1404115-98-5Relevant academic research and scientific papers
L-Proline-promoted three-component reaction of anilines, aldehydes and barbituric acids/malononitrile: Regioselective synthesis of 5-arylpyrimido[4,5- b]quinoline-diones and 2-amino-4-arylquinoline-3-carbonitriles in water
Khalafi-Nezhad, Ali,Sarikhani, Samira,Shahidzadeh, Elham Shaikhi,Panahi, Farhad
, p. 2876 - 2884 (2012)
A green and efficient one-pot process to achieve 5-aryl-pyrimido[4,5-b] quinoline-dione derivatives, using a three-component reaction involving anilines, aldehydes and barbituric acids was developed. This protocol was accomplished efficiently using l-proline as catalyst in an aqueous medium to give the corresponding products in high yield. Also, 2-amino-4-arylquinoline-3- carbonitrile derivatives were obtained by replacing the barbituric acid with malononitrile in the designed protocol. The catalytic activity of l-proline in these reactions was tested over a set of aldehydes and amines, demonstrating that it is reactive towards a variety of functionalities. The multicomponent reactions showed good regioselectivity, and computational studies were used to investigate the selectivity.
