有机化学 ›› 2018, Vol. 38 ›› Issue (11): 3101-3105.DOI: 10.6023/cjoc201804049 上一篇    下一篇

所属专题: 有机小分子-金属协同催化

研究简报

醋酸铜催化“一锅法”合成5-(1-苯基-3-苯基丙基-2-炔基)-2,2-二甲基-1,3-二噁烷-4,6-二酮衍生物

许招会a, 陈飞彪a, 李瑜钰a, 黄清水b, 廖传文c   

  1. a 江西师范大学化学化工学院 南昌 330022;
    b 南昌大学第一附属医院检验科 南昌 330026;
    c 江西省人民医院外科 南昌 330006
  • 收稿日期:2018-04-30 修回日期:2018-06-04 出版日期:2018-11-25 发布日期:2018-07-24
  • 通讯作者: 廖传文 E-mail:gotoxzh@163.com
  • 基金资助:

    国家自然科学基金(No.81760297)、江西省研究生创新基金(No.YC2015-B023)和江西省教育厅科技计划研究(No.GJJ170170)资助项目.

“One-Pot” Synthesis of 5-(1-Phenyl-3-phenylprop-2-ynyl)-2,2-dimethyl-1,3-dioxane-4,6-dione Catalyzed by Copper Acetate

Xu Zhaohuia, Chen Feibiaoa, Li Yuyua, Huang Qingshuib, Liao Chuanwenc   

  1. a Chemistry and Chemical Engineering Department, Jiangxi Normal University, Nanchang 330022;
    b Clinical Laboratory, First Affiliated Hospital of Nanchang University, Nanchang 330026;
    c Department of General Surgery, Jiangxi Province People's Hospital, Nanchang 330006
  • Received:2018-04-30 Revised:2018-06-04 Online:2018-11-25 Published:2018-07-24
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 81760297), the Graduate Innovation Fundation of Jiangxi Province (No. YC2015-B023) and the Science and Technology Research Project of Jiangxi Provincial Education Department (No. GJJ170170).

在醋酸铜催化作用下,以抗坏血酸钠为还原剂,以醛、2,2-二甲基-1,3-二噁烷-4,6-二酮和苯乙炔为原料,通过包含Knoevenagel缩合与Conjugate加成反应的多组分反应,有效地合成了10种5-(1-苯基-3-苯基丙基-2-炔基)-2,2-二甲基-1,3-二噁烷-4,6-二酮衍生物.该工艺具有收率高(63%~86%)、反应温和、操作简单及环境友好等优点,为合成5-(3-苯基-1-苯基丙基-2-炔基)-2,2-二甲基-1,3-二噁烷-4,6-二酮衍生物提供了一种有效的方法.

关键词: 一锅法, 醋酸铜, 2,2-二甲基-1,3-二噁烷-4,6-二酮, 5-(1-苯基-3-苯基丙基-2-炔基)-2,2-二甲基-1,3-二噁烷-4,6-二酮

In the presence of copper acetate, ten 5-(1-phenyl-3-phenylprop-2-ynyl)-2,2-dimethyl-1,3-dioxane-4,6-dione derivatives were synthesized via the three component one-pot reaction of aldehydes with 2,2-dimethyl-1,3-dioxane-4,6-dione and phenylacetylene by using Na-ascorbate as a reductant. The reaction has the advantages of high yields (65%~86%), mild conditions, simple operation and environmental friendliness. It provides an effective method for the synthesis of 5-(1-phenyl-3-phenylprop-2-ynyl)-2,2-dimethyl-1,3-dioxane-4,6-dione derivatives.

Key words: one-pot, copper acetate, 2,2-dimethyl-1,3-dioxane-4,6-dione, 5-(1-phenyl-3-phenylprop-2-ynyl)-2,2-dimethyl-1,3-dioxane-4,6-dione