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A new Synthesis of 3-arylpropenoic acids and 5-phenyl-2,4-pentadienoic acid from 4-acetyl-3-arylsydnones and arylaldehydes

Original Article

JOURNAL 152

Organic Communications
VOLUME & ISSUE
Year: 2009 Issue: 2 April-June
PAGES
p.42 - 48
STATISTICS
Viewed 2216 times.
AUTHORS
    R. Sanyal and Bharati V.Badami
PDF OF ARTICLE

GRAPHICAL ABSTRACT

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