Simple Synthesis of Arylsuccinic Acids

 

 Buy Article Permissions and Reprints All articles of this category

Abstract

Alkylation of arylacetonitriles with potassium chloroacetate proceeds selectively leading to 3-cyano-3-arylpropionic acids, which are directly hydrolyzed to arylsuccinic acids.

References

• 1a Wu K. Shan YJ. Zhao Y. Yu JW. Liu BH. World J. Gastroenterology  2001,  7:  60 
  Google Scholar
• 1b Sanchez AH. deCastro A. Rejano L. J. Agric. Food Chem.  2000,  48:  5975 
  Google Scholar
• 1c Easton CJ. Robertson TA. Pitt MJ. Rathjen DA. Ferrante A. Poulos A. Bioorg. Med. Chem.  2001,  9:  317 
  Google Scholar
• 2 Allen CFH. Johnson HB. Org. Synth.   Coll. Vol. IV:  1963.  p.804 
  Google Scholar
• 3 Menicagli R. Samoritani S. Tetrahedron  1996,  52:  1425 
  CrossrefGoogle Scholar
• 4 Breukelman SP. Meakins GD. J. Chem. Soc., Perkin Trans. 1  1985,  1627 
  CrossrefGoogle Scholar
• 5 Belletire JL. Spletzer EG. Pinhas AR. Tetrahedron Lett.  1984,  25:  5969 
  CrossrefGoogle Scholar
• 6a Askam V. Linnell WH. J. Chem. Soc.  1954,  2435 
  Google Scholar
• 6b Lawston JW. Inch TD. J. Chem. Soc., Perkin Trans. 1  1983,  11:  2629 
  Google Scholar
• 6c Botteghi C. Paganelli S. J. Organomet. Chem.  1993,  451:  C18 
  Google Scholar
• 6d Jiengs S. Knaholewahl GD. Wood ML. J. Heterocycl. Chem.  1994,  31:  857 
  Google Scholar
• 7a Mkosza M. Rocz. Chem.  1969,  43:  334 
  Google Scholar
• 8 Tschigarew AG. Ioffe DV. J. Org. Chem. USSR  1967,  3:  82 
  Google Scholar
• 9 Citterio A. Cominelli A. Bonavoglie F. Synthesis  1986,  308 
  Article in Thieme ConnectGoogle Scholar
• 10 Shah W. J. Indian Chem. Soc.  1959,  36:  54 
  Google Scholar
• 11 House HO. Sauter FJ. Kenyon WG. Riehl JJ. J. Org. Chem.  1968,  33:  957 
  Google Scholar
• 12 Martelli G. Spagnolo P. Tiecco M. J. Chem. Soc.  1968,  901 
  Google Scholar