Synthesis 2009(10): 1655-1658  
DOI: 10.1055/s-0029-1216634
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Cyanide Ion Promoted Addition of Acylphosphonates to Diethyl Cyanophosphonate: Synthesis of Phosphonocyanohydrin O-Phosphates

Ayhan S. Demir*, Asuman Aybey, Mustafa Emrullahoglu
Department of Chemistry, Middle East Technical University, 06531 Ankara, Turkey
Fax: +90(31)22103200; e-Mail: asdemir@metu.edu.tr;
Further Information

Publication History

Received 13 October 2008
Publication Date:
14 April 2009 (online)

Abstract

Cyanide ion catalyzed addition of acylphosphonates to diethyl cyanophosphonate furnished phosphonocyanohydrin O-phosphates in high yield. The reaction works via the phosphonate-phosphate rearrangement, followed by the addition of diethyl ­cyanophosphonate to the cyanohydrin phosphate anion.

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