应用化学 ›› 1993, Vol. 0 ›› Issue (4): 92-94.

• 研究简报 • 上一篇    下一篇

等效剂在合成中的应用研究—Ⅵ.合成二氢茉莉酮的新途径

陈祖兴   

  1. 湖北大学化学系 430062 武汉
  • 收稿日期:1992-12-02 修回日期:1993-03-15 出版日期:1993-08-10 发布日期:1993-08-10

STUDIES ON THE APPLICATION OF EQUIVALENTS TO SYNTHESIS—Ⅵ.A NOVEL ROUTE TO THE SYNTHESIS OF DIHYDROJASMONE

Chen Zuxing   

  1. Department of Chemistry, Hubei University, 430062 Wuhan
  • Received:1992-12-02 Revised:1993-03-15 Published:1993-08-10 Online:1993-08-10

摘要: 茉莉酮和二氢茉莉酮是一类名贵的香料,此类化合物的合成一直是人们所关注的问题。已有许多报道,其中包括庚醛、1-硝基庚烷与甲基乙烯基酮进行Michael加成和以硝代甘缩酮与庚醛进行硝-醛缩合制得1,4-二酮,再进行分子内缩合为二氢茉莉酮。这些合成方法,有的对反应条件要求较苛刻,不易操作,有的则反应步骤较多,收率低。

关键词: 二氢茉莉酮, 合成, 等效剂

Abstract: A novel route for dihydrojasmone synthesis is reported. The main strategy inolves the nucleophilic substitution using ethyl a-cyanoheptyl carbonate (2) as acyl-anion() equivalents to bromide (3),following by hydrolysis to give the undecane-2,5-dione (5) which by base cyclization afforded dihydrojasmone (6). The method is simple and carried out in mild reaction conditions.

Key words: dihydrojasmone, synthesis, equivalent