Studies on organophosphorus compounds XLVII: Acetyl chloride - A versatile reagent for the synthesis of 1-aminoalkyl- and amino(aryl)methylphosphonic acid derivatives

Article abstract of DOI:10.1055/s-1991-26503

Acetyl chloride is used successfully in the synthesis of 1-aminoalkyl- and amino(aryl)methylphosphonic acid derivatives by a three-component condensation reaction involving diethyl phosphoramidate, aldehydes and diphenyl phosphite. Furthermore, in the reaction of benzyl carbamate, aldehydes and phosphorus(III) chloride, acetyl chloride facilates the formation of alkyl hydrogen 1-(benzyloxycahronylamino)alkylphosphonates or aryl(benzyloxycarbonylamino)methylphosphonates, key intermediates in the synthesis of phosphonopeptide with a P-N bond. In comparison with other methods, the present variation affords wider scope of application including the use of some aliphatic aldehydes, fair yields and mild reaction conditions.