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Synthesis 1997; 1997(2): 207-212
DOI: 10.1055/s-1997-1166
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Synthesis of New α-Hydroxy-, α-Halogeno- and Vinylphosphonates Derived from 5,5-Dimethyl-1,3,2-dioxaphosphinan-2-one

Sudha Kumaraswamy, R. Senthamizh Selvi, K.C. Kumara Swamy*
  • *School of Chemistry, University of Hyderabad, Hyderabad-500046, A.P., India, Fax +91(40)258120; E-mail KCKSSC@UOH.ERNET.IN
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Publication History

Publication Date:
31 December 2000 (online)

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Several α-hydroxyphosphonates have been prepared by the Pudovik reaction of the cyclic phosphite 5,5-dimethyl-1,3,2-dioxaphosphinan-2-one with aldehydes and β-oxo aldehydes. These can be readily converted to α-chloro- or α-bromophosphonates in excellent yield by simply treating them with thionyl chloride or bromide. Reaction with phosphorus triiodide gave α-iodophosphonates and α-hydridophosphonates. The Pudovik products are obtained from β-oxo aldehydes can be readily dehydrated to give vinylphosphonates.

α-hydroxy, halogeno and vinyl phosphonates - Pudovik reaction