ABSTRACT

The methods developed for the synthesis of 1-alkynylphosphonates use synthetic concepts such as charge affinity inversion and positive halogen abstraction. Four main reaction categories allow the preparation of 1-alkynylphosphonates: the “apparent” Michaelis-Arbuzov and Michaelis-Becker reactions, the propargyl phosphite-allenylphosphonate rearrangement, carbanionic displacements at quinquevalent phosphorus centers SNP(V),

and conversions of vinyl-to alkynylphosphonates by addition-elimination reactions. 1-Alkynylphosphonates possess remarkable potential, and cycloaddition reactions appear to offer very attractive synthetic procedures.