✍ Scribed by Wael S. I. Abou Elmagd
No coin nor oath required. For personal study only.
3(2‐pyridinylmethylene)‐5‐aryl‐2(3__H__)‐furanones and 3(3‐pyridinylmethylene)‐5‐aryl‐2(3__H__)‐furanones were prepared as a mixture of (E) and (Z) stereoisomers by condensing pyridine‐2‐carboxaldehyde and pyridine‐3‐carboxaldehyde with 3‐aroylpropionic acids. The reaction of the furanones 6 and 7 with anhydrous aluminium chloride in benzene led to the formation of 4,4‐diaryl‐1‐(2‐pyridinyl)but‐1,3‐diene (8) and 4,4‐diaryl‐1‐(3‐pyridinyl)but‐1,3‐diene (9) as mixtures of geometrical (E,E‐ and E,Z‐) stereoisomers via an intermolecular alkylation mode. When the reaction was carried out in tetrachloroethane as a solvent, the reaction of 6 gave 5‐arylquinoline‐7‐carboxylic acid via intramolecular alkylation mode. This may be considered as a novel method for the synthesis of quinoline derivatives. J. Heterocyclic Chem., (2011).
📜 SIMILAR VOLUMES
## Abstract magnified image Ring closure of 2‐__N__‐benzylamino‐3‐aroylpropionic acids (**3**) with acetic anhydride afforded 3‐__N__‐benzylamino‐5‐aryl‐2(3__H__)‐furanones (**4**). The reaction of the furanones (**4**) with benzylamine in benzene was found to be time dependent. Thus refluxing the
## Abstract 3,4‐Dichloro‐2(5__H__)‐furanone, which has been prepared efficiently from mucochloric acid, has been transformed selectively into 4‐aryl‐3‐chloro‐2(5__H__)‐furanones either by Suzuki‐ or Stille‐type reactions. These monochloro derivatives have been used as precursors either to (__Z__)‐4