1,3-Dipolar Cycloadditions of the Versatile Intermediate Tetraethyl Vinylidenebisphosphonate­

Abstract

The use of tetraethyl vinylidenebisphosphonate as a dipolarophile in 1,3-dipolar cycloaddition reactions was investigated. In particular, the cycloaddition reactions between tetraethyl vinylidenebisphosphonate and azides and nitrile oxides, and of tetraethyl vinylidenebisphosphonate in the Grigg azomethine 1,3-dipolar cyclization were studied, affording highly functionalized five-membered rings containing the bisphosphonic unit. These straightforward methods allow the preparation of diverse and fairly complex structures bearing the bisphosphonate moiety, which belong to a group of pharmacologically important compounds.

Key words

bisphosphonates - 1,3-dipolar cycloadditions - azides - nitrile oxides - Grigg azomethine ylides

• References

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