Organic Communications

Year: 2010  Volume: 3  Issue: 3

 

  ORIGINAL ARTICLE

1.

Tetramethyl guanidine (TMG) catalyzed synthesis of novel a -amino phosphonates by one-pot reaction

M. Veera Narayana Reddy, S. Annar, A. Bala Krishna, G. Chandra Sekhar Reddy and C. Suresh Reddy

Org. Commun. (2010), 3:3 ; 39-44

Department of Chemistry, Sri Venkateswara University, Tirupati-517 502, India

Abstract: An efficient method has been developed for the synthesis of a -amino phosphonates (4a-j) by the three component one-pot reaction of equimolar quantities of 2-amino methyl furan (1), dimethyl / diethyl phosphite (2) and various aldehydes (3a-j) in dry toluene at reflux conditions via Kabachnik – Fields reaction in high yields (70-80%) in the presence of tetramethyl guanidine (TMG) as catalyst. The TMG can be easily recovered from the reaction mixture after completion of the reaction and can be reused. Their antimicrobial activity has also been evaluated.

Keywords: a -amino phosphonate; antimicrobial activity; 2-amino methyl furan; dialkyl phosphite.