Linear and Cyclic Aminomethanephosphonic Acid Esters Derived from Benzaldehyde Derivatives, 3‐Aminopropanol, and Diethyl Phosphite.

Abstract

Organo-phosphorus compounds S 0080Linear and Cyclic Aminomethanephosphonic Acid Esters Derived from Benzaldehyde Derivatives, 3-Aminopropanol, and Diethyl Phosphite. -Hydrophosphonylation reactions of aminopropanol (I) with benzaldehydes (II) yield phosphonates (IV) which are characterized by the presence of an intramolecular hydrogen bond. Benzaldehydes possessing electron-donating groups also generate oxazaphosphepane heterocycles via an intramolecular esterification, cf. (VII). An analogous reaction with formaldehyde (VIII) affords the oxazinanylmethyl phosphonate (IX), which can be hydrolyzed to the phosphonic acid (X). -(ZAMORANO-OCTAVIANO, J.; HERNANDEZ-MARTINEZ, A.; ORTEGA-GUEVARA, A.; LINZAGA-ELIZALDE*, I.; HOEPFL, H.; Heteroat. Chem. 17 (2006) 2, 75-80; Cent. Invest. Quim., Univ. Auton. Estado Morelos, 62210 Cuernavaca, Mex.; Eng.) -H. Hoennerscheid 31-158