Abstract
New synthetic method of aminophosphonic acids by the amination of organoboranes containing phosphorus was developed. Thus, the hydroboration of diethyl 2-propenylphosphonate, diethyl 2-methyl-2-propenyl-phosphonate, diethyl 3-butenylphosphonate with borane-THF, followed by amination of the resulting organoboranes with hydroxylamine-O-sulfonic acid gave diethyl 3-aminopropylphosphonate, diethyl 3-amino-2-methyl-2-propylphosphonate and diethyl 4-aminobutylphosphonate, respectively. 3-Aminopropylphosphonic acid and 4-aminobutylphosphonic, acid were obtained by the hydrolysis of the corresponding esters, respectively.
인을 포함한 유기 붕소 화합물의 아민화 반응을 이용하여 aminophosphonic acids를 합성하는 새로운 방법이 연구되었다. Diethyl 2-methyl-2-propenyl-phosphonate, diethyl 3-butenylphosphonate를 보란으로 수소화 붕소화시킨 뒤 이들을 hydroxylamine-O-sulfonic acid로 아민화시켜 각각 diethyl 3-aminopropylphosphonate, diethyl 3-amino-2-methyl-2-propylphosphonate 및 diethyl 4-aminobutylphosphonate를 합성하였으며, 이를 가수분해하여 해당하는 aminophosphonic acid들을 얻었다.