α-Cuprophosphonates. V. The Reaction of 3 and 4-Oxoalkane Phosphonates and Their Use in Aminoalkanephosphonic Acids Synthesis
- 1 January 1979
- journal article
- research article
- Published by Taylor & Francis in Synthetic Communications
- Vol. 9 (4) , 287-294
- https://doi.org/10.1080/00397917908064154
Abstract
In connection with our synthetic work on aminoalkanephosphonic acids we needed several 3 and 4-oxoalkanephosphonates. These compounds are generally prepared by addition of a dialkylphosphite to an α,β-unsaturated ketone1 or by condensation of the appropriate halo-ketone with a sodium dialkylphosphite2; an alternative synthesis is via the reaction of triethylphosphite with α,β-unsaturated ketones3 or with Mannich base methiodides and hydrochlorides4. We now wish to report another route to 3 and 4-oxoalkanephosphonates through 3 or 4-haloalk-3-ene phosphonates. When a dihaloalkene is added at low temperature to a solution of an equivalent of α-lithioalkanephosphonate in THF/hexane, theKeywords
This publication has 4 references indexed in Scilit:
- Les α-cuprophosphonates—iiiTetrahedron, 1978
- A New Route to 2-Aminoalkanephosphonic AcidsSynthetic Communications, 1978
- Reactions of triethyl phosphite with activated olefinsTetrahedron, 1966
- Phosphonic Acids. II. Synthesis of γ-Ketophosphonic Acids from Methyl Ketones via Mannich Bases1,2Journal of the American Chemical Society, 1955