An Efficient Synthesis ofN-Phosphorylated Azadienes, Primary (E)-Allylamines, and β-Amino-Phosphane Oxides and -Phosphonates from β-Functionalized Oxime Derivatives
chlorides 3 to unsaturated oximes 2, while azadienes 24 are prepared by olefination reactions of functionalized enamines 20/21. Reduction of azadienes 5, 7, 24 and derivatives 13/14 and 20/21 with hydrides, followed by deprotection of the resulting amines leads to the formation of primary allylamines 1 and β-aminophosphane oxides 17, phosphonates 18, and phosphonicacidderivatives 19.
Preparation d'acides aminoalkyl phosphoniques a l'aide d'ω-halogenoalkyl amines phosphorylees
作者:D. Brigot、N. Collignon、Ph. Savignac
DOI:10.1016/0040-4020(79)85028-0
日期:1979.1
Aminoalkylphosphonic acids are prepared via amino group protection by nitrogen-phosphorus (P-N) bond formation. Phosphorylation of β or γ-bromoalkylamines with chlorophosphates followed by reaction of the resulting haloalkylphosphoramidates with triethylphosphite (Arbuzov reaction) to give a phosphoramidate-phos-phonate intermediate which can be alkylated with various reagents. Removal of the phosphoryl