SIOC English
有机化学
高级检索

有机化学 ›› 2004, Vol. 24 ›› Issue (11): 1451-1453. 上一篇    下一篇

研究简报

酸性离子交换树脂催化合成二氢香豆素类化合物

黄雁a,b, 林永成*,a   

  1. a中山大学化学与化学工程学院 广州 510275;
    b广州医学院基础部 广州 510182
  • 收稿日期:2003-12-29 修回日期:2004-03-29 接受日期:2004-05-18 发布日期:2022-09-21
  • 通讯作者: * E-mail: ceslyc@zsu.edu.cn
  • 基金资助:
    国家863 (No. 2001AA624010)及国家自然科学基金(No. 20072058)资助项目.

Synthesis of Dihydrocoumarins Catalyzed by Acidic Ion-Exchange Resin

HUANG Yana,b, LIN Yong-Cheng*,a   

  1. aSchool of Chemistry & Chemical Engineering, Zhongshan University, Guangzhou 510275;
    bDepartment of Foundation , Guangzhou Medical College, Guangzhou 510182
  • Received:2003-12-29 Revised:2004-03-29 Accepted:2004-05-18 Published:2022-09-21

PDF

147

以强酸性离子交换树脂为催化剂,由间苯三酚与丙烯酸或取代丙烯酸反应合成了3个二氢香豆素和1个四氢苯并二吡喃酮类化合物,其中5-羟基-3,4,6,7-四氢苯并[1,2-b;5,4-b']二吡喃-2,8-二酮(2a)和3-甲基-5,7-二羟基-3,4-二氢香豆素(1b)还未见文献报道.取代丙烯酸的反应活性低于丙烯酸,使用甲苯-四氢呋喃混合溶剂代替甲苯单一溶剂可使2a的产率由20％提高到66%.

关键词: 酸性离子交换树脂, 间苯三酚, 二氢香豆素, 四氢苯并二吡喃酮, 合成

Three dihydrocoumarins and one benzodipyran have been prepared via reactions of phloroglucinol with acrylic acids or substituted ones catalyzed by strongly acidic ion-exchange resin, of which the 5-hydroxy-3,4,6,7-tetrahydrobenzo[1,2-b;5,4-b']dipyran-2,8-dione and 3,4-dihydro-5,7-dihydroxy-3-methylcoumarin are the firstly reported compounds. Itwas found that the substituted acrylic acids were less reactive than the acrylicacids, and the yields of 2a rised from 20%to 66% when the mixed solvent tulene-THF was used in place of single solvent toluene.

Key words: acidic ion-exchange resin, phloroglucinol, dihydrocoumarins, benzodipyrans, synthesis