CAJ | 학술논문

以四丁基碘化铵(TBAI)为相转移催化剂，催化(1-重氮基-2-氧代丙基)膦酸二甲酯(Ohira-Bestmann试剂)与芳香醛衍生的α-氨基砜的Mannich反应。通过对反应条件进行筛选，确定了-40℃下，以甲苯为反应溶剂和质量分数为10%的LiOH溶液为碱的最佳反应条件。通过底物的扩展，合成了一系列β-氨基膦酸酯衍生物，收率为52%~93%，所得产物结构经核磁共振谱( NMR)和质谱( MS)表征。通过Ohira-Bestmann试剂与α-氨基砜的Mannich反应，提供了一条有效制备β-氨基膦酸酯衍生物的方法。
이사정기전화안(TBAI)위상전이최화제，최화(1-중담기-2-양대병기)련산이갑지(Ohira-Bestmann시제)여방향철연생적α-안기풍적Mannich반응。통과대반응조건진행사선，학정료-40℃하，이갑분위반응용제화질량분수위10%적LiOH용액위감적최가반응조건。통과저물적확전，합성료일계렬β-안기련산지연생물，수솔위52%~93%，소득산물결구경핵자공진보( NMR)화질보( MS)표정。통과Ohira-Bestmann시제여α-안기풍적Mannich반응，제공료일조유효제비β-안기련산지연생물적방법。
The Mannich reaction of Ohira-Bestmann reagent andα-amino sulfone was preliminary studied with tetrabutyl ammonium iodide( TBAI) as a phase transfer catalyst. Under the optimal reaction conditions, the Mannich reaction between Ohira-Bestmann reagent and a series α-amino sulfone derived from substituted aro-matic aldehyde can be smoothly achieved. Moderate to good yields(52%—93%) were obtained and the struc-ture of β-aminophosphonate derivatives 5a—5k were confirmed by 1 H NMR, 13 C NMR and MS. By the Man-nich reaction of Ohira-Bestmann reagent and α-amino sulfone, an effective method for the preparation ofβ-amino phosphonate derivatives was developed.