A new Synthesis of 3-arylpropenoic acids and 5-phenyl-2,4-pentadienoic acid from 4-acetyl-3-arylsydnones and arylaldehydes
R. Sanyal and Bharati V.Badami
Org. Commun. (2009), 2:2 ; 42-48
Department of Chemistry, Karnatak University, Dharwad-580 003 INDIA
Abstract: The 3-aryl-(4-cinnamoyl)sydnones 3a-l obtained from 4-acetyl-3-arylsydnones 2a-d and arylaldehydes, on hydrolysis with conc.H 2SO 4 under mild conditions yielded the 3-arylpropenoic acids 4a-c. Reusable 3-arylsydnones 1a-d were also recovered. This simple and practical synthesis was also applied to the preparation of 5-phenyl-2,4-pentadienoic acid 6.
Keywords: 3-Aryl-(4-cinnamoyl)sydnones; 3-Arylpropenoic acids; 5-Phenyl-2,4-pentadienoic acid. |