(3H)-furanones [20][21][22][23][24]. These form only as E-isomers.…”

Synthesis and Antimicrobial Activity of 1,3,4‐Oxadiazole‐2(3H)‐thione and Azidomethanone Derivatives Based on Quinoline‐4‐carbohydrazide Derivatives

“…The synthesis of the target compounds was carried out as outlined in Schemes and . The versatile Pfitzinger reaction was utilized to synthesize the 3‐(carboxymethyl)‐2‐arylquinoline‐4‐carboxylic acids 1a , 1b , 1c by reaction of isatin (indolin‐2,3‐dione) with β‐aroylpropionic acids under basic conditions as described in Scheme .…”

“…The Pfitzinger reaction of isatins with α‐methylidene carbonyl compounds is used widely for the synthesis of physiologically active derivatives of substituted quinoline‐4‐carboxylic acids . Herein, we report a simple one‐pot synthesis of quinoline‐4‐carboxylic acid derivatives by an improved Pfitzinger reaction of isatins with β‐aroylpropionic acid and catalysts in aqueous medium .…”

Synthesis of a new class of antimicrobial agents incorporating the indolin-2-one moiety

“…Chemistry 1-Acetyl-3-[(5-(4-alkylphenyl)-2-oxofuran-3(2H)-ylidene)]-5-alkyl-indolin-2-ones (3 a-f ) were achieved from the reaction of isatin derivatives (1 a-c ) with β-aroyl propionic acids (2 a,b ) under conventional Perkin conditions according to the method reported in our previous work 30 . However, in some cases of microwave irradiation, to afford the formation of 5-alkyl-3-[(2-oxo-5-(4-alkylphenyl)furan-3(2H)-ylidene)]indolin-2-ones (3 g-l ) was achieved.…”

“…As part of our ongoing studies concerning the preparation of potential biologically active compounds [24][25][26][27][28][29] and bioactive heterocycles based on oxindole moiety [30][31][32][33][34][35] , we report herein a convenient microwave-enhanced, high speed, fast, and economic way for the synthesis of new 2(3H)-furanones, for use as key intermediates for the synthesis of new pyridazine, pyrrol, and sulfonamide derivatives.We investigated their antimicrobial activity in…”