Synthesis

Synthesis of α-Arylalkylamines by Addition of Grignard Reagents to N-(Diethoxyphosphoryl) aldimines

A Zwierzak, A Napieraj

Index: Zwierzak, Andrzej; Napieraj, Anna Synthesis, 1999 , # 6 p. 930 - 934

Full Text: HTML

Citation Number: 10

Abstract

Abstract: Addition of organomagnesium bromides to N-(diethoxyphosphoryl) aldimines 1 carried out in tetrahydrofuran at 20–25 C affords diethyl N-alkyl-phosphoramidates 2a–w in high yields and spectroscopic purity. Deprotection of the latent amino groups in 2 results in the formation of a-arylalkylamine hydrochlorides 3a–w. Key words: N-Phosphorylated imines, nucleophilic addition, dephosphorylation of phosphoramidates, Barbier reaction